Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Houston to Chicago is Frontier Airlines.
Travel Period: December 2024 - November 2025
The cheapest month(s) to fly from Houston to Chicago is February.
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
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Jun 2025
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Jul 2025
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Aug 2025
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Sep 2025
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Oct 2025
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Nov 2025
The cheapest day(s) of the week to fly from Houston to Chicago is Tuesday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Flight Schedules
Last Updated: Sat, 2 Nov, 2024
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Time
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Depart
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18:30 HOU20:55 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 18:30 - MDW 20:55 2h 25m Direct
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HOUHouston Hobby Airport 18:30
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MDWChicago Midway Airport 20:55
- 2h 25m
- Direct
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Southwest Airlines (WN 6392)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 6392) -
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- -
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- Boeing 737 Max 8 Passenger
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18:35 HOU21:00 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 18:35 - MDW 21:00 2h 25m Direct
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HOUHouston Hobby Airport 18:35
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MDWChicago Midway Airport 21:00
- 2h 25m
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Southwest Airlines (WN 1732)Boeing 737 800 -
Southwest Airlines (WN 1732) -
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- Boeing 737 800
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18:40 IAH21:18 ORD2Hrs, 38m Direct
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IAHHouston George Bush Intercontinental Airport 18:40 - ORD 21:18 2h 38m Direct
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IAHHouston George Bush Intercontinental Airport 18:40
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ORDChicago O'Hare International Airport 21:18
- 2h 38m
- Direct
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United Airlines (UA 321)Airbus A321 Neo -
United Airlines (UA 321) -
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- Airbus A321 Neo
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19:50 HOU22:15 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 19:50 - MDW 22:15 2h 25m Direct
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HOUHouston Hobby Airport 19:50
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MDWChicago Midway Airport 22:15
- 2h 25m
- Direct
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Southwest Airlines (WN 989)Boeing 737 700 -
Southwest Airlines (WN 989) -
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- Boeing 737 700
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20:06 IAH22:44 ORD2Hrs, 38m Direct
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IAHHouston George Bush Intercontinental Airport 20:06 - ORD 22:44 2h 38m Direct
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IAHHouston George Bush Intercontinental Airport 20:06
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ORDChicago O'Hare International Airport 22:44
- 2h 38m
- Direct
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United Airlines (UA 715)Boeing 737 Max 9 Passenger -
United Airlines (UA 715) -
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- Boeing 737 Max 9 Passenger
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20:06 IAH22:44 ORD2Hrs, 38m Direct
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IAHHouston George Bush Intercontinental Airport 20:06 - ORD 22:44 2h 38m Direct
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IAHHouston George Bush Intercontinental Airport 20:06
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ORDChicago O'Hare International Airport 22:44
- 2h 38m
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United Airlines (UA 715)Boeing 737 900 -
United Airlines (UA 715) -
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- Boeing 737 900
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20:21 IAH22:52 MDW2Hrs, 31m Direct
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IAHHouston George Bush Intercontinental Airport 20:21 - MDW 22:52 2h 31m Direct
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IAHHouston George Bush Intercontinental Airport 20:21
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MDWChicago Midway Airport 22:52
- 2h 31m
- Direct
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Frontier Airlines (F9 3282)Airbus A320 Neo -
Frontier Airlines (F9 3282) -
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- Airbus A320 Neo
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20:22 IAH22:53 MDW2Hrs, 31m Direct
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IAHHouston George Bush Intercontinental Airport 20:22 - MDW 22:53 2h 31m Direct
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IAHHouston George Bush Intercontinental Airport 20:22
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MDWChicago Midway Airport 22:53
- 2h 31m
- Direct
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Frontier Airlines (F9 3282)Airbus A320 Neo -
Frontier Airlines (F9 3282) -
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- Airbus A320 Neo
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20:35 HOU22:55 MDW2Hrs, 20m Direct
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HOUHouston Hobby Airport 20:35 - MDW 22:55 2h 20m Direct
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HOUHouston Hobby Airport 20:35
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MDWChicago Midway Airport 22:55
- 2h 20m
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Southwest Airlines (WN 1732)Boeing 737 700 -
Southwest Airlines (WN 1732) -
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- Boeing 737 700
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20:54 IAH23:25 MDW2Hrs, 31m Direct
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IAHHouston George Bush Intercontinental Airport 20:54 - MDW 23:25 2h 31m Direct
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IAHHouston George Bush Intercontinental Airport 20:54
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MDWChicago Midway Airport 23:25
- 2h 31m
- Direct
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Frontier Airlines (F9 3282)Airbus A320 Neo -
Frontier Airlines (F9 3282) -
- M
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- Airbus A320 Neo
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21:30 IAH23:59 ORD2Hrs, 29m Direct
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IAHHouston George Bush Intercontinental Airport 21:30 - ORD 23:59 2h 29m Direct
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IAHHouston George Bush Intercontinental Airport 21:30
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ORDChicago O'Hare International Airport 23:59
- 2h 29m
- Direct
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United Airlines (UA 556)Boeing 737 900 -
United Airlines (UA 556) -
