American Airlines flights from Chicago to Stillwater

Recent searches for flights from Chicago to Stillwater

Sep 2026
From$486*
Updated: 7 hours ago
Round tripIEconomy
Oct 2026
From$443*
Updated: 7 hours ago
Round tripIEconomy
Nov 2026
From$443*
Updated: 7 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $443
cmp-daily-histogram-bars-legend-max-price-aria-label $670
Displaying fares for September-2026
  • ORD–SWO: cmp-view-offers-disclaimer. Find Offers
    10

    Th

    SEP

  • ORD–SWO, 09/11/26 – 09/18/26: From $581
    11

    Fr

  • ORD–SWO, 09/12/26 – 09/19/26: From $525
    12

    Sa

  • ORD–SWO, 09/13/26 – 09/20/26: From $620
    13

    Su

  • ORD–SWO, 09/14/26 – 09/21/26: From $620
    14

    Mo

  • ORD–SWO, 09/15/26 – 09/22/26: From $525
    15

    Tu

  • ORD–SWO, 09/16/26 – 09/23/26: From $525
    16

    We

  • ORD–SWO, 09/17/26 – 09/24/26: From $654
    17

    Th

  • ORD–SWO, 09/18/26 – 09/25/26: From $573
    18

    Fr

  • ORD–SWO, 09/19/26 – 09/26/26: From $516
    19

    Sa

  • ORD–SWO, 09/20/26 – 09/27/26: From $573
    20

    Su

  • ORD–SWO, 09/21/26 – 09/28/26: From $573
    21

    Mo

  • ORD–SWO, 09/22/26 – 09/29/26: From $516
    22

    Tu

  • ORD–SWO, 09/23/26 – 09/30/26: From $516
    23

    We

  • ORD–SWO, 09/24/26 – 10/01/26: From $602
    24

    Th

  • ORD–SWO, 09/25/26 – 10/02/26: From $486
    25

    Fr

  • ORD–SWO, 09/26/26 – 10/03/26: From $486
    26

    Sa

  • ORD–SWO, 09/27/26 – 10/04/26: From $670
    27

    Su

  • ORD–SWO, 09/28/26 – 10/05/26: From $486
    28

    Mo

  • ORD–SWO, 09/29/26 – 10/06/26: From $486
    29

    Tu

  • ORD–SWO, 09/30/26 – 10/07/26: From $486
    30

    We

  • ORD–SWO, 10/01/26 – 10/08/26: From $602
    01

    Th

    OCT

  • ORD–SWO, 10/02/26 – 10/09/26: From $602
    02

    Fr

  • ORD–SWO, 10/03/26 – 10/10/26: From $454
    03

    Sa

  • ORD–SWO, 10/04/26 – 10/11/26: From $454
    04

    Su

  • ORD–SWO, 10/05/26 – 10/12/26: From $454
    05

    Mo

  • ORD–SWO, 10/06/26 – 10/13/26: From $454
    06

    Tu

  • ORD–SWO, 10/07/26 – 10/14/26: From $454
    07

    We

  • ORD–SWO: cmp-view-offers-disclaimer. Find Offers
    08

    Th

  • ORD–SWO, 10/09/26 – 10/11/26: From $443
    09

    Fr

    • range$443-$670

    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 Chicago to Stillwater flights

    $
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    Chicago (ORD)to

    Stillwater (SWO)
    10/19/26 - 10/26/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    10/25/26 - 11/01/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    12/03/26 - 12/10/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    12/04/26 - 12/11/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    11/24/26 - 12/01/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    11/25/26 - 12/02/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 hours ago

    Chicago (ORD)to

    Stillwater (SWO)
    11/01/26 - 11/08/26

    Round trip

    Economy

    from
    $443Fare subject to changes
    Updated: 7 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 Chicago to Stillwater

    Looking for lower fares on your trip from Chicago to Stillwater? 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

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    • 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.
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    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Chicago to Stillwater