American Airlines flights from San Antonio to Chicago

Recent searches for flights from San Antonio to Chicago

Sep 2026
From$408*
Updated: 2 hours ago
Round tripIEconomy
Oct 2026
From$261*
Updated: 2 hours ago
Round tripIEconomy
Nov 2026
From$261*
Updated: 2 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $261
cmp-daily-histogram-bars-legend-max-price-aria-label $611
Displaying fares for September-2026
  • SAT–ORD: cmp-view-offers-disclaimer. Find Offers
    15

    Tu

    SEP

  • SAT–ORD, 09/16/26 – 09/23/26: From $555
    16

    We

  • SAT–ORD, 09/17/26 – 09/24/26: From $611
    17

    Th

  • SAT–ORD, 09/18/26 – 09/25/26: From $611
    18

    Fr

  • SAT–ORD, 09/19/26 – 09/26/26: From $555
    19

    Sa

  • SAT–ORD, 09/20/26 – 09/23/26: From $583
    20

    Su

  • SAT–ORD, 09/21/26 – 09/28/26: From $611
    21

    Mo

  • SAT–ORD, 09/22/26 – 09/29/26: From $555
    22

    Tu

  • SAT–ORD, 09/23/26 – 09/30/26: From $555
    23

    We

  • SAT–ORD, 09/24/26 – 10/01/26: From $607
    24

    Th

  • SAT–ORD, 09/25/26 – 10/02/26: From $607
    25

    Fr

  • SAT–ORD, 09/26/26 – 10/03/26: From $555
    26

    Sa

  • SAT–ORD, 09/27/26 – 10/04/26: From $607
    27

    Su

  • SAT–ORD, 09/28/26 – 10/05/26: From $456
    28

    Mo

  • SAT–ORD, 09/29/26 – 10/06/26: From $408
    29

    Tu

  • SAT–ORD, 09/30/26 – 10/07/26: From $408
    30

    We

  • SAT–ORD, 10/01/26 – 10/08/26: From $452
    01

    Th

    OCT

  • SAT–ORD, 10/02/26 – 10/05/26: From $452
    02

    Fr

  • SAT–ORD, 10/03/26 – 10/10/26: From $408
    03

    Sa

  • SAT–ORD, 10/04/26 – 10/11/26: From $585
    04

    Su

  • SAT–ORD, 10/05/26 – 10/12/26: From $434
    05

    Mo

  • SAT–ORD, 10/06/26 – 10/13/26: From $291
    06

    Tu

  • SAT–ORD, 10/07/26 – 10/14/26: From $261
    07

    We

  • SAT–ORD, 10/08/26 – 10/15/26: From $453
    08

    Th

  • SAT–ORD, 10/09/26 – 10/16/26: From $463
    09

    Fr

  • SAT–ORD, 10/10/26 – 10/17/26: From $261
    10

    Sa

  • SAT–ORD, 10/11/26 – 10/18/26: From $530
    11

    Su

  • SAT–ORD, 10/12/26 – 10/19/26: From $301
    12

    Mo

  • SAT–ORD: cmp-view-offers-disclaimer. Find Offers
    13

    Tu

  • SAT–ORD: cmp-view-offers-disclaimer. Find Offers
    14

    We

    • range$261-$611

    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 San Antonio to Chicago flights

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    San Antonio (SAT)to

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

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

    Chicago (ORD)
    10/20/26 - 10/27/26

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

    Chicago (ORD)
    10/21/26 - 10/28/26

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

    Chicago (ORD)
    12/08/26 - 12/15/26

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

    Chicago (ORD)
    12/09/26 - 12/16/26

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

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

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

    Chicago (ORD)
    11/11/26 - 11/18/26

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 hours ago

    San Antonio (SAT)to

    Chicago (ORD)
    11/25/26 - 12/02/26

    Round trip

    Economy

    from
    $261Fare subject to changes
    Updated: 2 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.

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