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- Boeing 737 900
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21:30 IAH23:59 ORD2Hrs, 29m Direct
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IAHHouston George Bush Intercontinental Airport 21:30 - ORD 23:59 2h 29m Direct
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IAHHouston George Bush Intercontinental Airport 21:30
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ORDChicago O'Hare International Airport 23:59
- 2h 29m
- Direct
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United Airlines (UA 556)Boeing 737 Max 8 Passenger -
United Airlines (UA 556) -
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- Boeing 737 Max 8 Passenger
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21:34 IAH00:12 ORD2Hrs, 38m Direct
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IAHHouston George Bush Intercontinental Airport 21:34 - ORD 00:12 2h 38m Direct
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IAHHouston George Bush Intercontinental Airport 21:34
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ORDChicago O'Hare International Airport 00:12
- 2h 38m
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Spirit Airlines (NK 962)Airbus Industrie A320 Sharklets -
Spirit Airlines (NK 962) -
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22:04 IAH00:43 ORD2Hrs, 39m Direct
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IAHHouston George Bush Intercontinental Airport 22:04 - ORD 00:43 2h 39m Direct
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IAHHouston George Bush Intercontinental Airport 22:04
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ORDChicago O'Hare International Airport 00:43
- 2h 39m
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Spirit Airlines (NK 962)Airbus Industrie A320 Sharklets -
Spirit Airlines (NK 962) -
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22:20 IAH00:55 ORD2Hrs, 35m Direct
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IAHHouston George Bush Intercontinental Airport 22:20 - ORD 00:55 2h 35m Direct
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IAHHouston George Bush Intercontinental Airport 22:20
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ORDChicago O'Hare International Airport 00:55
- 2h 35m
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Frontier Airlines (F9 3136)Airbus A320 Neo -
Frontier Airlines (F9 3136) -
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- Airbus A320 Neo
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22:30 IAH01:09 ORD2Hrs, 39m Direct
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IAHHouston George Bush Intercontinental Airport 22:30 - ORD 01:09 2h 39m Direct
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IAHHouston George Bush Intercontinental Airport 22:30
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ORDChicago O'Hare International Airport 01:09
- 2h 39m
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Spirit Airlines (NK 962)Airbus Industrie A320 Sharklets -
Spirit Airlines (NK 962) -
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22:40 HOU01:00 MDW2Hrs, 20m Direct
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HOUHouston Hobby Airport 22:40 - MDW 01:00 2h 20m Direct
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HOUHouston Hobby Airport 22:40
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MDWChicago Midway Airport 01:00
- 2h 20m
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Southwest Airlines (WN 1732)Boeing 737 700 -
Southwest Airlines (WN 1732) -
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- Boeing 737 700
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22:41 IAH01:16 ORD2Hrs, 35m Direct
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IAHHouston George Bush Intercontinental Airport 22:41 - ORD 01:16 2h 35m Direct
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IAHHouston George Bush Intercontinental Airport 22:41
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ORDChicago O'Hare International Airport 01:16
- 2h 35m
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Frontier Airlines (F9 3136)Airbus A321 Neo -
Frontier Airlines (F9 3136) -
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- Airbus A321 Neo
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05:00 IAH07:42 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 05:00 - ORD 07:42 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 05:00
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ORDChicago O'Hare International Airport 07:42
- 2h 42m
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United Airlines (UA 2653)Boeing 737 800 -
United Airlines (UA 2653) -
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05:00 IAH07:42 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 05:00 - ORD 07:42 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 05:00
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ORDChicago O'Hare International Airport 07:42
- 2h 42m
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United Airlines (UA 2653)Boeing 737 900 -
United Airlines (UA 2653) -
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05:20 HOU07:45 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 05:20 - MDW 07:45 2h 25m Direct
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HOUHouston Hobby Airport 05:20
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MDWChicago Midway Airport 07:45
- 2h 25m
- Direct
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Southwest Airlines (WN 657)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 657) -
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- Boeing 737 Max 8 Passenger
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05:25 HOU07:50 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 05:25 - MDW 07:50 2h 25m Direct
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HOUHouston Hobby Airport 05:25
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MDWChicago Midway Airport 07:50
- 2h 25m
- Direct
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Southwest Airlines (WN 2332)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 2332) -
- M
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- Boeing 737 Max 8 Passenger
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05:35 HOU10:00 MDW4Hrs, 25m Direct
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HOUHouston Hobby Airport 05:35 - MDW 10:00 4h 25m Direct
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HOUHouston Hobby Airport 05:35
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MDWChicago Midway Airport 10:00
- 4h 25m
- Direct
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Southwest Airlines (WN 1432)Boeing 737 700 -
Southwest Airlines (WN 1432) -
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- Boeing 737 700
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06:05 IAH13:11 ORD7Hrs, 06m Direct
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IAHHouston George Bush Intercontinental Airport 06:05 - ORD 13:11 7h 06m Direct
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IAHHouston George Bush Intercontinental Airport 06:05
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ORDChicago O'Hare International Airport 13:11
- 7h 06m
- Direct
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United Airlines (UA 1657)Boeing 737 Max 9 Passenger -
United Airlines (UA 1657) -
- M
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- Boeing 737 Max 9 Passenger
