American Airlines flights from Jackson to Chicago

Recent searches for flights from Jackson to Chicago

Aug 2026
From$289*
Updated: 7 hours ago
Round tripIEconomy
Sep 2026
From$255*
Updated: 7 hours ago
Round tripIEconomy
Oct 2026
From$255*
Updated: 7 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $257
cmp-daily-histogram-bars-legend-max-price-aria-label $683
Displaying fares for August-2026
  • JAN–ORD, 08/12/26 – 08/19/26: From $547
    12

    We

    AUG

  • JAN–ORD, 08/13/26 – 08/20/26: From $683
    13

    Th

  • JAN–ORD, 08/14/26 – 08/21/26: From $683
    14

    Fr

  • JAN–ORD, 08/15/26 – 08/22/26: From $547
    15

    Sa

  • JAN–ORD, 08/16/26 – 08/23/26: From $683
    16

    Su

  • JAN–ORD, 08/17/26 – 08/24/26: From $683
    17

    Mo

  • JAN–ORD, 08/18/26 – 08/25/26: From $428
    18

    Tu

  • JAN–ORD, 08/19/26 – 08/26/26: From $428
    19

    We

  • JAN–ORD, 08/20/26 – 08/27/26: From $582
    20

    Th

  • JAN–ORD, 08/21/26 – 08/28/26: From $582
    21

    Fr

  • JAN–ORD, 08/22/26 – 08/29/26: From $428
    22

    Sa

  • JAN–ORD, 08/23/26 – 08/30/26: From $582
    23

    Su

  • JAN–ORD, 08/24/26 – 08/31/26: From $530
    24

    Mo

  • JAN–ORD, 08/25/26 – 09/01/26: From $289
    25

    Tu

  • JAN–ORD, 08/26/26 – 09/02/26: From $289
    26

    We

  • JAN–ORD, 08/27/26 – 09/03/26: From $343
    27

    Th

  • JAN–ORD, 08/28/26 – 09/04/26: From $372
    28

    Fr

  • JAN–ORD, 08/29/26 – 09/05/26: From $289
    29

    Sa

  • JAN–ORD, 08/30/26 – 09/06/26: From $363
    30

    Su

  • JAN–ORD, 08/31/26 – 09/07/26: From $546
    31

    Mo

  • JAN–ORD, 09/01/26 – 09/08/26: From $269
    01

    Tu

    SEP

  • JAN–ORD, 09/02/26 – 09/09/26: From $269
    02

    We

  • JAN–ORD, 09/03/26 – 09/10/26: From $488
    03

    Th

  • JAN–ORD, 09/04/26 – 09/11/26: From $318
    04

    Fr

  • JAN–ORD, 09/05/26 – 09/12/26: From $262
    05

    Sa

  • JAN–ORD, 09/06/26 – 09/13/26: From $353
    06

    Su

  • JAN–ORD, 09/07/26 – 09/14/26: From $301
    07

    Mo

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

    Tu

  • JAN–ORD: cmp-view-offers-disclaimer. Find Offers
    09

    We

  • JAN–ORD, 09/10/26 – 09/14/26: From $257
    10

    Th

  • JAN–ORD, 09/11/26 – 09/18/26: From $318
    11

    Fr

    • range$257-$683

    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 Jackson to Chicago flights

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    Jackson (JAN)to

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

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

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

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

    Chicago (ORD)
    09/19/26 - 09/26/26

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

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

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

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

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

    Chicago (ORD)
    10/13/26 - 10/20/26

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

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

    Round trip

    Economy

    from
    $255Fare subject to changes
    Updated: 7 hours ago

    Jackson (JAN)to

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

    Round trip

    Economy

    from
    $255Fare 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 Jackson to Chicago

    Looking for lower fares on your trip from Jackson 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 Jackson to Chicago