Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines

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

  • Frontier Airlines Frontier Airlines
  • Southwest Airlines Southwest Airlines
  • American Airlines American Airlines
  • United Airlines United Airlines
Cheapest Month February

Travel Period: December 2024 - November 2025

The cheapest month(s) to fly from Oklahoma City to Chicago is February.

  • Dec 2024
  • Jan 2025
  • Feb 2025
  • Mar 2025
  • Apr 2025
  • May 2025
  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
Cheapest Day of the Week Tuesday

The cheapest day(s) of the week to fly from Oklahoma City to Chicago is Tuesday.

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

Flight Schedules

Last Updated: Sat, 2 Nov, 2024

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      • Availability
        • M
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      • 05:10 OKC
        16:35 MDW
        11Hrs, 25m Direct
      • OKCOklahoma City Will Rogers Airport 05:10 - MDW 16:35 11h 25m Direct
      • OKCOklahoma City Will Rogers Airport 05:10
      • MDWChicago Midway Airport 16:35
      • 11h 25m
      • Direct
      • Southwest Airlines (WN 2777)Boeing 737 700
      • Southwest Airlines (WN 2777)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 05:11 OKC
        07:25 ORD
        2Hrs, 14m Direct
      • OKCOklahoma City Will Rogers Airport 05:11 - ORD 07:25 2h 14m Direct
      • OKCOklahoma City Will Rogers Airport 05:11
      • ORDChicago O'Hare International Airport 07:25
      • 2h 14m
      • Direct
      • American Airlines (AA 4829)Crj 700 Canadair Regional
      • American Airlines (AA 4829)
        • M
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        • T
        • -
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        • -
      • Crj 700 Canadair Regional
      • 05:11 OKC
        07:25 ORD
        2Hrs, 14m Direct
      • OKCOklahoma City Will Rogers Airport 05:11 - ORD 07:25 2h 14m Direct
      • OKCOklahoma City Will Rogers Airport 05:11
      • ORDChicago O'Hare International Airport 07:25
      • 2h 14m
      • Direct
      • American Airlines (AA 4901)Crj 700 Canadair Regional
      • American Airlines (AA 4901)
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Crj 700 Canadair Regional
      • 06:40 OKC
        08:54 ORD
        2Hrs, 14m Direct
      • OKCOklahoma City Will Rogers Airport 06:40 - ORD 08:54 2h 14m Direct
      • OKCOklahoma City Will Rogers Airport 06:40
      • ORDChicago O'Hare International Airport 08:54
      • 2h 14m
      • Direct
      • American Airlines (AA 4826)Crj 700 Canadair Regional
      • American Airlines (AA 4826)
        • -
        • -
        • -
        • -
        • -
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        • -
      • Crj 700 Canadair Regional
      • 07:00 OKC
        09:14 ORD
        2Hrs, 14m Direct
      • OKCOklahoma City Will Rogers Airport 07:00 - ORD 09:14 2h 14m Direct
      • OKCOklahoma City Will Rogers Airport 07:00
      • ORDChicago O'Hare International Airport 09:14
      • 2h 14m
      • Direct
      • American Airlines (AA 4826)Crj 700 Canadair Regional
      • American Airlines (AA 4826)
        • M
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      • Crj 700 Canadair Regional
      • 07:15 OKC
        09:32 ORD
        2Hrs, 17m Direct
      • OKCOklahoma City Will Rogers Airport 07:15 - ORD 09:32 2h 17m Direct
      • OKCOklahoma City Will Rogers Airport 07:15
      • ORDChicago O'Hare International Airport 09:32
      • 2h 17m
      • Direct
      • United Airlines (UA 5364)Embraer 175
      • United Airlines (UA 5364)
        • M
        • T
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        • T
        • F
        • S
        • S
      • Embraer 175
      • 10:20 OKC
        12:37 ORD
        2Hrs, 17m Direct
      • OKCOklahoma City Will Rogers Airport 10:20 - ORD 12:37 2h 17m Direct
      • OKCOklahoma City Will Rogers Airport 10:20
      • ORDChicago O'Hare International Airport 12:37
      • 2h 17m
      • Direct
      • United Airlines (UA 5823)Embraer 175
      • United Airlines (UA 5823)
        • M
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        • -
        • F
        • S
        • S
      • Embraer 175
      • 11:00 OKC
        12:55 MDW
        1Hrs, 55m Direct
      • OKCOklahoma City Will Rogers Airport 11:00 - MDW 12:55 1h 55m Direct
      • OKCOklahoma City Will Rogers Airport 11:00
      • MDWChicago Midway Airport 12:55
      • 1h 55m
      • Direct
      • Southwest Airlines (WN 1297)Boeing 737 700
      • Southwest Airlines (WN 1297)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 13:37 OKC
        15:48 ORD
        2Hrs, 11m Direct
      • OKCOklahoma City Will Rogers Airport 13:37 - ORD 15:48 2h 11m Direct