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06:05 IAH13:11 ORD7Hrs, 06m Direct
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IAHHouston George Bush Intercontinental Airport 06:05 - ORD 13:11 7h 06m Direct
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IAHHouston George Bush Intercontinental Airport 06:05
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ORDChicago O'Hare International Airport 13:11
- 7h 06m
- Direct
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United Airlines (UA 1657)Boeing 737 900 -
United Airlines (UA 1657) -
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- -
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- S
- Boeing 737 900
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06:09 IAH08:49 ORD2Hrs, 40m Direct
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IAHHouston George Bush Intercontinental Airport 06:09 - ORD 08:49 2h 40m Direct
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IAHHouston George Bush Intercontinental Airport 06:09
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ORDChicago O'Hare International Airport 08:49
- 2h 40m
- Direct
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American Airlines (AA 3191)Boeing 737 800 -
American Airlines (AA 3191) -
- M
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- Boeing 737 800
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06:10 IAH08:50 ORD2Hrs, 40m Direct
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IAHHouston George Bush Intercontinental Airport 06:10 - ORD 08:50 2h 40m Direct
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IAHHouston George Bush Intercontinental Airport 06:10
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ORDChicago O'Hare International Airport 08:50
- 2h 40m
- Direct
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American Airlines (AA 3191)Boeing 737 800 -
American Airlines (AA 3191) -
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- Boeing 737 800
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06:30 IAH09:12 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 06:30 - ORD 09:12 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 06:30
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ORDChicago O'Hare International Airport 09:12
- 2h 42m
- Direct
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United Airlines (UA 411)Boeing 737 Max 9 Passenger -
United Airlines (UA 411) -
- M
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- Boeing 737 Max 9 Passenger
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06:30 IAH09:12 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 06:30 - ORD 09:12 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 06:30
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ORDChicago O'Hare International Airport 09:12
- 2h 42m
- Direct
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United Airlines (UA 411)Boeing 737 900 -
United Airlines (UA 411) -
- -
- -
- -
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- -
- S
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- Boeing 737 900
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06:38 IAH09:20 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 06:38 - ORD 09:20 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 06:38
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ORDChicago O'Hare International Airport 09:20
- 2h 42m
- Direct
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United Airlines (UA 411)Boeing 737 900 -
United Airlines (UA 411) -
- -
- -
- W
- -
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- Boeing 737 900
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06:50 HOU09:15 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 06:50 - MDW 09:15 2h 25m Direct
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HOUHouston Hobby Airport 06:50
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MDWChicago Midway Airport 09:15
- 2h 25m
- Direct
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Southwest Airlines (WN 1132)Boeing 737 700 -
Southwest Airlines (WN 1132) -
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- Boeing 737 700
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07:20 IAH10:02 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 07:20 - ORD 10:02 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 07:20
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ORDChicago O'Hare International Airport 10:02
- 2h 42m
- Direct
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United Airlines (UA 469)Boeing 737 900 -
United Airlines (UA 469) -
- -
- -
- -
- -
- F
- S
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- Boeing 737 900
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07:20 IAH10:02 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 07:20 - ORD 10:02 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 07:20
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ORDChicago O'Hare International Airport 10:02
- 2h 42m
- Direct
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United Airlines (UA 469)Airbus A321 Neo -
United Airlines (UA 469) -
- M
- T
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- T
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- Airbus A321 Neo
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07:45 HOU10:10 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 07:45 - MDW 10:10 2h 25m Direct
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HOUHouston Hobby Airport 07:45
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MDWChicago Midway Airport 10:10
- 2h 25m
- Direct
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Southwest Airlines (WN 2630)Boeing 737 700 -
Southwest Airlines (WN 2630) -
- M
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- -
- T
- F
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- Boeing 737 700
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08:10 HOU15:10 MDW7Hrs, 00m Direct
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HOUHouston Hobby Airport 08:10 - MDW 15:10 7h Direct
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HOUHouston Hobby Airport 08:10
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MDWChicago Midway Airport 15:10
- 7h
- Direct
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Southwest Airlines (WN 2478)Boeing 737 700 -
Southwest Airlines (WN 2478) -
- M
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- T
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- Boeing 737 700
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08:30 IAH11:12 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 08:30 - ORD 11:12 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 08:30
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ORDChicago O'Hare International Airport 11:12
- 2h 42m
- Direct
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United Airlines (UA 1544)Boeing 737 900 -
United Airlines (UA 1544) -
- M
- T
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- T
- F
- S
- S
- Boeing 737 900
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08:50 HOU11:15 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 08:50 - MDW 11:15 2h 25m Direct
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HOUHouston Hobby Airport 08:50
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MDWChicago Midway Airport 11:15
- 2h 25m
- Direct
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Southwest Airlines (WN 222)Boeing 737 800 -
Southwest Airlines (WN 222) -
- -
- -
- -
- -
- -
- S
