Flight Schedules

Last Updated: Thu, 2 Jan, 2025

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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)
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  • Boeing 737 700
  • 07:35 OKC
    09:54 ORD
    2Hrs, 19m Direct
  • OKCOklahoma City Will Rogers Airport 07:35 - ORD 09:54 2h 19m Direct
  • OKCOklahoma City Will Rogers Airport 07:35
  • ORDChicago O'Hare International Airport 09:54
  • 2h 19m
  • Direct
  • United Airlines (UA 5364)Embraer 175
  • United Airlines (UA 5364)
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  • Embraer 175
  • 12:37 OKC
    14:55 ORD
    2Hrs, 18m Direct
  • OKCOklahoma City Will Rogers Airport 12:37 - ORD 14:55 2h 18m Direct
  • OKCOklahoma City Will Rogers Airport 12:37
  • ORDChicago O'Hare International Airport 14:55
  • 2h 18m
  • Direct
  • United Airlines (UA 3671)Embraer 175
  • United Airlines (UA 3671)
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  • Embraer 175
  • 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)
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  • 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)
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  • Boeing 737 Max 8 Passenger
  • 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)
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  • 05:00 OKC
    10:35 ORD
    5Hrs, 35m 1 Stop (DFW)
  • OKCOklahoma City Will Rogers Airport 05:00 - ORD 10:35 5h 35m 1 Stop (DFW) Dallas
  • OKCOklahoma City Will Rogers Airport 05:00
    DFWDallas/Fort Worth Intl Airport 08:14
  • DFWDallas/Fort Worth Intl Airport 06:17
    ORDChicago O'Hare International Airport 10:35
  • 5h 35m (1h 57m)
  • 1 Stop DFW · Dallas 1h 57m
  • American Airlines (AA 656)Boeing 737 800
    American Airlines (AA 328)Airbus
  • American Airlines (AA 656)
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  • 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 06:17
    ORDChicago O'Hare International Airport 09:25
  • 4h 25m (43m)
  • 1 Stop DFW · Dallas 43m
  • American Airlines (AA 656)Boeing 737 800
    American Airlines (AA 1106)Boeing 737 800
  • American Airlines (AA 656)
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  • 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)
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  • 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)
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  • 06:44 OKC
    12:07 ORD
    5Hrs, 23m 1 Stop (CLT)
  • OKCOklahoma City Will Rogers Airport 06:44 - ORD 12:07 5h 23m 1 Stop (CLT) Charlotte
  • OKCOklahoma City Will Rogers Airport 06:44
    CLTCharlotte Airport 10:59
  • CLTCharlotte Airport 10:15
    ORDChicago O'Hare International Airport 12:07
  • 5h 23m (44m)
  • 1 Stop CLT · Charlotte 44m
  • American Airlines (AA 2273)Airbus
    American Airlines (AA 2279)Boeing 737 800
  • American Airlines (AA 2273)
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  • 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)
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  • 11:15 OKC
    17:00 ORD
    5Hrs, 45m 1 Stop (AUS)
  • OKCOklahoma City Will Rogers Airport 11:15 - ORD 17:00 5h 45m 1 Stop (AUS) Austin
  • OKCOklahoma City Will Rogers Airport 11:15
    AUSAustin-Bergstrom International Airport 14:20
  • AUSAustin-Bergstrom International Airport 12:35
    ORDChicago O'Hare International Airport 17:00
  • 5h 45m (1h 45m)
  • 1 Stop AUS · Austin 1h 45m