      • OKCOklahoma City Will Rogers Airport 13:37
      • ORDChicago O'Hare International Airport 15:48
      • 2h 11m
      • Direct
      • American Airlines (AA 4859)Crj 700 Canadair Regional
      • American Airlines (AA 4859)
        • M
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        • -
        • F
        • S
        • S
      • Crj 700 Canadair Regional
      • 14:30 OKC
        16:43 ORD
        2Hrs, 13m Direct
      • OKCOklahoma City Will Rogers Airport 14:30 - ORD 16:43 2h 13m Direct
      • OKCOklahoma City Will Rogers Airport 14:30
      • ORDChicago O'Hare International Airport 16:43
      • 2h 13m
      • Direct
      • United Airlines (UA 5867)Crj 700 Canadair Regional
      • United Airlines (UA 5867)
        • M
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        • -
        • F
        • S
        • S
      • Crj 700 Canadair Regional
      • 15:20 OKC
        17:15 MDW
        1Hrs, 55m Direct
      • OKCOklahoma City Will Rogers Airport 15:20 - MDW 17:15 1h 55m Direct
      • OKCOklahoma City Will Rogers Airport 15:20
      • MDWChicago Midway Airport 17:15
      • 1h 55m
      • Direct
      • Southwest Airlines (WN 2418)Boeing 737 700
      • Southwest Airlines (WN 2418)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Boeing 737 700
      • 16:55 OKC
        18:50 MDW
        1Hrs, 55m Direct
      • OKCOklahoma City Will Rogers Airport 16:55 - MDW 18:50 1h 55m Direct
      • OKCOklahoma City Will Rogers Airport 16:55
      • MDWChicago Midway Airport 18:50
      • 1h 55m
      • Direct
      • Southwest Airlines (WN 1931)Boeing 737 700
      • Southwest Airlines (WN 1931)
        • -
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        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 17:15 OKC
        19:10 MDW
        1Hrs, 55m Direct
      • OKCOklahoma City Will Rogers Airport 17:15 - MDW 19:10 1h 55m Direct
      • OKCOklahoma City Will Rogers Airport 17:15
      • MDWChicago Midway Airport 19:10
      • 1h 55m
      • Direct
      • Southwest Airlines (WN 2418)Boeing 737 700
      • Southwest Airlines (WN 2418)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 17:25 OKC
        19:20 MDW
        1Hrs, 55m Direct
      • OKCOklahoma City Will Rogers Airport 17:25 - MDW 19:20 1h 55m Direct
      • OKCOklahoma City Will Rogers Airport 17:25
      • MDWChicago Midway Airport 19:20
      • 1h 55m
      • Direct
      • Southwest Airlines (WN 3962)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3962)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 17:42 OKC
        19:50 ORD
        2Hrs, 08m Direct
      • OKCOklahoma City Will Rogers Airport 17:42 - ORD 19:50 2h 08m Direct
      • OKCOklahoma City Will Rogers Airport 17:42
      • ORDChicago O'Hare International Airport 19:50
      • 2h 08m
      • Direct
      • American Airlines (AA 3839)Embraer 170
      • American Airlines (AA 3839)
        • M
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        • -
        • F
        • -
        • S
      • Embraer 170
      • 17:45 OKC
        19:57 ORD
        2Hrs, 12m Direct
      • OKCOklahoma City Will Rogers Airport 17:45 - ORD 19:57 2h 12m Direct
      • OKCOklahoma City Will Rogers Airport 17:45
      • ORDChicago O'Hare International Airport 19:57
      • 2h 12m
      • Direct
      • United Airlines (UA 5586)Embraer 175
      • United Airlines (UA 5586)
        • M
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        • -
        • -
        • S
        • S
      • Embraer 175
      • 18:15 OKC
        23:05 MDW
        4Hrs, 50m 1 Stop (STL)
      • OKCOklahoma City Will Rogers Airport 18:15 - MDW 23:05 4h 50m 1 Stop (STL) Saint Louis
      • OKCOklahoma City Will Rogers Airport 18:15
        STLSt Louis Lambert Intl Airport 21:55
      • STLSt Louis Lambert Intl Airport 19:35
        MDWChicago Midway Airport 23:05
      • 4h 50m (2h 20m)
      • 1 Stop STL · Saint Louis 2h 20m
      • Southwest Airlines (WN 3904)Boeing 737 800
        Southwest Airlines (WN 652)Boeing 737 800
      • Southwest Airlines (WN 3904)
        • M
        • -
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        • -
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        • -
        • -
      • 18:25 OKC
        00:05 MDW
        5Hrs, 40m 1 Stop (STL)
      • OKCOklahoma City Will Rogers Airport 18:25 - MDW 00:05 5h 40m 1 Stop (STL) Saint Louis
      • OKCOklahoma City Will Rogers Airport 18:25
        STLSt Louis Lambert Intl Airport 22:55
      • STLSt Louis Lambert Intl Airport 19:50
        MDWChicago Midway Airport 00:05
      • 5h 40m (3h 05m)
      • 1 Stop STL · Saint Louis 3h 05m
      • Southwest Airlines (WN 976)Boeing 737 800
        Southwest Airlines (WN 4405)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 976)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 18:26 OKC