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- Boeing 737 800
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09:33 IAH12:14 ORD2Hrs, 41m Direct
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IAHHouston George Bush Intercontinental Airport 09:33 - ORD 12:14 2h 41m Direct
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IAHHouston George Bush Intercontinental Airport 09:33
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ORDChicago O'Hare International Airport 12:14
- 2h 41m
- Direct
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Spirit Airlines (NK 1145)Airbus A320 Neo -
Spirit Airlines (NK 1145) -
- M
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- T
- F
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- S
- Airbus A320 Neo
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09:49 IAH12:31 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 09:49 - ORD 12:31 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 09:49
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ORDChicago O'Hare International Airport 12:31
- 2h 42m
- Direct
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United Airlines (UA 1321)Boeing 737 900 -
United Airlines (UA 1321) -
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
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10:25 HOU12:50 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 10:25 - MDW 12:50 2h 25m Direct
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HOUHouston Hobby Airport 10:25
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MDWChicago Midway Airport 12:50
- 2h 25m
- Direct
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Southwest Airlines (WN 6525)Boeing 737 800 -
Southwest Airlines (WN 6525) -
- -
- -
- -
- -
- F
- -
- -
- Boeing 737 800
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11:20 HOU13:40 MDW2Hrs, 20m Direct
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HOUHouston Hobby Airport 11:20 - MDW 13:40 2h 20m Direct
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HOUHouston Hobby Airport 11:20
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MDWChicago Midway Airport 13:40
- 2h 20m
- Direct
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Southwest Airlines (WN 6326)Boeing 737 800 -
Southwest Airlines (WN 6326) -
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
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11:30 IAH14:13 ORD2Hrs, 43m Direct
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IAHHouston George Bush Intercontinental Airport 11:30 - ORD 14:13 2h 43m Direct
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IAHHouston George Bush Intercontinental Airport 11:30
-
ORDChicago O'Hare International Airport 14:13
- 2h 43m
- Direct
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American Airlines (AA 3581)Embraer Emb 175 -
American Airlines (AA 3581) -
- M
- -
- -
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- F
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- Embraer Emb 175
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11:45 IAH14:20 ORD2Hrs, 35m Direct
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IAHHouston George Bush Intercontinental Airport 11:45 - ORD 14:20 2h 35m Direct
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IAHHouston George Bush Intercontinental Airport 11:45
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ORDChicago O'Hare International Airport 14:20
- 2h 35m
- Direct
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Frontier Airlines (F9 1882)Airbus A320 Neo -
Frontier Airlines (F9 1882) -
- M
- -
- -
- -
- -
- -
- -
- Airbus A320 Neo
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11:50 HOU14:15 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 11:50 - MDW 14:15 2h 25m Direct
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HOUHouston Hobby Airport 11:50
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MDWChicago Midway Airport 14:15
- 2h 25m
- Direct
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Southwest Airlines (WN 2630)Boeing 737 800 -
Southwest Airlines (WN 2630) -
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 800
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11:55 IAH14:37 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 11:55 - ORD 14:37 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 11:55
-
ORDChicago O'Hare International Airport 14:37
- 2h 42m
- Direct
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United Airlines (UA 1168)Boeing 737 Max 9 Passenger -
United Airlines (UA 1168) -
- M
- T
- W
- T
- F
- -
- S
- Boeing 737 Max 9 Passenger
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11:55 IAH14:37 ORD2Hrs, 42m Direct
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IAHHouston George Bush Intercontinental Airport 11:55 - ORD 14:37 2h 42m Direct
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IAHHouston George Bush Intercontinental Airport 11:55
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ORDChicago O'Hare International Airport 14:37
- 2h 42m
- Direct
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United Airlines (UA 1168)Boeing 737 900 -
United Airlines (UA 1168) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 900
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12:00 IAH18:35 ORD6Hrs, 35m Direct
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IAHHouston George Bush Intercontinental Airport 12:00 - ORD 18:35 6h 35m Direct
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IAHHouston George Bush Intercontinental Airport 12:00
-
ORDChicago O'Hare International Airport 18:35
- 6h 35m
- Direct
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United Airlines (UA 1821)Boeing 737 700 -
United Airlines (UA 1821) -
- M
- T
- W
- T
- -
- -
- -
- Boeing 737 700
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12:20 IAH22:45 ORD10Hrs, 25m Direct
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IAHHouston George Bush Intercontinental Airport 12:20 - ORD 22:45 10h 25m Direct
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IAHHouston George Bush Intercontinental Airport 12:20
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ORDChicago O'Hare International Airport 22:45
- 10h 25m
- Direct
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United Airlines (UA 2486)Boeing 737 900 -
United Airlines (UA 2486) -
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
-
13:10 HOU17:30 MDW4Hrs, 20m Direct
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HOUHouston Hobby Airport 13:10 - MDW 17:30 4h 20m Direct
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HOUHouston Hobby Airport 13:10
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MDWChicago Midway Airport 17:30
- 4h 20m
- Direct
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Southwest Airlines (WN 1564)Boeing 737 800 -
Southwest Airlines (WN 1564) -
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 800
-
13:45 HOU17:45 MDW4Hrs, 00m Direct
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HOUHouston Hobby Airport 13:45 - MDW 17:45 4h Direct
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HOUHouston Hobby Airport 13:45
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MDWChicago Midway Airport 17:45
- 4h
- Direct
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Southwest Airlines (WN 2376)Boeing 737 700 -
Southwest Airlines (WN 2376) -
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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13:50 HOU16:15 MDW2Hrs, 25m Direct
