Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines
Cheapest Month April
Cheapest Day of the Week Sunday
Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Denver to Chicago is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • United Airlines United Airlines
  • American Airlines American Airlines
  • Southwest Airlines Southwest Airlines
  • Sun Country Airlines Sun Country Airlines
  • Denver Air Connection Denver Air Connection
  • Qatar Airways Qatar Airways
  • Lufthansa Lufthansa
  • Alaska Airlines Alaska Airlines
  • JetBlue Airways JetBlue Airways
Cheapest Month April

Travel Period: April 2025 - March 2026

The cheapest month(s) to fly from Denver to Chicago is April.

  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
  • Feb 2026
  • Mar 2026
Cheapest Day of the Week Sunday

The cheapest day(s) of the week to fly from Denver to Chicago is Sunday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Sun, 2 Mar, 2025

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    • Airline Filter by Airline
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      • Availability
        • M
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        • S
      • 18:05 DEN
        21:25 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 18:05 - MDW 21:25 2h 20m Direct
      • DENDenver Intl Airport 18:05
      • MDWChicago Midway Airport 21:25
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 353)Boeing 737 700
      • Southwest Airlines (WN 353)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 18:15 DEN
        21:35 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 18:15 - MDW 21:35 2h 20m Direct
      • DENDenver Intl Airport 18:15
      • MDWChicago Midway Airport 21:35
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 353)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 353)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 18:20 DEN
        21:40 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 18:20 - MDW 21:40 2h 20m Direct
      • DENDenver Intl Airport 18:20
      • MDWChicago Midway Airport 21:40
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2946)Boeing 737 700
      • Southwest Airlines (WN 2946)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 18:35 DEN
        22:00 ORD
        2Hrs, 25m Direct
      • DENDenver Intl Airport 18:35 - ORD 22:00 2h 25m Direct
      • DENDenver Intl Airport 18:35
      • ORDChicago O'Hare International Airport 22:00
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 1360)Boeing 737 700
      • Southwest Airlines (WN 1360)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 19:00 DEN
        05:53 ORD
        9Hrs, 53m Direct
      • DENDenver Intl Airport 19:00 - ORD 05:53 9h 53m Direct
      • DENDenver Intl Airport 19:00
      • ORDChicago O'Hare International Airport 05:53
      • 9h 53m
      • Direct
      • United Airlines (UA 299)Airbus A321 Neo
      • United Airlines (UA 299)
        • M
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        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 19:05 DEN
        22:35 ORD
        2Hrs, 30m Direct
      • DENDenver Intl Airport 19:05 - ORD 22:35 2h 30m Direct
      • DENDenver Intl Airport 19:05
      • ORDChicago O'Hare International Airport 22:35
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 3010)Boeing 737 700
      • Southwest Airlines (WN 3010)
        • M
        • -
        • -
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        • F
        • S
        • -
      • Boeing 737 700
      • 19:05 DEN
        22:35 ORD
        2Hrs, 30m Direct
      • DENDenver Intl Airport 19:05 - ORD 22:35 2h 30m Direct
      • DENDenver Intl Airport 19:05
      • ORDChicago O'Hare International Airport 22:35
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 3010)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3010)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 19:17 DEN
        22:45 ORD
        2Hrs, 28m Direct
      • DENDenver Intl Airport 19:17 - ORD 22:45 2h 28m Direct
      • DENDenver Intl Airport 19:17
      • ORDChicago O'Hare International Airport 22:45
      • 2h 28m
      • Direct
      • United Airlines (UA 2258)Boeing 737 900
      • United Airlines (UA 2258)
        • -
        • -
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        • F
        • -
        • S
      • Boeing 737 900
      • 19:23 DEN
        22:51 ORD
        2Hrs, 28m Direct
      • DENDenver Intl Airport 19:23 - ORD 22:51 2h 28m Direct
      • DENDenver Intl Airport 19:23
      • ORDChicago O'Hare International Airport 22:51
      • 2h 28m
      • Direct
      • United Airlines (UA 2258)Boeing 737 900
      • United Airlines (UA 2258)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 900