        23:49 ORD
        5Hrs, 23m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 18:26 - ORD 23:49 5h 23m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 18:26
        DFWDallas/Fort Worth Intl Airport 21:25
      • DFWDallas/Fort Worth Intl Airport 19:41
        ORDChicago O'Hare International Airport 23:49
      • 5h 23m (1h 44m)
      • 1 Stop DFW · Dallas 1h 44m
      • American Airlines (AA 2257)Airbus
        American Airlines (AA 2881)Boeing 737 800
      • American Airlines (AA 2257)
        • M
        • T
        • -
        • -
        • F
        • S
        • S
      • 18:30 OKC
        23:55 MDW
        5Hrs, 25m 1 Stop (STL)
      • OKCOklahoma City Will Rogers Airport 18:30 - MDW 23:55 5h 25m 1 Stop (STL) Saint Louis
      • OKCOklahoma City Will Rogers Airport 18:30
        STLSt Louis Lambert Intl Airport 22:45
      • STLSt Louis Lambert Intl Airport 19:55
        MDWChicago Midway Airport 23:55
      • 5h 25m (2h 50m)
      • 1 Stop STL · Saint Louis 2h 50m
      • Southwest Airlines (WN 3904)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 652)Boeing 737 700
      • Southwest Airlines (WN 3904)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 18:30 OKC
        23:05 MDW
        4Hrs, 35m 1 Stop (STL)
      • OKCOklahoma City Will Rogers Airport 18:30 - MDW 23:05 4h 35m 1 Stop (STL) Saint Louis
      • OKCOklahoma City Will Rogers Airport 18:30
        STLSt Louis Lambert Intl Airport 21:55
      • STLSt Louis Lambert Intl Airport 19:55
        MDWChicago Midway Airport 23:05
      • 4h 35m (2h)
      • 1 Stop STL · Saint Louis 2h
      • Southwest Airlines (WN 1707)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2364)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1707)
        • -
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        • -
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      • 18:36 OKC
        23:49 ORD
        5Hrs, 13m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 18:36 - ORD 23:49 5h 13m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 18:36
        DFWDallas/Fort Worth Intl Airport 21:25
      • DFWDallas/Fort Worth Intl Airport 19:51
        ORDChicago O'Hare International Airport 23:49
      • 5h 13m (1h 34m)
      • 1 Stop DFW · Dallas 1h 34m
      • American Airlines (AA 2257)Airbus
        American Airlines (AA 2881)Boeing 737 800
      • American Airlines (AA 2257)
        • -
        • -
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        • -
        • -
        • -
        • -
      • 18:40 OKC
        23:57 ORD
        5Hrs, 17m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 18:40 - ORD 23:57 5h 17m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 18:40
        DENDenver Intl Airport 20:25
      • DENDenver Intl Airport 19:40
        ORDChicago O'Hare International Airport 23:57
      • 5h 17m (45m)
      • 1 Stop DEN · Denver 45m
      • United Airlines (UA 5359)Embraer 175
        United Airlines (UA 377)Boeing 737 Max 9 Passenger
      • United Airlines (UA 5359)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • 18:40 OKC
        23:57 ORD
        5Hrs, 17m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 18:40 - ORD 23:57 5h 17m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 18:40
        DENDenver Intl Airport 20:25
      • DENDenver Intl Airport 19:40
        ORDChicago O'Hare International Airport 23:57
      • 5h 17m (45m)
      • 1 Stop DEN · Denver 45m
      • United Airlines (UA 5359)Embraer 175
        United Airlines (UA 377)Boeing 737 800
      • United Airlines (UA 5359)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 18:40 OKC
        23:57 ORD
        5Hrs, 17m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 18:40 - ORD 23:57 5h 17m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 18:40
        DENDenver Intl Airport 20:25
      • DENDenver Intl Airport 19:40
        ORDChicago O'Hare International Airport 23:57
      • 5h 17m (45m)
      • 1 Stop DEN · Denver 45m
      • United Airlines (UA 5359)Embraer 175
        United Airlines (UA 377)Boeing 737 900
      • United Airlines (UA 5359)
        • -
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        • W
        • -
        • F
        • S
        • -
      • 19:10 OKC
        23:59 ORD
        4Hrs, 49m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 19:10 - ORD 23:59 4h 49m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 19:10
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:50
        ORDChicago O'Hare International Airport 23:59
      • 4h 49m (40m)
      • 1 Stop IAH · Houston 40m
      • United Airlines (UA 5550)Embraer 175
        United Airlines (UA 556)Boeing 737 900
      • United Airlines (UA 5550)
        • -
        • T
        • W