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HOUHouston Hobby Airport 13:50 - MDW 16:15 2h 25m Direct
-
HOUHouston Hobby Airport 13:50
-
MDWChicago Midway Airport 16:15
- 2h 25m
- Direct
-
Southwest Airlines (WN 1266)Boeing 737 700 -
Southwest Airlines (WN 1266) -
- M
- -
- -
- T
- F
- -
- S
- Boeing 737 700
-
14:14 IAH16:58 ORD2Hrs, 44m Direct
-
IAHHouston George Bush Intercontinental Airport 14:14 - ORD 16:58 2h 44m Direct
-
IAHHouston George Bush Intercontinental Airport 14:14
-
ORDChicago O'Hare International Airport 16:58
- 2h 44m
- Direct
-
American Airlines (AA 4801)Embraer Emb 175 -
American Airlines (AA 4801) -
- -
- -
- -
- -
- -
- S
- -
- Embraer Emb 175
-
14:14 IAH16:55 ORD2Hrs, 41m Direct
-
IAHHouston George Bush Intercontinental Airport 14:14 - ORD 16:55 2h 41m Direct
-
IAHHouston George Bush Intercontinental Airport 14:14
-
ORDChicago O'Hare International Airport 16:55
- 2h 41m
- Direct
-
American Airlines (AA 3581)Embraer Emb 175 -
American Airlines (AA 3581) -
- -
- T
- W
- -
- -
- -
- -
- Embraer Emb 175
-
14:20 IAH17:01 ORD2Hrs, 41m Direct
-
IAHHouston George Bush Intercontinental Airport 14:20 - ORD 17:01 2h 41m Direct
-
IAHHouston George Bush Intercontinental Airport 14:20
-
ORDChicago O'Hare International Airport 17:01
- 2h 41m
- Direct
-
United Airlines (UA 787)Boeing 737 900 -
United Airlines (UA 787) -
- -
- T
- W
- -
- F
- -
- -
- Boeing 737 900
-
14:20 IAH17:01 ORD2Hrs, 41m Direct
-
IAHHouston George Bush Intercontinental Airport 14:20 - ORD 17:01 2h 41m Direct
-
IAHHouston George Bush Intercontinental Airport 14:20
-
ORDChicago O'Hare International Airport 17:01
- 2h 41m
- Direct
-
United Airlines (UA 787)Boeing 737 Max 8 Passenger -
United Airlines (UA 787) -
- M
- -
- -
- T
- -
- S
- S
- Boeing 737 Max 8 Passenger
-
15:40 HOU18:05 MDW2Hrs, 25m Direct
-
HOUHouston Hobby Airport 15:40 - MDW 18:05 2h 25m Direct
-
HOUHouston Hobby Airport 15:40
-
MDWChicago Midway Airport 18:05
- 2h 25m
- Direct
-
Southwest Airlines (WN 1260)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 1260) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 Max 8 Passenger
-
15:41 IAH18:12 MDW2Hrs, 31m Direct
-
IAHHouston George Bush Intercontinental Airport 15:41 - MDW 18:12 2h 31m Direct
-
IAHHouston George Bush Intercontinental Airport 15:41
-
MDWChicago Midway Airport 18:12
- 2h 31m
- Direct
-
Frontier Airlines (F9 3282)Airbus A320 Neo -
Frontier Airlines (F9 3282) -
- -
- -
- -
- -
- -
- -
- S
- Airbus A320 Neo
-
15:50 HOU18:15 MDW2Hrs, 25m Direct
-
HOUHouston Hobby Airport 15:50 - MDW 18:15 2h 25m Direct
-
HOUHouston Hobby Airport 15:50
-
MDWChicago Midway Airport 18:15
- 2h 25m
- Direct
-
Southwest Airlines (WN 528)Boeing 737 800 -
Southwest Airlines (WN 528) -
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 800
-
15:51 IAH18:22 MDW2Hrs, 31m Direct
-
IAHHouston George Bush Intercontinental Airport 15:51 - MDW 18:22 2h 31m Direct
-
IAHHouston George Bush Intercontinental Airport 15:51
-
MDWChicago Midway Airport 18:22
- 2h 31m
- Direct
-
Frontier Airlines (F9 3282)Airbus A320 Neo -
Frontier Airlines (F9 3282) -
- -
- -
- -
- -
- -
- S
- -
- Airbus A320 Neo
-
15:57 IAH18:32 ORD2Hrs, 35m Direct
-
IAHHouston George Bush Intercontinental Airport 15:57 - ORD 18:32 2h 35m Direct
-
IAHHouston George Bush Intercontinental Airport 15:57
-
ORDChicago O'Hare International Airport 18:32
- 2h 35m
- Direct
-
Frontier Airlines (F9 3136)Airbus A320 Neo -
Frontier Airlines (F9 3136) -
- -
- -
- -
- -
- -
- S
- -
- Airbus A320 Neo
-
16:55 IAH19:33 ORD2Hrs, 38m Direct
-
IAHHouston George Bush Intercontinental Airport 16:55 - ORD 19:33 2h 38m Direct
-
IAHHouston George Bush Intercontinental Airport 16:55
-
ORDChicago O'Hare International Airport 19:33
- 2h 38m
- Direct
-
American Airlines (AA 3259)Airbus -
American Airlines (AA 3259) -
- M
- -
- -
- T
- F
- -
- S
- Airbus
-
17:05 IAH19:47 ORD2Hrs, 42m Direct
-
IAHHouston George Bush Intercontinental Airport 17:05 - ORD 19:47 2h 42m Direct
-
IAHHouston George Bush Intercontinental Airport 17:05
-
ORDChicago O'Hare International Airport 19:47
- 2h 42m
- Direct
-
United Airlines (UA 2406)Airbus A321 Neo -
United Airlines (UA 2406) -
- M
- T
- W
- T
- F
- -
- S
- Airbus A321 Neo
-
17:05 HOU19:30 MDW2Hrs, 25m Direct
-
HOUHouston Hobby Airport 17:05 - MDW 19:30 2h 25m Direct
-
HOUHouston Hobby Airport 17:05
-
MDWChicago Midway Airport 19:30
- 2h 25m
- Direct
-
Southwest Airlines (WN 1260)Boeing 737 700 -
Southwest Airlines (WN 1260) -
- M
- -
- -
- T
- F
- -
- S
- Boeing 737 700
-
17:05 IAH19:47 ORD2Hrs, 42m Direct
-
IAHHouston George Bush Intercontinental Airport 17:05 - ORD 19:47 2h 42m Direct
-
IAHHouston George Bush Intercontinental Airport 17:05
-
ORDChicago O'Hare International Airport 19:47
- 2h 42m
- Direct
-
United Airlines (UA 2406)Boeing 757 300 Series -
United Airlines (UA 2406) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 757 300 Series
-
17:56 IAH20:27 MDW2Hrs, 31m Direct
-
IAHHouston George Bush Intercontinental Airport 17:56 - MDW 20:27 2h 31m Direct
-
IAHHouston George Bush Intercontinental Airport 17:56
-
MDWChicago Midway Airport 20:27
- 2h 31m
- Direct
-
Frontier Airlines (F9 3468)Airbus A320 Neo -
Frontier Airlines (F9 3468) -
- -
- -
- -
- T
- -
- -
- -
- Airbus A320 Neo
-
17:56 IAH20:27 MDW2Hrs, 31m Direct
-
IAHHouston George Bush Intercontinental Airport 17:56 - MDW 20:27 2h 31m Direct
-
IAHHouston George Bush Intercontinental Airport 17:56
-
MDWChicago Midway Airport 20:27
- 2h 31m
- Direct
-
Frontier Airlines (F9 3282)Airbus A320 Neo -
Frontier Airlines (F9 3282) -
- -
- -
- -
- -
- F
- -
- -
- Airbus A320 Neo
-
18:06 IAH23:49 ORD5Hrs, 43m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 18:06 - ORD 23:49 5h 43m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 18:06DFWDallas/Fort Worth Intl Airport 21:25
-
DFWDallas/Fort Worth Intl Airport 19:46ORDChicago O'Hare International Airport 23:49
- 5h 43m (1h 39m)
- 1 Stop DFW · Dallas 1h 39m
-
American Airlines (AA 2438)Boeing 737 800 American Airlines (AA 2881)Boeing 737 800 -
American Airlines (AA 2438) -
- M
- -
- -
- T
- F
- -
- S
-
18:06 IAH23:57 ORD5Hrs, 51m 1 Stop (DEN)
-
IAHHouston George Bush Intercontinental Airport 18:06 - ORD 23:57 5h 51m 1 Stop (DEN) Denver
-
IAHHouston George Bush Intercontinental Airport 18:06DENDenver Intl Airport 20:25
-
DENDenver Intl Airport 19:45ORDChicago O'Hare International Airport 23:57
- 5h 51m (40m)
- 1 Stop DEN · Denver 40m
-
United Airlines (UA 609)Boeing 737 900 United Airlines (UA 377)Boeing 737 900 -
United Airlines (UA 609) -
- M
- T
- W
- T
- F
- S
- S
-
18:06 IAH23:51 ORD5Hrs, 45m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 18:06 - ORD 23:51 5h 45m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 18:06DFWDallas/Fort Worth Intl Airport 21:25
-
DFWDallas/Fort Worth Intl Airport 19:46ORDChicago O'Hare International Airport 23:51
- 5h 45m (1h 39m)
- 1 Stop DFW · Dallas 1h 39m
-
American Airlines (AA 2438)Boeing 737 800 American Airlines (AA 2881)Boeing 737 800 -
American Airlines (AA 2438) -
- -
- T
- W
- -
- -
- -
- -
-
18:06 IAH23:49 ORD5Hrs, 43m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 18:06 - ORD 23:49 5h 43m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 18:06DFWDallas/Fort Worth Intl Airport 21:25
-
DFWDallas/Fort Worth Intl Airport 19:29ORDChicago O'Hare International Airport 23:49
- 5h 43m (1h 56m)
- 1 Stop DFW · Dallas 1h 56m
-
American Airlines (AA 3451)Embraer Emb 175 American Airlines (AA 2881)Boeing 737 800 -
American Airlines (AA 3451) -
- -
- -
- -
- -
- -
- S
- -
-
18:19 HOU23:49 ORD5Hrs, 30m 1 Stop (DFW)
-
