American Airlines flights from Saint Louis to Chicago

Recent searches for flights from Saint Louis to Chicago

Aug 2026
From$487*
Updated: 4 hours ago
Round tripIEconomy
Sep 2026
From$117*
Updated: 4 hours ago
Round tripIEconomy
Oct 2026
From$117*
Updated: 5 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $117
cmp-daily-histogram-bars-legend-max-price-aria-label $539
Displaying fares for August-2026
  • STL–CHI, 08/23/26 – 08/30/26: From $539
    23

    Su

    AUG

  • STL–ORD, 08/24/26 – 08/31/26: From $539
    24

    Mo

  • STL–ORD, 08/25/26 – 09/01/26: From $487
    25

    Tu

  • STL–ORD, 08/26/26 – 09/02/26: From $487
    26

    We

  • STL–CHI, 08/27/26 – 09/03/26: From $539
    27

    Th

  • STL–ORD, 08/28/26 – 08/29/26: From $499
    28

    Fr

  • STL–CHI, 08/29/26 – 09/05/26: From $487
    29

    Sa

  • STL–ORD, 08/30/26 – 09/06/26: From $494
    30

    Su

  • STL–ORD, 08/31/26 – 09/07/26: From $494
    31

    Mo

  • STL–ORD, 09/01/26 – 09/08/26: From $468
    01

    Tu

    SEP

  • STL–CHI, 09/02/26 – 09/09/26: From $468
    02

    We

  • STL–ORD, 09/03/26 – 09/10/26: From $494
    03

    Th

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

    Fr

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

    Sa

  • STL–ORD, 09/06/26 – 09/13/26: From $377
    06

    Su

  • STL–CHI, 09/07/26 – 09/14/26: From $283
    07

    Mo

  • STL–CHI, 09/08/26 – 09/15/26: From $283
    08

    Tu

  • STL–ORD, 09/09/26 – 09/16/26: From $251
    09

    We

  • STL–CHI, 09/10/26 – 09/17/26: From $251
    10

    Th

  • STL–ORD, 09/11/26 – 09/18/26: From $268
    11

    Fr

  • STL–ORD, 09/12/26 – 09/19/26: From $251
    12

    Sa

  • STL–ORD, 09/13/26 – 09/20/26: From $369
    13

    Su

  • STL–CHI, 09/14/26 – 09/21/26: From $117
    14

    Mo

  • STL–CHI, 09/15/26 – 09/22/26: From $117
    15

    Tu

  • STL–ORD, 09/16/26 – 09/23/26: From $117
    16

    We

  • STL–CHI, 09/17/26 – 09/24/26: From $117
    17

    Th

  • STL–CHI, 09/18/26 – 09/25/26: From $151
    18

    Fr

  • STL–ORD, 09/19/26 – 09/26/26: From $117
    19

    Sa

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

    Su

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

    Mo

  • STL–CHI, 09/22/26 – 09/29/26: From $117
    22

    Tu

    • range$117-$539

    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 Saint Louis to Chicago flights

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    Saint Louis (STL)to

    Chicago (ORD)
    10/01/26 - 10/08/26

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

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

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

    Chicago (ORD)
    10/05/26 - 10/12/26

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

    Chicago (ORD)
    10/06/26 - 10/13/26

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

    Chicago (ORD)
    10/24/26 - 10/31/26

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

    Chicago (ORD)
    10/26/26 - 11/02/26

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

    Chicago (ORD)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $117Fare subject to changes
    Updated: 5 hours ago

    Saint Louis (STL)to

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

    Round trip

    Economy

    from
    $117Fare 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 Saint Louis to Chicago

    Looking for lower fares on your trip from Saint Louis 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 Saint Louis to Chicago