        • -
        • F
        • -
        • -
      • 19:10 OKC
        23:59 ORD
        4Hrs, 49m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 19:10 - ORD 23:59 4h 49m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 19:10
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:50
        ORDChicago O'Hare International Airport 23:59
      • 4h 49m (40m)
      • 1 Stop IAH · Houston 40m
      • United Airlines (UA 5550)Embraer 175
        United Airlines (UA 556)Boeing 737 Max 8 Passenger
      • United Airlines (UA 5550)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:10 OKC
        23:59 ORD
        4Hrs, 49m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 19:10 - ORD 23:59 4h 49m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 19:10
        IAHHouston George Bush Intercontinental Airport 21:30
      • IAHHouston George Bush Intercontinental Airport 20:50
        ORDChicago O'Hare International Airport 23:59
      • 4h 49m (40m)
      • 1 Stop IAH · Houston 40m
      • United Airlines (UA 5550)Embraer 175
        United Airlines (UA 556)Boeing 737 800
      • United Airlines (UA 5550)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 19:26 OKC
        23:49 ORD
        4Hrs, 23m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 19:26 - ORD 23:49 4h 23m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 19:26
        DFWDallas/Fort Worth Intl Airport 21:25
      • DFWDallas/Fort Worth Intl Airport 20:34
        ORDChicago O'Hare International Airport 23:49
      • 4h 23m (51m)
      • 1 Stop DFW · Dallas 51m
      • American Airlines (AA 3784)Embraer Emb 175
        American Airlines (AA 2881)Boeing 737 800
      • American Airlines (AA 3784)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 19:45 OKC
        01:00 MDW
        5Hrs, 15m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 19:45 - MDW 01:00 5h 15m 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 19:45
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:10
        MDWChicago Midway Airport 01:00
      • 5h 15m (1h 30m)
      • 1 Stop HOU · Houston 1h 30m
      • Southwest Airlines (WN 3314)Boeing 737 700
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 3314)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 20:20 OKC
        01:00 MDW
        4Hrs, 40m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 20:20 - MDW 01:00 4h 40m 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 20:20
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:45
        MDWChicago Midway Airport 01:00
      • 4h 40m (55m)
      • 1 Stop HOU · Houston 55m
      • Southwest Airlines (WN 4290)Boeing 737 800
        Southwest Airlines (WN 1732)Boeing 737 700
      • Southwest Airlines (WN 4290)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 20:25 OKC
        01:00 MDW
        4Hrs, 35m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 20:25 - MDW 01:00 4h 35m 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 20:25
        HOUHouston Hobby Airport 22:40
      • HOUHouston Hobby Airport 21:50
        MDWChicago Midway Airport 01:00
      • 4h 35m (50m)
      • 1 Stop HOU · Houston 50m
      • Southwest Airlines (WN 3552)Boeing 737 700
        Southwest Airlines (WN 1732)Boeing 737 800
      • Southwest Airlines (WN 3552)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 20:40 OKC
        01:25 MDW
        4Hrs, 45m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 20:40 - MDW 01:25 4h 45m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 20:40
        DENDenver Intl Airport 22:10
      • DENDenver Intl Airport 21:25
        MDWChicago Midway Airport 01:25
      • 4h 45m (45m)
      • 1 Stop DEN · Denver 45m
      • Southwest Airlines (WN 2444)Boeing 737 700
        Southwest Airlines (WN 1589)Boeing 737 700
      • Southwest Airlines (WN 2444)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:00 OKC
        10:02 ORD
        5Hrs, 02m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 05:00 - ORD 10:02 5h 02m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 05:00
        IAHHouston George Bush Intercontinental Airport 07:20
      • IAHHouston George Bush Intercontinental Airport 06:38
        ORDChicago O'Hare International Airport 10:02
      • 5h 02m (42m)
      • 1 Stop IAH · Houston 42m
      • United Airlines (UA 5698)Embraer 175
        United Airlines (UA 469)Airbus A321 Neo
      • United Airlines (UA 5698)
        • M
        • T
        • W
        • -
        • -
        • S
        • S
      • 05:00 OKC
        10:20 MDW
        5Hrs, 20m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 05:00 - MDW 10:20 5h 20m 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 05:00
        HOUHouston Hobby Airport 07:55
      • HOUHouston Hobby Airport 06:45
        MDWChicago Midway Airport 10:20