HOUHouston Hobby Airport 18:19 - ORD 23:49 5h 30m 1 Stop (DFW) Dallas
-
HOUHouston Hobby Airport 18:19DFWDallas/Fort Worth Intl Airport 21:25
-
DFWDallas/Fort Worth Intl Airport 19:50ORDChicago O'Hare International Airport 23:49
- 5h 30m (1h 35m)
- 1 Stop DFW · Dallas 1h 35m
-
American Airlines (AA 6530)Crj 700 Canadair Regional American Airlines (AA 2881)Boeing 737 800 -
American Airlines (AA 6530) -
- M
- -
- -
- T
- F
- S
- S
-
18:19 HOU23:51 ORD5Hrs, 32m 1 Stop (DFW)
-
HOUHouston Hobby Airport 18:19 - ORD 23:51 5h 32m 1 Stop (DFW) Dallas
-
HOUHouston Hobby Airport 18:19DFWDallas/Fort Worth Intl Airport 21:25
-
DFWDallas/Fort Worth Intl Airport 19:50ORDChicago O'Hare International Airport 23:51
- 5h 32m (1h 35m)
- 1 Stop DFW · Dallas 1h 35m
-
American Airlines (AA 6530)Crj 700 Canadair Regional American Airlines (AA 2881)Boeing 737 800 -
American Airlines (AA 6530) -
- -
- T
- W
- -
- -
- -
- -
-
18:20 HOU23:05 MDW4Hrs, 45m 1 Stop (STL)
-
HOUHouston Hobby Airport 18:20 - MDW 23:05 4h 45m 1 Stop (STL) Saint Louis
-
HOUHouston Hobby Airport 18:20STLSt Louis Lambert Intl Airport 21:55
-
STLSt Louis Lambert Intl Airport 20:20MDWChicago Midway Airport 23:05
- 4h 45m (1h 35m)
- 1 Stop STL · Saint Louis 1h 35m
-
Southwest Airlines (WN 3268)Boeing 737 800 Southwest Airlines (WN 652)Boeing 737 800 -
Southwest Airlines (WN 3268) -
- M
- -
- -
- T
- F
- -
- S
-
18:25 HOU23:30 MDW5Hrs, 05m 1 Stop (DAL)
-
HOUHouston Hobby Airport 18:25 - MDW 23:30 5h 05m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 18:25DALDallas/Fort Worth Love Field Airport 21:25
-
DALDallas/Fort Worth Love Field Airport 19:30MDWChicago Midway Airport 23:30
- 5h 05m (1h 55m)
- 1 Stop DAL · Dallas 1h 55m
-
Southwest Airlines (WN 6)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4546)Boeing 737 800 -
Southwest Airlines (WN 6) -
- -
- -
- -
- -
- -
- S
- -
-
18:30 HOU22:35 MDW4Hrs, 05m 1 Stop (DAL)
-
HOUHouston Hobby Airport 18:30 - MDW 22:35 4h 05m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 18:30DALDallas/Fort Worth Love Field Airport 20:25
-
DALDallas/Fort Worth Love Field Airport 19:35MDWChicago Midway Airport 22:35
- 4h 05m (50m)
- 1 Stop DAL · Dallas 50m
-
Southwest Airlines (WN 50)Boeing 737 Max 8 Passenger Southwest Airlines (WN 1317)Boeing 737 700 -
Southwest Airlines (WN 50) -
- -
- T
- W
- -
- -
- -
- -
-
18:34 IAH23:55 MDW5Hrs, 21m 1 Stop (ATL)
-
IAHHouston George Bush Intercontinental Airport 18:34 - MDW 23:55 5h 21m 1 Stop (ATL) Atlanta
-
IAHHouston George Bush Intercontinental Airport 18:34ATLAtlanta Hartsfield-Jackson Intl Airport 22:58
-
ATLAtlanta Hartsfield-Jackson Intl Airport 21:49MDWChicago Midway Airport 23:55
- 5h 21m (1h 09m)
- 1 Stop ATL · Atlanta 1h 09m
-
Frontier Airlines (F9 2400)Airbus A320 Neo Frontier Airlines (F9 2779)Airbus A320 Neo -
Frontier Airlines (F9 2400) -
- M
- -
- -
- -
- -
- -
- -
-
18:55 HOU23:45 MDW4Hrs, 50m 1 Stop (MSY)
-
HOUHouston Hobby Airport 18:55 - MDW 23:45 4h 50m 1 Stop (MSY) New Orleans
-
HOUHouston Hobby Airport 18:55MSYNew Orleans Louis Armstrong Intl Airport 21:30
-
MSYNew Orleans Louis Armstrong Intl Airport 20:00MDWChicago Midway Airport 23:45
- 4h 50m (1h 30m)
- 1 Stop MSY · New Orleans 1h 30m
-
Southwest Airlines (WN 2942)Boeing 737 700 Southwest Airlines (WN 2367)Boeing 737 700 -
Southwest Airlines (WN 2942) -
- M
- -
- -
- T
- F
- -
- S
-
19:00 HOU00:50 MDW5Hrs, 50m 1 Stop (DAL)
-
HOUHouston Hobby Airport 19:00 - MDW 00:50 5h 50m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 19:00DALDallas/Fort Worth Love Field Airport 22:45
-
DALDallas/Fort Worth Love Field Airport 20:05MDWChicago Midway Airport 00:50
- 5h 50m (2h 40m)
- 1 Stop DAL · Dallas 2h 40m
-
Southwest Airlines (WN 52)Boeing 737 700 Southwest Airlines (WN 5269)Boeing 737 700 -
Southwest Airlines (WN 52) -
- M
- -
- -
- T
- F
- -
- S
-
19:06 IAH23:49 ORD4Hrs, 43m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 19:06 - ORD 23:49 4h 43m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 19:06DFWDallas/Fort Worth Intl Airport 21:25
-
DFWDallas/Fort Worth Intl Airport 20:27ORDChicago O'Hare International Airport 23:49
- 4h 43m (58m)
- 1 Stop DFW · Dallas 58m
-
American Airlines (AA 3960)Embraer Emb 175 American Airlines (AA 2881)Boeing 737 800 -
American Airlines (AA 3960) -
- M
- -
- -
- T
- F
- -
- S
-
20:00 HOU00:50 MDW4Hrs, 50m 1 Stop (DAL)
-
HOUHouston Hobby Airport 20:00 - MDW 00:50 4h 50m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 20:00DALDallas/Fort Worth Love Field Airport 22:45
-
DALDallas/Fort Worth Love Field Airport 21:05MDWChicago Midway Airport 00:50
- 4h 50m (1h 40m)
- 1 Stop DAL · Dallas 1h 40m
-
Southwest Airlines (WN 58)Boeing 737 700 Southwest Airlines (WN 5269)Boeing 737 700 -
Southwest Airlines (WN 58) -
- M
- -
- -
- T
- F
- -
- S
-
20:10 HOU23:55 MDW3Hrs, 45m 1 Stop (STL)
-
HOUHouston Hobby Airport 20:10 - MDW 23:55 3h 45m 1 Stop (STL) Saint Louis
-
HOUHouston Hobby Airport 20:10STLSt Louis Lambert Intl Airport 22:45
-
STLSt Louis Lambert Intl Airport 22:05MDWChicago Midway Airport 23:55
- 3h 45m (40m)
- 1 Stop STL · Saint Louis 40m
-
Southwest Airlines (WN 3268)Boeing 737 700 Southwest Airlines (WN 652)Boeing 737 700 -
Southwest Airlines (WN 3268) -
- -
- -
- -
- -
- -
- S
- -
-
05:00 IAH10:58 ORD5Hrs, 58m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 05:00 - ORD 10:58 5h 58m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 05:00DFWDallas/Fort Worth Intl Airport 08:35
-
DFWDallas/Fort Worth Intl Airport 06:20ORDChicago O'Hare International Airport 10:58
- 5h 58m (2h 15m)
- 1 Stop DFW · Dallas 2h 15m
-
American Airlines (AA 700)Boeing 737 800 American Airlines (AA 328)Airbus -
American Airlines (AA 700) -
- -
- T
- -
- -
- -
- -
- -
-
05:00 IAH09:27 ORD4Hrs, 27m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 05:00 - ORD 09:27 4h 27m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 05:00DFWDallas/Fort Worth Intl Airport 07:00
-
DFWDallas/Fort Worth Intl Airport 06:20ORDChicago O'Hare International Airport 09:27
- 4h 27m (40m)
- 1 Stop DFW · Dallas 40m
-
American Airlines (AA 700)Boeing 737 800 American Airlines (AA 1106)Boeing 737 800 -
American Airlines (AA 700) -
- -
- T
- -
- -
- -
- -
- -
-
05:00 IAH10:56 ORD5Hrs, 56m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 05:00 - ORD 10:56 5h 56m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 05:00DFWDallas/Fort Worth Intl Airport 08:35
-
DFWDallas/Fort Worth Intl Airport 06:20ORDChicago O'Hare International Airport 10:56
- 5h 56m (2h 15m)
- 1 Stop DFW · Dallas 2h 15m
-
American Airlines (AA 700)Boeing 737 800 American Airlines (AA 328)Airbus -
American Airlines (AA 700) -
- M
- -
- -
- T
- F
- S
- S
-
05:00 IAH09:25 ORD4Hrs, 25m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 05:00 - ORD 09:25 4h 25m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 05:00DFWDallas/Fort Worth Intl Airport 07:00
-
DFWDallas/Fort Worth Intl Airport 06:20ORDChicago O'Hare International Airport 09:25
- 4h 25m (40m)
- 1 Stop DFW · Dallas 40m
-
American Airlines (AA 700)Boeing 737 800 American Airlines (AA 1106)Boeing 737 800 -
American Airlines (AA 700) -
- M
- -
- -
- T
- F
- S
- S
-
05:05 HOU09:25 MDW4Hrs, 20m 1 Stop (STL)
-
HOUHouston Hobby Airport 05:05 - MDW 09:25 4h 20m 1 Stop (STL) Saint Louis
-
HOUHouston Hobby Airport 05:05STLSt Louis Lambert Intl Airport 08:15
-
STLSt Louis Lambert Intl Airport 07:00MDWChicago Midway Airport 09:25
- 4h 20m (1h 15m)
- 1 Stop STL · Saint Louis 1h 15m
-
Southwest Airlines (WN 171)Boeing 737 Max 8 Passenger Southwest Airlines (WN 498)Boeing 737 700 -
Southwest Airlines (WN 171) -
- -
- -
- -
- -
- -
- S
- -
-