      • 19:30 DEN
        05:49 ORD
        9Hrs, 19m Direct
      • DENDenver Intl Airport 19:30 - ORD 05:49 9h 19m Direct
      • DENDenver Intl Airport 19:30
      • ORDChicago O'Hare International Airport 05:49
      • 9h 19m
      • Direct
      • United Airlines (UA 1117)Boeing 737 900
      • United Airlines (UA 1117)
        • -
        • -
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        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 19:45 DEN
        23:05 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 19:45 - MDW 23:05 2h 20m Direct
      • DENDenver Intl Airport 19:45
      • MDWChicago Midway Airport 23:05
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 3274)Boeing 737 700
      • Southwest Airlines (WN 3274)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 20:50 DEN
        00:23 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 20:50 - ORD 00:23 2h 33m Direct
      • DENDenver Intl Airport 20:50
      • ORDChicago O'Hare International Airport 00:23
      • 2h 33m
      • Direct
      • Frontier Airlines (F9 3172)Airbus A320 Neo
      • Frontier Airlines (F9 3172)
        • -
        • T
        • -
        • T
        • -
        • -
        • S
      • Airbus A320 Neo
      • 20:55 DEN
        00:23 ORD
        2Hrs, 28m Direct
      • DENDenver Intl Airport 20:55 - ORD 00:23 2h 28m Direct
      • DENDenver Intl Airport 20:55
      • ORDChicago O'Hare International Airport 00:23
      • 2h 28m
      • Direct
      • United Airlines (UA 377)Boeing 737 900
      • United Airlines (UA 377)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 20:55 DEN
        00:17 MDW
        2Hrs, 22m Direct
      • DENDenver Intl Airport 20:55 - MDW 00:17 2h 22m Direct
      • DENDenver Intl Airport 20:55
      • MDWChicago Midway Airport 00:17
      • 2h 22m
      • Direct
      • Frontier Airlines (F9 2210)Airbus A320 Neo
      • Frontier Airlines (F9 2210)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Airbus A320 Neo
      • 21:05 DEN
        00:25 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 21:05 - MDW 00:25 2h 20m Direct
      • DENDenver Intl Airport 21:05
      • MDWChicago Midway Airport 00:25
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 1320)Boeing 737 700
      • Southwest Airlines (WN 1320)
        • M
        • -
        • -
        • T
        • -
        • -
        • -
      • Boeing 737 700
      • 21:08 DEN
        00:44 ORD
        2Hrs, 36m Direct
      • DENDenver Intl Airport 21:08 - ORD 00:44 2h 36m Direct
      • DENDenver Intl Airport 21:08
      • ORDChicago O'Hare International Airport 00:44
      • 2h 36m
      • Direct
      • Frontier Airlines (F9 3172)Airbus A321 Neo
      • Frontier Airlines (F9 3172)
        • M
        • -
        • W
        • -
        • F
        • -
        • -
      • Airbus A321 Neo
      • 21:10 DEN
        00:30 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 21:10 - MDW 00:30 2h 20m Direct
      • DENDenver Intl Airport 21:10
      • MDWChicago Midway Airport 00:30
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 1320)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1320)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 21:35 DEN
        00:50 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 21:35 - MDW 00:50 2h 15m Direct
      • DENDenver Intl Airport 21:35
      • MDWChicago Midway Airport 00:50
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 3274)Boeing 737 700
      • Southwest Airlines (WN 3274)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 05:00 DEN
        08:25 MDW
        2Hrs, 25m Direct
      • DENDenver Intl Airport 05:00 - MDW 08:25 2h 25m Direct
      • DENDenver Intl Airport 05:00
      • MDWChicago Midway Airport 08:25
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 1550)Boeing 737 700
      • Southwest Airlines (WN 1550)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 05:45 DEN
        09:15 MDW
        2Hrs, 30m Direct
      • DENDenver Intl Airport 05:45 - MDW 09:15 2h 30m Direct
      • DENDenver Intl Airport 05:45
      • MDWChicago Midway Airport 09:15
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1550)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1550)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 05:50 DEN
        09:20 MDW
        2Hrs, 30m Direct
      • DENDenver Intl Airport 05:50 - MDW 09:20 2h 30m Direct
      • DENDenver Intl Airport 05:50
      • MDWChicago Midway Airport 09:20
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 557)Boeing 737 700
      • Southwest Airlines (WN 557)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 05:50 DEN
        09:25 ORD
        2Hrs, 35m Direct
      • DENDenver Intl Airport 05:50 - ORD 09:25 2h 35m Direct