      • 5h 20m (1h 10m)
      • 1 Stop HOU · Houston 1h 10m
      • Southwest Airlines (WN 1120)Boeing 737 800
        Southwest Airlines (WN 1628)Boeing 737 700
      • Southwest Airlines (WN 1120)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 05:00 OKC
        09:25 ORD
        4Hrs, 25m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 05:00 - ORD 09:25 4h 25m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 05:00
        DFWDallas/Fort Worth Intl Airport 07:00
      • DFWDallas/Fort Worth Intl Airport 06:15
        ORDChicago O'Hare International Airport 09:25
      • 4h 25m (45m)
      • 1 Stop DFW · Dallas 45m
      • American Airlines (AA 656)Boeing 737 800
        American Airlines (AA 1106)Boeing 737 800
      • American Airlines (AA 656)
        • M
        • T
        • W
        • -
        • -
        • S
        • S
      • 05:00 OKC
        10:56 ORD
        5Hrs, 56m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 05:00 - ORD 10:56 5h 56m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 05:00
        DFWDallas/Fort Worth Intl Airport 08:35
      • DFWDallas/Fort Worth Intl Airport 06:15
        ORDChicago O'Hare International Airport 10:56
      • 5h 56m (2h 20m)
      • 1 Stop DFW · Dallas 2h 20m
      • American Airlines (AA 656)Boeing 737 800
        American Airlines (AA 328)Airbus
      • American Airlines (AA 656)
        • M
        • T
        • W
        • -
        • -
        • S
        • S
      • 05:00 OKC
        10:00 MDW
        5Hrs, 00m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 05:00 - MDW 10:00 5h 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 05:00
        HOUHouston Hobby Airport 07:35
      • HOUHouston Hobby Airport 06:45
        MDWChicago Midway Airport 10:00
      • 5h (50m)
      • 1 Stop HOU · Houston 50m
      • Southwest Airlines (WN 224)Boeing 737 700
        Southwest Airlines (WN 1311)Boeing 737 700
      • Southwest Airlines (WN 224)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 05:30 OKC
        09:25 MDW
        3Hrs, 55m 1 Stop (STL)
      • OKCOklahoma City Will Rogers Airport 05:30 - MDW 09:25 3h 55m 1 Stop (STL) Saint Louis
      • OKCOklahoma City Will Rogers Airport 05:30
        STLSt Louis Lambert Intl Airport 08:15
      • STLSt Louis Lambert Intl Airport 06:55
        MDWChicago Midway Airport 09:25
      • 3h 55m (1h 20m)
      • 1 Stop STL · Saint Louis 1h 20m
      • Southwest Airlines (WN 1707)Boeing 737 800
        Southwest Airlines (WN 498)Boeing 737 700
      • Southwest Airlines (WN 1707)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 OKC
        11:15 MDW
        5Hrs, 30m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 05:45 - MDW 11:15 5h 30m 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 05:45
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 07:20
        MDWChicago Midway Airport 11:15
      • 5h 30m (1h 30m)
      • 1 Stop HOU · Houston 1h 30m
      • Southwest Airlines (WN 2997)Boeing 737 700
        Southwest Airlines (WN 4191)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2997)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:00 OKC
        10:56 ORD
        4Hrs, 56m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 06:00 - ORD 10:56 4h 56m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 06:00
        DFWDallas/Fort Worth Intl Airport 08:35
      • DFWDallas/Fort Worth Intl Airport 07:15
        ORDChicago O'Hare International Airport 10:56
      • 4h 56m (1h 20m)
      • 1 Stop DFW · Dallas 1h 20m
      • American Airlines (AA 2272)Boeing 737 800
        American Airlines (AA 328)Airbus
      • American Airlines (AA 2272)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:00 OKC
        11:20 ORD
        5Hrs, 20m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 06:00 - ORD 11:20 5h 20m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 06:00
        DENDenver Intl Airport 07:49
      • DENDenver Intl Airport 06:53
        ORDChicago O'Hare International Airport 11:20
      • 5h 20m (56m)
      • 1 Stop DEN · Denver 56m
      • United Airlines (UA 4751)Crj 700 Canadair Regional
        United Airlines (UA 288)Boeing 777
      • United Airlines (UA 4751)
        • M
        • T
        • W
        • T
        • -
        • S
        • S
      • 06:10 OKC
        11:05 MDW
        4Hrs, 55m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 06:10 - MDW 11:05 4h 55m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 06:10
        DENDenver Intl Airport 07:40
      • DENDenver Intl Airport 06:55
        MDWChicago Midway Airport 11:05
      • 4h 55m (45m)
      • 1 Stop DEN · Denver 45m
      • Southwest Airlines (WN 536)Boeing 737 700
        Southwest Airlines (WN 2337)Boeing 737 800
      • Southwest Airlines (WN 536)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:10 OKC