05:20 HOU11:45 MDW6Hrs, 25m 1 Stop (STL)
-
HOUHouston Hobby Airport 05:20 - MDW 11:45 6h 25m 1 Stop (STL) Saint Louis
-
HOUHouston Hobby Airport 05:20STLSt Louis Lambert Intl Airport 10:35
-
STLSt Louis Lambert Intl Airport 07:15MDWChicago Midway Airport 11:45
- 6h 25m (3h 20m)
- 1 Stop STL · Saint Louis 3h 20m
-
Southwest Airlines (WN 171)Boeing 737 800 Southwest Airlines (WN 2364)Boeing 737 800 -
Southwest Airlines (WN 171) -
- M
- -
- -
- T
- F
- -
- S
-
05:25 IAH11:20 MDW5Hrs, 55m 1 Stop (DEN)
-
IAHHouston George Bush Intercontinental Airport 05:25 - MDW 11:20 5h 55m 1 Stop (DEN) Denver
-
IAHHouston George Bush Intercontinental Airport 05:25DENDenver Intl Airport 07:54
-
DENDenver Intl Airport 06:58MDWChicago Midway Airport 11:20
- 5h 55m (56m)
- 1 Stop DEN · Denver 56m
-
Frontier Airlines (F9 3229)Airbus A321 Neo Frontier Airlines (F9 2210)Airbus A320 Neo -
Frontier Airlines (F9 3229) -
- -
- -
- -
- -
- -
- S
- -
-
05:25 IAH11:33 ORD6Hrs, 08m 1 Stop (DEN)
-
IAHHouston George Bush Intercontinental Airport 05:25 - ORD 11:33 6h 08m 1 Stop (DEN) Denver
-
IAHHouston George Bush Intercontinental Airport 05:25DENDenver Intl Airport 07:52
-
DENDenver Intl Airport 06:58ORDChicago O'Hare International Airport 11:33
- 6h 08m (54m)
- 1 Stop DEN · Denver 54m
-
Frontier Airlines (F9 3229)Airbus A320 Neo Frontier Airlines (F9 3174)Airbus A320 Neo -
Frontier Airlines (F9 3229) -
- -
- -
- -
- -
- -
- -
- S
-
05:25 IAH11:20 ORD5Hrs, 55m 1 Stop (DEN)
-
IAHHouston George Bush Intercontinental Airport 05:25 - ORD 11:20 5h 55m 1 Stop (DEN) Denver
-
IAHHouston George Bush Intercontinental Airport 05:25DENDenver Intl Airport 07:49
-
DENDenver Intl Airport 07:01ORDChicago O'Hare International Airport 11:20
- 5h 55m (48m)
- 1 Stop DEN · Denver 48m
-
United Airlines (UA 2436)Boeing 737 900 United Airlines (UA 288)Boeing 777 -
United Airlines (UA 2436) -
- M
- T
- W
- T
- F
- S
- S
-
05:30 HOU11:15 MDW5Hrs, 45m 1 Stop (MCO)
-
HOUHouston Hobby Airport 05:30 - MDW 11:15 5h 45m 1 Stop (MCO) Orlando
-
HOUHouston Hobby Airport 05:30MCOOrlando International Airport 09:25
-
MCOOrlando International Airport 08:40MDWChicago Midway Airport 11:15
- 5h 45m (45m)
- 1 Stop MCO · Orlando 45m
-
Southwest Airlines (WN 113)Boeing 737 700 Southwest Airlines (WN 546)Boeing 737 700 -
Southwest Airlines (WN 113) -
- -
- -
- -
- -
- -
- S
- -
-
05:45 HOU11:30 MDW5Hrs, 45m 1 Stop (TPA)
-
HOUHouston Hobby Airport 05:45 - MDW 11:30 5h 45m 1 Stop (TPA) Tampa
-
HOUHouston Hobby Airport 05:45TPATampa International Airport 09:40
-
TPATampa International Airport 08:45MDWChicago Midway Airport 11:30
- 5h 45m (55m)
- 1 Stop TPA · Tampa 55m
-
Southwest Airlines (WN 275)Boeing 737 800 Southwest Airlines (WN 3669)Boeing 737 700 -
Southwest Airlines (WN 275) -
- -
- -
- -
- -
- -
- S
- -
-
06:00 IAH10:56 ORD4Hrs, 56m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 06:00 - ORD 10:56 4h 56m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 06:00DFWDallas/Fort Worth Intl Airport 08:35
-
DFWDallas/Fort Worth Intl Airport 07:22ORDChicago O'Hare International Airport 10:56
- 4h 56m (1h 13m)
- 1 Stop DFW · Dallas 1h 13m
-
American Airlines (AA 1995)Boeing 737 800 American Airlines (AA 328)Airbus -
American Airlines (AA 1995) -
- M
- -
- -
- T
- F
- S
- S
-
06:00 IAH10:58 ORD4Hrs, 58m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 06:00 - ORD 10:58 4h 58m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 06:00DFWDallas/Fort Worth Intl Airport 08:35
-
DFWDallas/Fort Worth Intl Airport 07:22ORDChicago O'Hare International Airport 10:58
- 4h 58m (1h 13m)
- 1 Stop DFW · Dallas 1h 13m
-
American Airlines (AA 1995)Boeing 737 800 American Airlines (AA 328)Airbus -
American Airlines (AA 1995) -
- -
- T
- W
- -
- -
- -
- -
-
06:00 HOU10:40 MDW4Hrs, 40m 1 Stop (DAL)
-
HOUHouston Hobby Airport 06:00 - MDW 10:40 4h 40m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 06:00DALDallas/Fort Worth Love Field Airport 08:30
-
DALDallas/Fort Worth Love Field Airport 07:05MDWChicago Midway Airport 10:40
- 4h 40m (1h 25m)
- 1 Stop DAL · Dallas 1h 25m
-
Southwest Airlines (WN 1636)Boeing 737 700 Southwest Airlines (WN 4696)Boeing 737 800 -
Southwest Airlines (WN 1636) -
- M
- -
- -
- T
- F
- -
- S
-
06:00 HOU11:30 ORD5Hrs, 30m 1 Stop (DAL)
-
HOUHouston Hobby Airport 06:00 - ORD 11:30 5h 30m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 06:00DALDallas/Fort Worth Love Field Airport 09:05
-
DALDallas/Fort Worth Love Field Airport 07:05ORDChicago O'Hare International Airport 11:30
- 5h 30m (2h)
- 1 Stop DAL · Dallas 2h
-
Southwest Airlines (WN 1636)Boeing 737 800 Southwest Airlines (WN 2318)Boeing 737 800 -
Southwest Airlines (WN 1636) -
- -
- T
- W
- -
- -
- -
- -
-
06:00 IAH12:09 MDW6Hrs, 09m 1 Stop (DEN)
-
IAHHouston George Bush Intercontinental Airport 06:00 - MDW 12:09 6h 09m 1 Stop (DEN) Denver
-
IAHHouston George Bush Intercontinental Airport 06:00DENDenver Intl Airport 08:46
-
DENDenver Intl Airport 07:34MDWChicago Midway Airport 12:09
- 6h 09m (1h 12m)
- 1 Stop DEN · Denver 1h 12m
-
Frontier Airlines (F9 3229)Airbus Frontier Airlines (F9 2210)Airbus A320 Neo -
Frontier Airlines (F9 3229) -
- M
- -
- -
- -
- -
- -
- -
-
06:00 IAH12:25 ORD6Hrs, 25m 1 Stop (DFW)
-
IAHHouston George Bush Intercontinental Airport 06:00 - ORD 12:25 6h 25m 1 Stop (DFW) Dallas
-
IAHHouston George Bush Intercontinental Airport 06:00DFWDallas/Fort Worth Intl Airport 10:00
-
DFWDallas/Fort Worth Intl Airport 07:22ORDChicago O'Hare International Airport 12:25
- 6h 25m (2h 38m)
- 1 Stop DFW · Dallas 2h 38m
-
American Airlines (AA 1995)Boeing 737 800 American Airlines (AA 2754)Boeing 737 800 -
American Airlines (AA 1995) -
- M
- -
- -
- T
- F
- -
- S
-
06:00 HOU12:00 MDW6Hrs, 00m 1 Stop (DAL)
-
HOUHouston Hobby Airport 06:00 - MDW 12:00 6h 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 06:00DALDallas/Fort Worth Love Field Airport 09:50
-
DALDallas/Fort Worth Love Field Airport 07:05MDWChicago Midway Airport 12:00
- 6h (2h 45m)
- 1 Stop DAL · Dallas 2h 45m
-
Southwest Airlines (WN 1636)Boeing 737 800 Southwest Airlines (WN 1548)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 1636) -
- -
- T
- W
- -
- -
- -
- -
-
06:00 HOU11:30 ORD5Hrs, 30m 1 Stop (DAL)
-
HOUHouston Hobby Airport 06:00 - ORD 11:30 5h 30m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 06:00DALDallas/Fort Worth Love Field Airport 09:05
-
DALDallas/Fort Worth Love Field Airport 07:05ORDChicago O'Hare International Airport 11:30
- 5h 30m (2h)
- 1 Stop DAL · Dallas 2h
-
Southwest Airlines (WN 1636)Boeing 737 700 Southwest Airlines (WN 4429)Boeing 737 800 -
Southwest Airlines (WN 1636) -
- M
- -
- -
- T
- F
- -
- S
-
06:02 HOU12:25 ORD6Hrs, 23m 1 Stop (DFW)
-
HOUHouston Hobby Airport 06:02 - ORD 12:25 6h 23m 1 Stop (DFW) Dallas
-
HOUHouston Hobby Airport 06:02DFWDallas/Fort Worth Intl Airport 10:00
-
DFWDallas/Fort Worth Intl Airport 07:28ORDChicago O'Hare International Airport 12:25
- 6h 23m (2h 32m)
- 1 Stop DFW · Dallas 2h 32m
-
American Airlines (AA 3544)Embraer Emb 175 American Airlines (AA 2754)Boeing 737 800 -
American Airlines (AA 3544) -
- -
- -
- -
- T
- F
- -
- S
-
06:02 HOU10:56 ORD4Hrs, 54m 1 Stop (DFW)
-
HOUHouston Hobby Airport 06:02 - ORD 10:56 4h 54m 1 Stop (DFW) Dallas
-
HOUHouston Hobby Airport 06:02DFWDallas/Fort Worth Intl Airport 08:35
-
DFWDallas/Fort Worth Intl Airport 07:28ORDChicago O'Hare International Airport 10:56
- 4h 54m (1h 07m)
- 1 Stop DFW · Dallas 1h 07m
-
American Airlines (AA 3544)Embraer Emb 175 American Airlines (AA 328)Airbus -
American Airlines (AA 3544) -
- -
- -
- -
- T
- F
- S
- S
-
