American Airlines flights from Houston to Chicago

Recent searches for flights from Houston to Chicago

Sep 2026
From$514*
Updated: 16 minutes ago
Round tripIEconomy
Oct 2026
From$329*
Updated: 16 minutes ago
Round tripIEconomy
Nov 2026
From$329*
Updated: 9 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $329
cmp-daily-histogram-bars-legend-max-price-aria-label $613
Displaying fares for September-2026
  • IAH–ORD, 09/13/26 – 09/20/26: From $613
    13

    Su

    SEP

  • IAH–ORD, 09/14/26 – 09/21/26: From $613
    14

    Mo

  • IAH–ORD, 09/15/26 – 09/22/26: From $517
    15

    Tu

  • IAH–ORD, 09/16/26 – 09/23/26: From $517
    16

    We

  • IAH–ORD, 09/17/26 – 09/24/26: From $613
    17

    Th

  • IAH–ORD, 09/18/26 – 09/25/26: From $613
    18

    Fr

  • IAH–ORD, 09/19/26 – 09/26/26: From $517
    19

    Sa

  • IAH–ORD, 09/20/26 – 09/27/26: From $596
    20

    Su

  • IAH–ORD, 09/21/26 – 09/28/26: From $596
    21

    Mo

  • IAH–ORD, 09/22/26 – 09/29/26: From $517
    22

    Tu

  • IAH–ORD, 09/23/26 – 09/30/26: From $517
    23

    We

  • IAH–ORD, 09/24/26 – 10/01/26: From $596
    24

    Th

  • IAH–ORD, 09/25/26 – 09/27/26: From $596
    25

    Fr

  • IAH–ORD, 09/26/26 – 10/03/26: From $514
    26

    Sa

  • IAH–ORD, 09/27/26 – 10/04/26: From $562
    27

    Su

  • IAH–ORD, 09/28/26 – 10/05/26: From $562
    28

    Mo

  • IAH–ORD, 09/29/26 – 10/06/26: From $514
    29

    Tu

  • IAH–ORD, 09/30/26 – 10/07/26: From $514
    30

    We

  • IAH–ORD, 10/01/26 – 10/08/26: From $562
    01

    Th

    OCT

  • IAH–ORD, 10/02/26 – 10/09/26: From $562
    02

    Fr

  • IAH–ORD, 10/03/26 – 10/10/26: From $511
    03

    Sa

  • IAH–ORD, 10/04/26 – 10/11/26: From $511
    04

    Su

  • IAH–ORD, 10/05/26 – 10/12/26: From $464
    05

    Mo

  • IAH–ORD, 10/06/26 – 10/13/26: From $420
    06

    Tu

  • IAH–ORD, 10/07/26 – 10/14/26: From $420
    07

    We

  • IAH–ORD, 10/08/26 – 10/15/26: From $420
    08

    Th

  • IAH–ORD, 10/09/26 – 10/16/26: From $430
    09

    Fr

  • IAH–ORD, 10/10/26 – 10/17/26: From $420
    10

    Sa

  • IAH–ORD: cmp-view-offers-disclaimer. Find Offers
    11

    Su

  • IAH–ORD, 10/12/26 – 10/19/26: From $329
    12

    Mo

    • range$329-$613

    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 Houston to Chicago flights

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    Houston (IAH)to

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

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

    Chicago (ORD)
    10/22/26 - 10/29/26

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

    Chicago (ORD)
    12/03/26 - 12/10/26

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

    Chicago (ORD)
    11/05/26 - 11/12/26

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

    Chicago (ORD)
    11/09/26 - 11/16/26

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

    Chicago (ORD)
    11/18/26 - 11/25/26

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

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

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes ago

    Houston (IAH)to

    Chicago (ORD)
    10/15/26 - 10/22/26

    Round trip

    Economy

    from
    $329Fare subject to changes
    Updated: 14 minutes 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 Houston to Chicago

    Looking for lower fares on your trip from Houston 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

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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.
    • 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 Houston to Chicago