        12:05 MDW
        5Hrs, 55m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 06:10 - MDW 12:05 5h 55m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 06:10
        DENDenver Intl Airport 08:45
      • DENDenver Intl Airport 06:55
        MDWChicago Midway Airport 12:05
      • 5h 55m (1h 50m)
      • 1 Stop DEN · Denver 1h 50m
      • Southwest Airlines (WN 536)Boeing 737 700
        Southwest Airlines (WN 6546)Boeing 737 800
      • Southwest Airlines (WN 536)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:20 OKC
        12:20 MDW
        6Hrs, 00m 1 Stop (ATL)
      • OKCOklahoma City Will Rogers Airport 06:20 - MDW 12:20 6h 1 Stop (ATL) Atlanta
      • OKCOklahoma City Will Rogers Airport 06:20
        ATLAtlanta Hartsfield-Jackson Intl Airport 11:25
      • ATLAtlanta Hartsfield-Jackson Intl Airport 09:20
        MDWChicago Midway Airport 12:20
      • 6h (2h 05m)
      • 1 Stop ATL · Atlanta 2h 05m
      • Southwest Airlines (WN 670)Boeing 737 700
        Southwest Airlines (WN 4846)Boeing 737 700
      • Southwest Airlines (WN 670)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:25 OKC
        12:00 ORD
        5Hrs, 35m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 06:25 - ORD 12:00 5h 35m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 06:25
        DENDenver Intl Airport 08:30
      • DENDenver Intl Airport 07:05
        ORDChicago O'Hare International Airport 12:00
      • 5h 35m (1h 25m)
      • 1 Stop DEN · Denver 1h 25m
      • Southwest Airlines (WN 1303)Boeing 737 700
        Southwest Airlines (WN 1654)Boeing 737 700
      • Southwest Airlines (WN 1303)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:30 OKC
        11:50 MDW
        5Hrs, 20m 1 Stop (STL)
      • OKCOklahoma City Will Rogers Airport 06:30 - MDW 11:50 5h 20m 1 Stop (STL) Saint Louis
      • OKCOklahoma City Will Rogers Airport 06:30
        STLSt Louis Lambert Intl Airport 10:40
      • STLSt Louis Lambert Intl Airport 07:55
        MDWChicago Midway Airport 11:50
      • 5h 20m (2h 45m)
      • 1 Stop STL · Saint Louis 2h 45m
      • Southwest Airlines (WN 1707)Boeing 737 800
        Southwest Airlines (WN 2364)Boeing 737 800
      • Southwest Airlines (WN 1707)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:30 OKC
        12:25 MDW
        5Hrs, 55m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 06:30 - MDW 12:25 5h 55m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 06:30
        DENDenver Intl Airport 09:10
      • DENDenver Intl Airport 07:10
        MDWChicago Midway Airport 12:25
      • 5h 55m (2h)
      • 1 Stop DEN · Denver 2h
      • Southwest Airlines (WN 205)Boeing 737 700
        Southwest Airlines (WN 1226)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 205)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:30 OKC
        11:30 ORD
        5Hrs, 00m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 06:30 - ORD 11:30 5h 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 06:30
        DENDenver Intl Airport 07:55
      • DENDenver Intl Airport 07:10
        ORDChicago O'Hare International Airport 11:30
      • 5h (45m)
      • 1 Stop DEN · Denver 45m
      • Southwest Airlines (WN 205)Boeing 737 700
        Southwest Airlines (WN 482)Boeing 737 800
      • Southwest Airlines (WN 205)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:45 OKC
        11:15 MDW
        4Hrs, 30m 1 Stop (HOU)
      • OKCOklahoma City Will Rogers Airport 06:45 - MDW 11:15 4h 30m 1 Stop (HOU) Houston
      • OKCOklahoma City Will Rogers Airport 06:45
        HOUHouston Hobby Airport 08:50
      • HOUHouston Hobby Airport 08:15
        MDWChicago Midway Airport 11:15
      • 4h 30m (35m)
      • 1 Stop HOU · Houston 35m
      • Southwest Airlines (WN 224)Boeing 737 700
        Southwest Airlines (WN 222)Boeing 737 800
      • Southwest Airlines (WN 224)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:45 OKC
        10:55 MDW
        4Hrs, 10m 1 Stop (BNA)
      • OKCOklahoma City Will Rogers Airport 06:45 - MDW 10:55 4h 10m 1 Stop (BNA) Nashville
      • OKCOklahoma City Will Rogers Airport 06:45
        BNANashville Airport 09:20
      • BNANashville Airport 08:25
        MDWChicago Midway Airport 10:55
      • 4h 10m (55m)
      • 1 Stop BNA · Nashville 55m
      • Southwest Airlines (WN 3069)Boeing 737 800
        Southwest Airlines (WN 596)Boeing 737 700
      • Southwest Airlines (WN 3069)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 06:50 OKC
        12:11 ORD
        5Hrs, 21m 1 Stop (CLT)
      • OKCOklahoma City Will Rogers Airport 06:50 - ORD 12:11 5h 21m 1 Stop (CLT) Charlotte
      • OKCOklahoma City Will Rogers Airport 06:50
        CLTCharlotte Airport 10:59
      • CLTCharlotte Airport 10:18
        ORDChicago O'Hare International Airport 12:11