06:02 HOU10:58 ORD4Hrs, 56m 1 Stop (DFW)
-
HOUHouston Hobby Airport 06:02 - ORD 10:58 4h 56m 1 Stop (DFW) Dallas
-
HOUHouston Hobby Airport 06:02DFWDallas/Fort Worth Intl Airport 08:35
-
DFWDallas/Fort Worth Intl Airport 07:28ORDChicago O'Hare International Airport 10:58
- 4h 56m (1h 07m)
- 1 Stop DFW · Dallas 1h 07m
-
American Airlines (AA 3544)Embraer Emb 175 American Airlines (AA 328)Airbus -
American Airlines (AA 3544) -
- -
- T
- W
- -
- -
- -
- -
-
06:02 HOU12:29 ORD6Hrs, 27m 1 Stop (DFW)
-
HOUHouston Hobby Airport 06:02 - ORD 12:29 6h 27m 1 Stop (DFW) Dallas
-
HOUHouston Hobby Airport 06:02DFWDallas/Fort Worth Intl Airport 10:00
-
DFWDallas/Fort Worth Intl Airport 07:28ORDChicago O'Hare International Airport 12:29
- 6h 27m (2h 32m)
- 1 Stop DFW · Dallas 2h 32m
-
American Airlines (AA 3544)Embraer Emb 175 American Airlines (AA 2754)Boeing 737 800 -
American Airlines (AA 3544) -
- -
- T
- -
- -
- -
- -
- -
-
06:05 HOU10:45 MDW4Hrs, 40m 1 Stop (DAL)
-
HOUHouston Hobby Airport 06:05 - MDW 10:45 4h 40m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 06:05DALDallas/Fort Worth Love Field Airport 08:35
-
DALDallas/Fort Worth Love Field Airport 07:10MDWChicago Midway Airport 10:45
- 4h 40m (1h 25m)
- 1 Stop DAL · Dallas 1h 25m
-
Southwest Airlines (WN 1636)Boeing 737 700 Southwest Airlines (WN 2330)Boeing 737 700 -
Southwest Airlines (WN 1636) -
- -
- -
- -
- -
- -
- S
- -
-
06:05 HOU10:15 MDW4Hrs, 10m 1 Stop (MSY)
-
HOUHouston Hobby Airport 06:05 - MDW 10:15 4h 10m 1 Stop (MSY) New Orleans
-
HOUHouston Hobby Airport 06:05MSYNew Orleans Louis Armstrong Intl Airport 08:00
-
MSYNew Orleans Louis Armstrong Intl Airport 07:10MDWChicago Midway Airport 10:15
- 4h 10m (50m)
- 1 Stop MSY · New Orleans 50m
-
Southwest Airlines (WN 941)Boeing 737 700 Southwest Airlines (WN 736)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 941) -
- M
- -
- -
- T
- F
- -
- S
-
06:05 HOU12:15 MDW6Hrs, 10m 1 Stop (MCO)
-
HOUHouston Hobby Airport 06:05 - MDW 12:15 6h 10m 1 Stop (MCO) Orlando
-
HOUHouston Hobby Airport 06:05MCOOrlando International Airport 10:25
-
MCOOrlando International Airport 09:20MDWChicago Midway Airport 12:15
- 6h 10m (1h 05m)
- 1 Stop MCO · Orlando 1h 05m
-
Southwest Airlines (WN 113)Boeing 737 Max 8 Passenger Southwest Airlines (WN 546)Boeing 737 800 -
Southwest Airlines (WN 113) -
- -
- T
- W
- -
- -
- -
- -
-
06:05 HOU11:30 ORD5Hrs, 25m 1 Stop (DAL)
-
HOUHouston Hobby Airport 06:05 - ORD 11:30 5h 25m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 06:05DALDallas/Fort Worth Love Field Airport 09:05
-
DALDallas/Fort Worth Love Field Airport 07:10ORDChicago O'Hare International Airport 11:30
- 5h 25m (1h 55m)
- 1 Stop DAL · Dallas 1h 55m
-
Southwest Airlines (WN 1636)Boeing 737 700 Southwest Airlines (WN 309)Boeing 737 800 -
Southwest Airlines (WN 1636) -
- -
- -
- -
- -
- -
- S
- -
-
06:15 HOU12:10 MDW5Hrs, 55m 1 Stop (TPA)
-
HOUHouston Hobby Airport 06:15 - MDW 12:10 5h 55m 1 Stop (TPA) Tampa
-
HOUHouston Hobby Airport 06:15TPATampa International Airport 10:25
-
TPATampa International Airport 09:15MDWChicago Midway Airport 12:10
- 5h 55m (1h 10m)
- 1 Stop TPA · Tampa 1h 10m
-
Southwest Airlines (WN 2576)Boeing 737 700 Southwest Airlines (WN 2503)Boeing 737 700 -
Southwest Airlines (WN 2576) -
- M
- -
- -
- T
- F
- -
- S
-
06:20 HOU11:50 MDW5Hrs, 30m 1 Stop (STL)
-
HOUHouston Hobby Airport 06:20 - MDW 11:50 5h 30m 1 Stop (STL) Saint Louis
-
HOUHouston Hobby Airport 06:20STLSt Louis Lambert Intl Airport 10:40
-
STLSt Louis Lambert Intl Airport 08:15MDWChicago Midway Airport 11:50
- 5h 30m (2h 25m)
- 1 Stop STL · Saint Louis 2h 25m
-
Southwest Airlines (WN 171)Boeing 737 700 Southwest Airlines (WN 2364)Boeing 737 800 -
Southwest Airlines (WN 171) -
- -
- T
- W
- -
- -
- -
- -
-
06:34 IAH12:24 ORD5Hrs, 50m 1 Stop (CLT)
-
IAHHouston George Bush Intercontinental Airport 06:34 - ORD 12:24 5h 50m 1 Stop (CLT) Charlotte
-
IAHHouston George Bush Intercontinental Airport 06:34CLTCharlotte Airport 11:13
-
CLTCharlotte Airport 10:01ORDChicago O'Hare International Airport 12:24
- 5h 50m (1h 12m)
- 1 Stop CLT · Charlotte 1h 12m
-
American Airlines (AA 2011)Airbus American Airlines (AA 2279)Boeing 737 800 -
American Airlines (AA 2011) -
- -
- T
- W
- -
- -
- -
- -
-
06:34 IAH12:15 ORD5Hrs, 41m 1 Stop (CLT)
-
IAHHouston George Bush Intercontinental Airport 06:34 - ORD 12:15 5h 41m 1 Stop (CLT) Charlotte
-
IAHHouston George Bush Intercontinental Airport 06:34CLTCharlotte Airport 11:10
-
CLTCharlotte Airport 10:01ORDChicago O'Hare International Airport 12:15
- 5h 41m (1h 09m)
- 1 Stop CLT · Charlotte 1h 09m
-
American Airlines (AA 2011)Airbus American Airlines (AA 2279)Boeing 737 800 -
American Airlines (AA 2011) -
- M
- -
- -
- -
- -
- -
- -
-
06:34 IAH12:11 ORD5Hrs, 37m 1 Stop (CLT)
-
IAHHouston George Bush Intercontinental Airport 06:34 - ORD 12:11 5h 37m 1 Stop (CLT) Charlotte
-
IAHHouston George Bush Intercontinental Airport 06:34CLTCharlotte Airport 10:59
-
CLTCharlotte Airport 10:01ORDChicago O'Hare International Airport 12:11
- 5h 37m (58m)
- 1 Stop CLT · Charlotte 58m
-
American Airlines (AA 2011)Airbus American Airlines (AA 2279)Boeing 737 800 -
American Airlines (AA 2011) -
- -
- -
- -
- T
- F
- -
- S
-
06:35 HOU12:20 MDW5Hrs, 45m 1 Stop (ATL)
-
HOUHouston Hobby Airport 06:35 - MDW 12:20 5h 45m 1 Stop (ATL) Atlanta
-
HOUHouston Hobby Airport 06:35ATLAtlanta Hartsfield-Jackson Intl Airport 11:25
-
ATLAtlanta Hartsfield-Jackson Intl Airport 09:25MDWChicago Midway Airport 12:20
- 5h 45m (2h)
- 1 Stop ATL · Atlanta 2h
-
Southwest Airlines (WN 598)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4846)Boeing 737 700 -
Southwest Airlines (WN 598) -
- M
- -
- -
- T
- F
- -
- S
-
07:00 HOU13:00 ORD6Hrs, 00m 1 Stop (BNA)
-
HOUHouston Hobby Airport 07:00 - ORD 13:00 6h 1 Stop (BNA) Nashville
-
HOUHouston Hobby Airport 07:00BNANashville Airport 11:15
-
BNANashville Airport 08:50ORDChicago O'Hare International Airport 13:00
- 6h (2h 25m)
- 1 Stop BNA · Nashville 2h 25m
-
Southwest Airlines (WN 1010)Boeing 737 Max 8 Passenger Southwest Airlines (WN 467)Boeing 737 800 -
Southwest Airlines (WN 1010) -
- -
- -
- -
- -
- -
- S
- -
-
07:00 HOU11:30 ORD4Hrs, 30m 1 Stop (DAL)
-
HOUHouston Hobby Airport 07:00 - ORD 11:30 4h 30m 1 Stop (DAL) Dallas
-
HOUHouston Hobby Airport 07:00DALDallas/Fort Worth Love Field Airport 09:05
-
DALDallas/Fort Worth Love Field Airport 08:05ORDChicago O'Hare International Airport 11:30
- 4h 30m (1h)
- 1 Stop DAL · Dallas 1h
-
Southwest Airlines (WN 4)Boeing 737 800 Southwest Airlines (WN 4429)Boeing 737 800 -
Southwest Airlines (WN 4) -
- M
- -
- -
- T
- F
- -
- S
The fastest flight time for direct flights from Houston to Chicago is 2 hours 20 minutes. Check latest flight schedules & prices on Wego.
The most popular airline flying from Houston to Chicago is Spirit Airlines. Find the latest flight deals on Wego.
The flight distance between Houston and Chicago is 1516km. Check all available flights on Wego.
The earliest flight of the day departs at 05:00. The last flight of the day departs at 18:06. See the full list of flight times on Wego.
There are 5 airlines that offer direct flights from Houston to Chicago. Find out the list of airlines on Wego.
All Airports in Chicago
Popular Airlines flying from Houston to Chicago
Popular Destinations from Chicago
Popular Destinations from Houston
Popular Hotels in Chicago
- Clarion Inn Elmhurst - Oak Brook near I-88, I-290, I-294
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- Pendry Chicago
- Hotel Felix Chicago
- Hotel Saint Clair
- Best Western River North Hotel