  • Southwest Airlines (WN 3639)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2871)Boeing 737 800
  • Southwest Airlines (WN 3639)
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  • 11:15 OKC
    15:50 MDW
    4Hrs, 35m 1 Stop (AUS)
  • OKCOklahoma City Will Rogers Airport 11:15 - MDW 15:50 4h 35m 1 Stop (AUS) Austin
  • OKCOklahoma City Will Rogers Airport 11:15
    AUSAustin-Bergstrom International Airport 13:20
  • AUSAustin-Bergstrom International Airport 12:35
    MDWChicago Midway Airport 15:50
  • 4h 35m (45m)
  • 1 Stop AUS · Austin 45m
  • Southwest Airlines (WN 3639)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2434)Boeing 737 800
  • Southwest Airlines (WN 3639)
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  • 11:25 OKC
    17:05 ORD
    5Hrs, 40m 1 Stop (DEN)
  • OKCOklahoma City Will Rogers Airport 11:25 - ORD 17:05 5h 40m 1 Stop (DEN) Denver
  • OKCOklahoma City Will Rogers Airport 11:25
    DENDenver Intl Airport 13:28
  • DENDenver Intl Airport 12:25
    ORDChicago O'Hare International Airport 17:05
  • 5h 40m (1h 03m)
  • 1 Stop DEN · Denver 1h 03m
  • United Airlines (UA 5241)Embraer 175
    United Airlines (UA 617)Boeing 757 300 Series
  • United Airlines (UA 5241)
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  • 11:55 OKC
    18:05 MDW
    6Hrs, 10m 1 Stop (HOU)
  • OKCOklahoma City Will Rogers Airport 11:55 - MDW 18:05 6h 10m 1 Stop (HOU) Houston
  • OKCOklahoma City Will Rogers Airport 11:55
    HOUHouston Hobby Airport 15:40
  • HOUHouston Hobby Airport 13:20
    MDWChicago Midway Airport 18:05
  • 6h 10m (2h 20m)
  • 1 Stop HOU · Houston 2h 20m
  • Southwest Airlines (WN 3555)Boeing 737 700
    Southwest Airlines (WN 1260)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3555)
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  • 12:09 OKC
    17:36 ORD
    5Hrs, 27m 1 Stop (DFW)
  • OKCOklahoma City Will Rogers Airport 12:09 - ORD 17:36 5h 27m 1 Stop (DFW) Dallas
  • OKCOklahoma City Will Rogers Airport 12:09
    DFWDallas/Fort Worth Intl Airport 15:14
  • DFWDallas/Fort Worth Intl Airport 13:12
    ORDChicago O'Hare International Airport 17:36
  • 5h 27m (2h 02m)
  • 1 Stop DFW · Dallas 2h 02m
  • American Airlines (AA 3896)Embraer Emb 175
    American Airlines (AA 2412)Boeing 737 800
  • American Airlines (AA 3896)
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  • 12:45 OKC
    18:40 MDW
    5Hrs, 55m 1 Stop (DEN)
  • OKCOklahoma City Will Rogers Airport 12:45 - MDW 18:40 5h 55m 1 Stop (DEN) Denver
  • OKCOklahoma City Will Rogers Airport 12:45
    DENDenver Intl Airport 15:25
  • DENDenver Intl Airport 13:25
    MDWChicago Midway Airport 18:40
  • 5h 55m (2h)
  • 1 Stop DEN · Denver 2h
  • Southwest Airlines (WN 3625)Boeing 737 Max 8 Passenger
    Southwest Airlines (WN 2912)Boeing 737 Max 8 Passenger
  • Southwest Airlines (WN 3625)
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  • 13:05 OKC
    17:45 MDW
    4Hrs, 40m 1 Stop (AUS)
  • OKCOklahoma City Will Rogers Airport 13:05 - MDW 17:45 4h 40m 1 Stop (AUS) Austin
  • OKCOklahoma City Will Rogers Airport 13:05
    AUSAustin-Bergstrom International Airport 15:15
  • AUSAustin-Bergstrom International Airport 14:25
    MDWChicago Midway Airport 17:45
  • 4h 40m (50m)
  • 1 Stop AUS · Austin 50m
  • Southwest Airlines (WN 753)Boeing 737 700
    Southwest Airlines (WN 2376)Boeing 737 700
  • Southwest Airlines (WN 753)
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  • 14:02 OKC
    19:49 ORD
    5Hrs, 47m 1 Stop (IAH)