      • DENDenver Intl Airport 05:50
      • ORDChicago O'Hare International Airport 09:25
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 2676)Boeing 737 700
      • Southwest Airlines (WN 2676)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 06:00 DEN
        09:33 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 06:00 - ORD 09:33 2h 33m Direct
      • DENDenver Intl Airport 06:00
      • ORDChicago O'Hare International Airport 09:33
      • 2h 33m
      • Direct
      • United Airlines (UA 532)Boeing 737 900
      • United Airlines (UA 532)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 06:00 DEN
        15:40 ORD
        8Hrs, 40m Direct
      • DENDenver Intl Airport 06:00 - ORD 15:40 8h 40m Direct
      • DENDenver Intl Airport 06:00
      • ORDChicago O'Hare International Airport 15:40
      • 8h 40m
      • Direct
      • United Airlines (UA 263)Airbus
      • United Airlines (UA 263)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 06:10 DEN
        09:40 MDW
        2Hrs, 30m Direct
      • DENDenver Intl Airport 06:10 - MDW 09:40 2h 30m Direct
      • DENDenver Intl Airport 06:10
      • MDWChicago Midway Airport 09:40
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1550)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1550)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 07:35 DEN
        11:07 ORD
        2Hrs, 32m Direct
      • DENDenver Intl Airport 07:35 - ORD 11:07 2h 32m Direct
      • DENDenver Intl Airport 07:35
      • ORDChicago O'Hare International Airport 11:07
      • 2h 32m
      • Direct
      • American Airlines (AA 2771)Boeing 737 800
      • American Airlines (AA 2771)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 07:45 DEN
        12:35 MDW
        3Hrs, 50m Direct
      • DENDenver Intl Airport 07:45 - MDW 12:35 3h 50m Direct
      • DENDenver Intl Airport 07:45
      • MDWChicago Midway Airport 12:35
      • 3h 50m
      • Direct
      • Southwest Airlines (WN 1396)Boeing 737 700
      • Southwest Airlines (WN 1396)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 07:46 DEN
        11:19 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 07:46 - ORD 11:19 2h 33m Direct
      • DENDenver Intl Airport 07:46
      • ORDChicago O'Hare International Airport 11:19
      • 2h 33m
      • Direct
      • United Airlines (UA 530)Boeing 777
      • United Airlines (UA 530)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 777
      • 07:50 DEN
        12:25 MDW
        3Hrs, 35m Direct
      • DENDenver Intl Airport 07:50 - MDW 12:25 3h 35m Direct
      • DENDenver Intl Airport 07:50
      • MDWChicago Midway Airport 12:25
      • 3h 35m
      • Direct
      • Southwest Airlines (WN 4694)Boeing 737 700
      • Southwest Airlines (WN 4694)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 07:55 DEN
        11:30 ORD
        2Hrs, 35m Direct
      • DENDenver Intl Airport 07:55 - ORD 11:30 2h 35m Direct
      • DENDenver Intl Airport 07:55
      • ORDChicago O'Hare International Airport 11:30
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 2676)Boeing 737 800
      • Southwest Airlines (WN 2676)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 08:00 DEN
        12:35 MDW
        3Hrs, 35m Direct
      • DENDenver Intl Airport 08:00 - MDW 12:35 3h 35m Direct
      • DENDenver Intl Airport 08:00
      • MDWChicago Midway Airport 12:35
      • 3h 35m
      • Direct
      • Southwest Airlines (WN 1396)Boeing 737 700
      • Southwest Airlines (WN 1396)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 08:05 DEN
        11:30 MDW
        2Hrs, 25m Direct
      • DENDenver Intl Airport 08:05 - MDW 11:30 2h 25m Direct
      • DENDenver Intl Airport 08:05
      • MDWChicago Midway Airport 11:30
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 1790)Boeing 737 700
      • Southwest Airlines (WN 1790)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 08:10 DEN
        11:35 MDW
        2Hrs, 25m Direct
      • DENDenver Intl Airport 08:10 - MDW 11:35 2h 25m Direct
      • DENDenver Intl Airport 08:10
      • MDWChicago Midway Airport 11:35
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 1790)Boeing 737 800
      • Southwest Airlines (WN 1790)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 08:10 DEN
        11:35 MDW
        2Hrs, 25m Direct
      • DENDenver Intl Airport 08:10 - MDW 11:35 2h 25m Direct
      • DENDenver Intl Airport 08:10
      • MDWChicago Midway Airport 11:35
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 1790)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1790)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 08:15 DEN
        11:50 ORD
        2Hrs, 35m Direct