      • 5h 21m (41m)
      • 1 Stop CLT · Charlotte 41m
      • American Airlines (AA 2273)Airbus
        American Airlines (AA 2279)Boeing 737 800
      • American Airlines (AA 2273)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 06:50 OKC
        12:25 ORD
        5Hrs, 35m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 06:50 - ORD 12:25 5h 35m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 06:50
        DFWDallas/Fort Worth Intl Airport 10:00
      • DFWDallas/Fort Worth Intl Airport 08:00
        ORDChicago O'Hare International Airport 12:25
      • 5h 35m (2h)
      • 1 Stop DFW · Dallas 2h
      • American Airlines (AA 3009)Airbus
        American Airlines (AA 2754)Boeing 737 800
      • American Airlines (AA 3009)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:00 OKC
        12:25 ORD
        5Hrs, 25m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 07:00 - ORD 12:25 5h 25m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 07:00
        DFWDallas/Fort Worth Intl Airport 10:00
      • DFWDallas/Fort Worth Intl Airport 08:15
        ORDChicago O'Hare International Airport 12:25
      • 5h 25m (1h 45m)
      • 1 Stop DFW · Dallas 1h 45m
      • American Airlines (AA 1632)Boeing 737 800
        American Airlines (AA 2754)Boeing 737 800
      • American Airlines (AA 1632)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 07:00 OKC
        12:25 ORD
        5Hrs, 25m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 07:00 - ORD 12:25 5h 25m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 07:00
        DFWDallas/Fort Worth Intl Airport 10:00
      • DFWDallas/Fort Worth Intl Airport 08:10
        ORDChicago O'Hare International Airport 12:25
      • 5h 25m (1h 50m)
      • 1 Stop DFW · Dallas 1h 50m
      • American Airlines (AA 3009)Airbus
        American Airlines (AA 2754)Boeing 737 800
      • American Airlines (AA 3009)
        • M
        • T
        • W
        • -
        • F
        • S
        • -
      • 07:12 OKC
        12:31 ORD
        5Hrs, 19m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 07:12 - ORD 12:31 5h 19m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 07:12
        IAHHouston George Bush Intercontinental Airport 09:49
      • IAHHouston George Bush Intercontinental Airport 08:50
        ORDChicago O'Hare International Airport 12:31
      • 5h 19m (59m)
      • 1 Stop IAH · Houston 59m
      • United Airlines (UA 6059)Embraer 175
        United Airlines (UA 1321)Boeing 737 900
      • United Airlines (UA 6059)
        • M
        • T
        • W
        • -
        • F
        • S
        • -
      • 07:12 OKC
        12:37 ORD
        5Hrs, 25m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 07:12 - ORD 12:37 5h 25m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 07:12
        IAHHouston George Bush Intercontinental Airport 09:55
      • IAHHouston George Bush Intercontinental Airport 08:50
        ORDChicago O'Hare International Airport 12:37
      • 5h 25m (1h 05m)
      • 1 Stop IAH · Houston 1h 05m
      • United Airlines (UA 6059)Embraer 175
        United Airlines (UA 1321)Boeing 737 900
      • United Airlines (UA 6059)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • 07:12 OKC
        12:31 ORD
        5Hrs, 19m 1 Stop (IAH)
      • OKCOklahoma City Will Rogers Airport 07:12 - ORD 12:31 5h 19m 1 Stop (IAH) Houston
      • OKCOklahoma City Will Rogers Airport 07:12
        IAHHouston George Bush Intercontinental Airport 09:49
      • IAHHouston George Bush Intercontinental Airport 08:48
        ORDChicago O'Hare International Airport 12:31
      • 5h 19m (1h 01m)
      • 1 Stop IAH · Houston 1h 01m
      • United Airlines (UA 6059)Embraer 175
        United Airlines (UA 1321)Boeing 737 900
      • United Airlines (UA 6059)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 08:52 OKC
        14:52 ORD
        6Hrs, 00m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 08:52 - ORD 14:52 6h 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 08:52
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 09:57
        ORDChicago O'Hare International Airport 14:52
      • 6h (2h 27m)
      • 1 Stop DFW · Dallas 2h 27m
      • American Airlines (AA 4016)Embraer 170
        American Airlines (AA 1070)Boeing 737 800
      • American Airlines (AA 4016)
        • M
        • T
        • W
        • -
        • -
        • S
        • -
      • 08:52 OKC
        14:54 ORD
        6Hrs, 02m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 08:52 - ORD 14:54 6h 02m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 08:52
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 09:57
        ORDChicago O'Hare International Airport 14:54
      • 6h 02m (2h 27m)
      • 1 Stop DFW · Dallas 2h 27m
      • American Airlines (AA 4016)Embraer 170