  • OKCOklahoma City Will Rogers Airport 14:02 - ORD 19:49 5h 47m 1 Stop (IAH) Houston
  • OKCOklahoma City Will Rogers Airport 14:02
    IAHHouston George Bush Intercontinental Airport 17:05
  • IAHHouston George Bush Intercontinental Airport 15:40
    ORDChicago O'Hare International Airport 19:49
  • 5h 47m (1h 25m)
  • 1 Stop IAH · Houston 1h 25m
  • United Airlines (UA 5422)Crj 700 Canadair Regional
    United Airlines (UA 787)Airbus A321 Neo
  • United Airlines (UA 5422)
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  • 14:55 OKC
    19:40 MDW
    4Hrs, 45m 1 Stop (SAT)
  • OKCOklahoma City Will Rogers Airport 14:55 - MDW 19:40 4h 45m 1 Stop (SAT) San Antonio
  • OKCOklahoma City Will Rogers Airport 14:55
    SATSan Antonio International Airport 17:05
  • SATSan Antonio International Airport 16:20
    MDWChicago Midway Airport 19:40
  • 4h 45m (45m)
  • 1 Stop SAT · San Antonio 45m
  • Southwest Airlines (WN 2885)Boeing 737 700
    Southwest Airlines (WN 3454)Boeing 737 800
  • Southwest Airlines (WN 2885)
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  • 15:40 OKC
    20:05 MDW
    4Hrs, 25m 1 Stop (STL)
  • OKCOklahoma City Will Rogers Airport 15:40 - MDW 20:05 4h 25m 1 Stop (STL) Saint Louis
  • OKCOklahoma City Will Rogers Airport 15:40
    STLSt Louis Lambert Intl Airport 18:55
  • STLSt Louis Lambert Intl Airport 17:10
    MDWChicago Midway Airport 20:05
  • 4h 25m (1h 45m)
  • 1 Stop STL · Saint Louis 1h 45m
  • Southwest Airlines (WN 3904)Boeing 737 700
    Southwest Airlines (WN 1253)Boeing 737 700
  • Southwest Airlines (WN 3904)
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  • 16:35 OKC
    20:30 MDW
    3Hrs, 55m 1 Stop (BNA)
  • OKCOklahoma City Will Rogers Airport 16:35 - MDW 20:30 3h 55m 1 Stop (BNA) Nashville
  • OKCOklahoma City Will Rogers Airport 16:35
    BNANashville Airport 18:55
  • BNANashville Airport 18:15
    MDWChicago Midway Airport 20:30
  • 3h 55m (40m)
  • 1 Stop BNA · Nashville 40m
  • Southwest Airlines (WN 2218)Boeing 737 700
    Southwest Airlines (WN 4568)Boeing 737 700
  • Southwest Airlines (WN 2218)
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  • 16:46 OKC
    21:19 ORD
    4Hrs, 33m 1 Stop (DFW)
  • OKCOklahoma City Will Rogers Airport 16:46 - ORD 21:19 4h 33m 1 Stop (DFW) Dallas
  • OKCOklahoma City Will Rogers Airport 16:46
    DFWDallas/Fort Worth Intl Airport 18:55
  • DFWDallas/Fort Worth Intl Airport 17:49
    ORDChicago O'Hare International Airport 21:19
  • 4h 33m (1h 06m)
  • 1 Stop DFW · Dallas 1h 06m
  • American Airlines (AA 3838)Embraer 170
    American Airlines (AA 566)Boeing 737 800
  • American Airlines (AA 3838)
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  • 17:20 OKC
    23:10 ORD
    5Hrs, 50m 1 Stop (DEN)
  • OKCOklahoma City Will Rogers Airport 17:20 - ORD 23:10 5h 50m 1 Stop (DEN) Denver
  • OKCOklahoma City Will Rogers Airport 17:20
    DENDenver Intl Airport 19:40
  • DENDenver Intl Airport 18:15
    ORDChicago O'Hare International Airport 23:10
  • 5h 50m (1h 25m)
  • 1 Stop DEN · Denver 1h 25m
  • United Airlines (UA 5229)Embraer 175
    United Airlines (UA 2258)Boeing 757 300 Series
  • United Airlines (UA 5229)
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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.

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 18:30. See the full list of flight times on Wego.

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

There are 2 airlines that offer direct flights from Oklahoma City to Chicago. Find out the list of airlines on Wego.