      • DENDenver Intl Airport 08:15 - ORD 11:50 2h 35m Direct
      • DENDenver Intl Airport 08:15
      • ORDChicago O'Hare International Airport 11:50
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 2676)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2676)
        • M
        • T
        • W
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 08:20 DEN
        11:45 MDW
        2Hrs, 25m Direct
      • DENDenver Intl Airport 08:20 - MDW 11:45 2h 25m Direct
      • DENDenver Intl Airport 08:20
      • MDWChicago Midway Airport 11:45
      • 2h 25m
      • Direct
      • Southwest Airlines (WN 557)Boeing 737 800
      • Southwest Airlines (WN 557)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 09:40 DEN
        13:14 ORD
        2Hrs, 34m Direct
      • DENDenver Intl Airport 09:40 - ORD 13:14 2h 34m Direct
      • DENDenver Intl Airport 09:40
      • ORDChicago O'Hare International Airport 13:14
      • 2h 34m
      • Direct
      • United Airlines (UA 2329)Boeing 757 300 Series
      • United Airlines (UA 2329)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 757 300 Series
      • 09:48 DEN
        13:20 ORD
        2Hrs, 32m Direct
      • DENDenver Intl Airport 09:48 - ORD 13:20 2h 32m Direct
      • DENDenver Intl Airport 09:48
      • ORDChicago O'Hare International Airport 13:20
      • 2h 32m
      • Direct
      • Frontier Airlines (F9 3174)Airbus A320 Neo
      • Frontier Airlines (F9 3174)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus A320 Neo
      • 10:20 DEN
        14:00 ORD
        2Hrs, 40m Direct
      • DENDenver Intl Airport 10:20 - ORD 14:00 2h 40m Direct
      • DENDenver Intl Airport 10:20
      • ORDChicago O'Hare International Airport 14:00
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 2711)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2711)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 10:25 DEN
        14:00 ORD
        2Hrs, 35m Direct
      • DENDenver Intl Airport 10:25 - ORD 14:00 2h 35m Direct
      • DENDenver Intl Airport 10:25
      • ORDChicago O'Hare International Airport 14:00
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 2711)Boeing 737 800
      • Southwest Airlines (WN 2711)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 11:00 DEN
        14:20 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 11:00 - MDW 14:20 2h 20m Direct
      • DENDenver Intl Airport 11:00
      • MDWChicago Midway Airport 14:20
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 705)Boeing 737 700
      • Southwest Airlines (WN 705)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 11:15 DEN
        14:49 ORD
        2Hrs, 34m Direct
      • DENDenver Intl Airport 11:15 - ORD 14:49 2h 34m Direct
      • DENDenver Intl Airport 11:15
      • ORDChicago O'Hare International Airport 14:49
      • 2h 34m
      • Direct
      • United Airlines (UA 1727)Boeing 737 900
      • United Airlines (UA 1727)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 900
      • 11:20 DEN
        14:54 ORD
        2Hrs, 34m Direct
      • DENDenver Intl Airport 11:20 - ORD 14:54 2h 34m Direct
      • DENDenver Intl Airport 11:20
      • ORDChicago O'Hare International Airport 14:54
      • 2h 34m
      • Direct
      • United Airlines (UA 1727)Boeing 737 900
      • United Airlines (UA 1727)
        • M
        • T
        • -
        • T
        • F
        • S
        • -
      • Boeing 737 900
      • 11:20 DEN
        14:53 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 11:20 - ORD 14:53 2h 33m Direct
      • DENDenver Intl Airport 11:20
      • ORDChicago O'Hare International Airport 14:53
      • 2h 33m
      • Direct
      • United Airlines (UA 1727)Boeing 737 900
      • United Airlines (UA 1727)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 11:25 DEN
        15:00 ORD
        2Hrs, 35m Direct
      • DENDenver Intl Airport 11:25 - ORD 15:00 2h 35m Direct
      • DENDenver Intl Airport 11:25
      • ORDChicago O'Hare International Airport 15:00
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 2711)Boeing 737 800
      • Southwest Airlines (WN 2711)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 11:40 DEN
        15:00 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 11:40 - MDW 15:00 2h 20m Direct
      • DENDenver Intl Airport 11:40
      • MDWChicago Midway Airport 15:00
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 2497)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2497)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 12:25 DEN
        15:40 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 12:25 - MDW 15:40 2h 15m Direct
      • DENDenver Intl Airport 12:25
      • MDWChicago Midway Airport 15:40