        American Airlines (AA 1070)Airbus
      • American Airlines (AA 4016)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 08:52 OKC
        13:25 ORD
        4Hrs, 33m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 08:52 - ORD 13:25 4h 33m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 08:52
        DFWDallas/Fort Worth Intl Airport 11:00
      • DFWDallas/Fort Worth Intl Airport 09:57
        ORDChicago O'Hare International Airport 13:25
      • 4h 33m (1h 03m)
      • 1 Stop DFW · Dallas 1h 03m
      • American Airlines (AA 4016)Embraer 170
        American Airlines (AA 311)Boeing 737 800
      • American Airlines (AA 4016)
        • M
        • T
        • W
        • -
        • -
        • -
        • S
      • 08:52 OKC
        13:22 ORD
        4Hrs, 30m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 08:52 - ORD 13:22 4h 30m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 08:52
        DFWDallas/Fort Worth Intl Airport 10:45
      • DFWDallas/Fort Worth Intl Airport 09:57
        ORDChicago O'Hare International Airport 13:22
      • 4h 30m (48m)
      • 1 Stop DFW · Dallas 48m
      • American Airlines (AA 4016)Embraer 170
        American Airlines (AA 311)Boeing 737 800
      • American Airlines (AA 4016)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 09:00 OKC
        13:25 ORD
        4Hrs, 25m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 09:00 - ORD 13:25 4h 25m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 09:00
        DFWDallas/Fort Worth Intl Airport 11:00
      • DFWDallas/Fort Worth Intl Airport 10:15
        ORDChicago O'Hare International Airport 13:25
      • 4h 25m (45m)
      • 1 Stop DFW · Dallas 45m
      • American Airlines (AA 656)Boeing 737 800
        American Airlines (AA 311)Boeing 737 800
      • American Airlines (AA 656)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 09:00 OKC
        14:52 ORD
        5Hrs, 52m 1 Stop (DFW)
      • OKCOklahoma City Will Rogers Airport 09:00 - ORD 14:52 5h 52m 1 Stop (DFW) Dallas
      • OKCOklahoma City Will Rogers Airport 09:00
        DFWDallas/Fort Worth Intl Airport 12:24
      • DFWDallas/Fort Worth Intl Airport 10:15
        ORDChicago O'Hare International Airport 14:52
      • 5h 52m (2h 09m)
      • 1 Stop DFW · Dallas 2h 09m
      • American Airlines (AA 656)Boeing 737 800
        American Airlines (AA 1070)Boeing 737 800
      • American Airlines (AA 656)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 09:30 OKC
        14:43 ORD
        5Hrs, 13m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 09:30 - ORD 14:43 5h 13m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 09:30
        DENDenver Intl Airport 11:15
      • DENDenver Intl Airport 10:26
        ORDChicago O'Hare International Airport 14:43
      • 5h 13m (49m)
      • 1 Stop DEN · Denver 49m
      • United Airlines (UA 5256)Embraer 175
        United Airlines (UA 2312)Boeing 737 Max 9 Passenger
      • United Airlines (UA 5256)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 09:30 OKC
        14:46 ORD
        5Hrs, 16m 1 Stop (DEN)
      • OKCOklahoma City Will Rogers Airport 09:30 - ORD 14:46 5h 16m 1 Stop (DEN) Denver
      • OKCOklahoma City Will Rogers Airport 09:30
        DENDenver Intl Airport 11:15
      • DENDenver Intl Airport 10:26
        ORDChicago O'Hare International Airport 14:46
      • 5h 16m (49m)
      • 1 Stop DEN · Denver 49m
      • United Airlines (UA 5256)Embraer 175
        United Airlines (UA 2312)Boeing 737 Max 9 Passenger
      • United Airlines (UA 5256)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
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      What’s the fastest flight time from Oklahoma City to Chicago?

      The fastest flight time for direct flights from Oklahoma City to Chicago is 1 hour 55 minutes. Check latest flight schedules & prices on Wego.

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

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

      How far is Chicago from Oklahoma City?

      The flight distance between Oklahoma City and Chicago is 1114km. 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 18:15. See the full list of flight times on Wego.

      How many airlines offer direct flights from Oklahoma City to Chicago?

      There are 3 airlines that offer direct flights from Oklahoma City to Chicago. Find out the list of airlines on Wego.

      All Airports in Oklahoma City

      Oklahoma City Will Rogers Airport OKC

      Tinker Air Force Base TIK

      Popular Airlines flying from Oklahoma City to Chicago

      Frontier Airlines ‏()
      Southwest Airlines ‏()

      Popular Destinations from Chicago

      Popular Destinations from Oklahoma City

      Popular Hotels in Chicago

      Hotels In Popular Destinations