American Airlines flights from Oklahoma City to Chicago

Recent searches for flights from Oklahoma City to Chicago

Aug 2026
From$465*
Updated: 6 hours ago
Round tripIEconomy
Sep 2026
From$237*
Updated: 5 hours ago
Round tripIEconomy
Oct 2026
From$237*
Updated: 5 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $237
cmp-daily-histogram-bars-legend-max-price-aria-label $521
Displaying fares for August-2026
  • OKC–CHI, 08/23/26 – 08/30/26: From $521
    23

    Su

    AUG

  • OKC–CHI, 08/24/26 – 08/31/26: From $521
    24

    Mo

  • OKC–CHI, 08/25/26 – 09/01/26: From $465
    25

    Tu

  • OKC–CHI, 08/26/26 – 09/02/26: From $465
    26

    We

  • OKC–CHI, 08/27/26 – 09/03/26: From $521
    27

    Th

  • OKC–ORD, 08/28/26 – 09/04/26: From $521
    28

    Fr

  • OKC–CHI, 08/29/26 – 09/05/26: From $465
    29

    Sa

  • OKC–CHI, 08/30/26 – 09/06/26: From $494
    30

    Su

  • OKC–ORD, 08/31/26 – 09/01/26: From $493
    31

    Mo

  • OKC–ORD, 09/01/26 – 09/08/26: From $465
    01

    Tu

    SEP

  • OKC–CHI, 09/02/26 – 09/09/26: From $465
    02

    We

  • OKC–CHI, 09/03/26 – 09/10/26: From $494
    03

    Th

  • OKC–ORD, 09/04/26 – 09/11/26: From $494
    04

    Fr

  • OKC–CHI, 09/05/26 – 09/12/26: From $417
    05

    Sa

  • OKC–CHI, 09/06/26 – 09/13/26: From $428
    06

    Su

  • OKC–CHI, 09/07/26 – 09/14/26: From $410
    07

    Mo

  • OKC–ORD, 09/08/26 – 09/15/26: From $351
    08

    Tu

  • OKC–ORD, 09/09/26 – 09/16/26: From $303
    09

    We

  • OKC–ORD, 09/10/26 – 09/17/26: From $303
    10

    Th

  • OKC–CHI, 09/11/26 – 09/18/26: From $315
    11

    Fr

  • OKC–CHI, 09/12/26 – 09/19/26: From $303
    12

    Sa

  • OKC–CHI, 09/13/26 – 09/20/26: From $425
    13

    Su

  • OKC–ORD, 09/14/26 – 09/21/26: From $247
    14

    Mo

  • OKC–ORD, 09/15/26 – 09/22/26: From $237
    15

    Tu

  • OKC–ORD, 09/16/26 – 09/23/26: From $237
    16

    We

  • OKC–CHI, 09/17/26 – 09/24/26: From $237
    17

    Th

  • OKC–ORD, 09/18/26 – 09/25/26: From $261
    18

    Fr

  • OKC–ORD, 09/19/26 – 09/26/26: From $237
    19

    Sa

  • OKC–CHI: cmp-view-offers-disclaimer. Find Offers
    20

    Su

  • OKC–CHI: cmp-view-offers-disclaimer. Find Offers
    21

    Mo

  • OKC–CHI, 09/22/26 – 09/29/26: From $237
    22

    Tu

    • range$237-$521

    DisclaimerFares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Find deals on Oklahoma City to Chicago flights

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    Oklahoma City (OKC)to

    Chicago (ORD)
    10/28/26 - 11/04/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    10/29/26 - 11/05/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    10/14/26 - 10/21/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    10/17/26 - 10/24/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    09/23/26 - 09/30/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    09/26/26 - 10/03/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    Oklahoma City (OKC)to

    Chicago (ORD)
    09/16/26 - 09/23/26

    Round trip

    Economy

    from
    $237Fare subject to changes
    Updated: 5 hours ago

    *Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

    Finding cheap flights from Oklahoma City to Chicago

    Looking for lower fares on your trip from Oklahoma City to Chicago? Here are a few ways to save.

    • Book early: Booking 1 to 3 months ahead can help you find lower fares
    • Be flexible with dates: Midweek travel, like Tuesdays and Wednesdays, can be more affordable
    • Travel during less busy periods: Flying outside peak travel times can help find lower fares and avoid crowds

    Earn up to $500 back on your next American Airlines flight plus, 30,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.

    Upgrade your flight with Main Cabin Extra

    Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

    • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
    • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
    • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Oklahoma City to Chicago