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 1790)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1790)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 12:39 DEN
        16:08 ORD
        2Hrs, 29m Direct
      • DENDenver Intl Airport 12:39 - ORD 16:08 2h 29m Direct
      • DENDenver Intl Airport 12:39
      • ORDChicago O'Hare International Airport 16:08
      • 2h 29m
      • Direct
      • American Airlines (AA 1647)Boeing 737 800
      • American Airlines (AA 1647)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 12:45 DEN
        18:05 MDW
        4Hrs, 20m Direct
      • DENDenver Intl Airport 12:45 - MDW 18:05 4h 20m Direct
      • DENDenver Intl Airport 12:45
      • MDWChicago Midway Airport 18:05
      • 4h 20m
      • Direct
      • Southwest Airlines (WN 2063)Boeing 737 700
      • Southwest Airlines (WN 2063)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 12:46 DEN
        16:14 ORD
        2Hrs, 28m Direct
      • DENDenver Intl Airport 12:46 - ORD 16:14 2h 28m Direct
      • DENDenver Intl Airport 12:46
      • ORDChicago O'Hare International Airport 16:14
      • 2h 28m
      • Direct
      • American Airlines (AA 1647)Boeing 737 800
      • American Airlines (AA 1647)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 12:55 DEN
        16:25 ORD
        2Hrs, 30m Direct
      • DENDenver Intl Airport 12:55 - ORD 16:25 2h 30m Direct
      • DENDenver Intl Airport 12:55
      • ORDChicago O'Hare International Airport 16:25
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 2711)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2711)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:05 DEN
        16:20 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 13:05 - MDW 16:20 2h 15m Direct
      • DENDenver Intl Airport 13:05
      • MDWChicago Midway Airport 16:20
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 2525)Boeing 737 700
      • Southwest Airlines (WN 2525)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 13:05 DEN
        21:15 MDW
        7Hrs, 10m Direct
      • DENDenver Intl Airport 13:05 - MDW 21:15 7h 10m Direct
      • DENDenver Intl Airport 13:05
      • MDWChicago Midway Airport 21:15
      • 7h 10m
      • Direct
      • Southwest Airlines (WN 3840)Boeing 737 700
      • Southwest Airlines (WN 3840)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 13:25 DEN
        22:45 ORD
        8Hrs, 20m Direct
      • DENDenver Intl Airport 13:25 - ORD 22:45 8h 20m Direct
      • DENDenver Intl Airport 13:25
      • ORDChicago O'Hare International Airport 22:45
      • 8h 20m
      • Direct
      • United Airlines (UA 1302)Boeing 737 800
      • United Airlines (UA 1302)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Boeing 737 800
      • 13:25 DEN
        16:51 ORD
        2Hrs, 26m Direct
      • DENDenver Intl Airport 13:25 - ORD 16:51 2h 26m Direct
      • DENDenver Intl Airport 13:25
      • ORDChicago O'Hare International Airport 16:51
      • 2h 26m
      • Direct
      • United Airlines (UA 617)Airbus A321 Neo
      • United Airlines (UA 617)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 13:30 DEN
        16:50 MDW
        2Hrs, 20m Direct
      • DENDenver Intl Airport 13:30 - MDW 16:50 2h 20m Direct
      • DENDenver Intl Airport 13:30
      • MDWChicago Midway Airport 16:50
      • 2h 20m
      • Direct
      • Southwest Airlines (WN 1650)Boeing 737 700
      • Southwest Airlines (WN 1650)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 14:17 DEN
        17:45 ORD
        2Hrs, 28m Direct
      • DENDenver Intl Airport 14:17 - ORD 17:45 2h 28m Direct
      • DENDenver Intl Airport 14:17
      • ORDChicago O'Hare International Airport 17:45
      • 2h 28m
      • Direct
      • American Airlines (AA 2363)Airbus
      • American Airlines (AA 2363)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • Airbus
      • 14:20 DEN
        17:49 ORD
        2Hrs, 29m Direct
      • DENDenver Intl Airport 14:20 - ORD 17:49 2h 29m Direct
      • DENDenver Intl Airport 14:20
      • ORDChicago O'Hare International Airport 17:49
      • 2h 29m
      • Direct
      • American Airlines (AA 2363)Boeing 737 800
      • American Airlines (AA 2363)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 14:45 DEN
        18:00 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 14:45 - MDW 18:00 2h 15m Direct
      • DENDenver Intl Airport 14:45
      • MDWChicago Midway Airport 18:00
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 2946)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2946)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 15:22 DEN
        18:55 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 15:22 - ORD 18:55 2h 33m Direct
      • DENDenver Intl Airport 15:22
      • ORDChicago O'Hare International Airport 18:55
      • 2h 33m
      • Direct
      • United Airlines (UA 1012)Boeing 737 900
      • United Airlines (UA 1012)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 900
      • 15:25 DEN
        18:40 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 15:25 - MDW 18:40 2h 15m Direct
      • DENDenver Intl Airport 15:25
      • MDWChicago Midway Airport 18:40
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 353)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 353)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 15:30 DEN
        18:45 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 15:30 - MDW 18:45 2h 15m Direct
      • DENDenver Intl Airport 15:30
      • MDWChicago Midway Airport 18:45
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 2946)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2946)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 15:53 DEN
        04:20 ORD
        11Hrs, 27m Direct
      • DENDenver Intl Airport 15:53 - ORD 04:20 11h 27m Direct
      • DENDenver Intl Airport 15:53
      • ORDChicago O'Hare International Airport 04:20
      • 11h 27m
      • Direct
      • United Airlines (UA 2633)Boeing 737 900
      • United Airlines (UA 2633)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 900
      • 15:55 DEN
        04:20 ORD
        11Hrs, 25m Direct
      • DENDenver Intl Airport 15:55 - ORD 04:20 11h 25m Direct
      • DENDenver Intl Airport 15:55
      • ORDChicago O'Hare International Airport 04:20
      • 11h 25m
      • Direct
      • United Airlines (UA 2633)Boeing 737 800
      • United Airlines (UA 2633)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 16:22 DEN
        19:55 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 16:22 - ORD 19:55 2h 33m Direct
      • DENDenver Intl Airport 16:22
      • ORDChicago O'Hare International Airport 19:55
      • 2h 33m
      • Direct
      • United Airlines (UA 1495)Boeing 737 Max 9 Passenger
      • United Airlines (UA 1495)
        • -
        • -
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 9 Passenger
      • 16:22 DEN
        19:55 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 16:22 - ORD 19:55 2h 33m Direct
      • DENDenver Intl Airport 16:22
      • ORDChicago O'Hare International Airport 19:55
      • 2h 33m
      • Direct
      • United Airlines (UA 1495)Boeing 737 900
      • United Airlines (UA 1495)
        • M
        • T
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 900
      • 16:22 DEN
        19:55 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 16:22 - ORD 19:55 2h 33m Direct
      • DENDenver Intl Airport 16:22
      • ORDChicago O'Hare International Airport 19:55
      • 2h 33m
      • Direct
      • United Airlines (UA 1495)Airbus A321 Neo
      • United Airlines (UA 1495)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 16:35 DEN
        19:50 MDW
        2Hrs, 15m Direct
      • DENDenver Intl Airport 16:35 - MDW 19:50 2h 15m Direct
      • DENDenver Intl Airport 16:35
      • MDWChicago Midway Airport 19:50
      • 2h 15m
      • Direct
      • Southwest Airlines (WN 353)Boeing 737 800
      • Southwest Airlines (WN 353)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 17:55 DEN
        21:28 ORD
        2Hrs, 33m Direct
      • DENDenver Intl Airport 17:55 - ORD 21:28 2h 33m Direct
      • DENDenver Intl Airport 17:55
      • ORDChicago O'Hare International Airport 21:28
      • 2h 33m
      • Direct
      • United Airlines (UA 1898)Boeing 757 300 Series
      • United Airlines (UA 1898)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 757 300 Series
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      What’s the fastest flight time from Denver to Chicago?

      The fastest flight time for direct flights from Denver to Chicago is 2 hours 15 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Denver to Chicago?

      The most popular airline flying from Denver to Chicago is Frontier Airlines. Find the latest flight deals on Wego.

      How far is Chicago from Denver?

      The flight distance between Denver and Chicago is 1477km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:00. The last flight of the day departs at 18:05. See the full list of flight times on Wego.

      How many airlines offer direct flights from Denver to Chicago?

      There are 4 airlines that offer direct flights from Denver to Chicago. Find out the list of airlines on Wego.

      All Airports in Denver

      Denver Intl Airport DEN

      Popular Airlines Flying From Denver to Chicago

      Frontier Airlines ‏()

      Popular Destinations From Chicago

      Popular Destinations From Denver

      Popular Hotels in Chicago

      Hotels In Popular Destinations