American Airlines flights from Jacksonville to Chicago

Recent searches for flights from Jacksonville to Chicago

Sep 2026
From$424*
Updated: 8 hours ago
Round tripIEconomy
Oct 2026
From$245*
Updated: 10 hours ago
Round tripIEconomy
Nov 2026
From$245*
Updated: 10 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $245
cmp-daily-histogram-bars-legend-max-price-aria-label $591
Displaying fares for September-2026
  • JAX–ORD, 09/16/26 – 09/23/26: From $533
    16

    We

    SEP

  • JAX–ORD, 09/17/26 – 09/24/26: From $591
    17

    Th

  • JAX–ORD, 09/18/26 – 09/25/26: From $591
    18

    Fr

  • JAX–ORD, 09/19/26 – 09/26/26: From $533
    19

    Sa

  • JAX–ORD, 09/20/26 – 09/23/26: From $562
    20

    Su

  • JAX–ORD, 09/21/26 – 09/28/26: From $591
    21

    Mo

  • JAX–ORD, 09/22/26 – 09/29/26: From $533
    22

    Tu

  • JAX–ORD, 09/23/26 – 09/30/26: From $533
    23

    We

  • JAX–ORD, 09/24/26 – 09/26/26: From $554
    24

    Th

  • JAX–ORD, 09/25/26 – 10/02/26: From $572
    25

    Fr

  • JAX–ORD, 09/26/26 – 10/11/26: From $434
    26

    Sa

  • JAX–ORD, 09/27/26 – 10/04/26: From $572
    27

    Su

  • JAX–ORD, 09/28/26 – 10/05/26: From $476
    28

    Mo

  • JAX–ORD, 09/29/26 – 10/13/26: From $424
    29

    Tu

  • JAX–ORD, 09/30/26 – 10/13/26: From $424
    30

    We

  • JAX–ORD, 10/01/26 – 10/08/26: From $459
    01

    Th

    OCT

  • JAX–ORD, 10/02/26 – 10/09/26: From $459
    02

    Fr

  • JAX–ORD, 10/03/26 – 10/10/26: From $429
    03

    Sa

  • JAX–ORD, 10/04/26 – 10/11/26: From $459
    04

    Su

  • JAX–ORD, 10/05/26 – 10/08/26: From $281
    05

    Mo

  • JAX–ORD, 10/06/26 – 10/13/26: From $245
    06

    Tu

  • JAX–ORD, 10/07/26 – 10/14/26: From $245
    07

    We

  • JAX–ORD, 10/08/26 – 10/13/26: From $263
    08

    Th

  • JAX–ORD, 10/09/26 – 10/16/26: From $307
    09

    Fr

  • JAX–ORD, 10/10/26 – 10/17/26: From $245
    10

    Sa

  • JAX–ORD, 10/11/26 – 10/14/26: From $286
    11

    Su

  • JAX–ORD, 10/12/26 – 10/14/26: From $263
    12

    Mo

  • JAX–ORD, 10/13/26 – 10/20/26: From $245
    13

    Tu

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

    We

  • JAX–ORD, 10/15/26 – 10/19/26: From $281
    15

    Th

    • range$245-$591

    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 Jacksonville to Chicago flights

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    Jacksonville (JAX)to

    Chicago (ORD)
    10/07/26 - 10/14/26

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

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

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

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

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

    Chicago (ORD)
    12/01/26 - 12/08/26

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

    Chicago (ORD)
    12/02/26 - 12/09/26

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

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

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

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

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 hours ago

    Jacksonville (JAX)to

    Chicago (ORD)
    11/17/26 - 11/24/26

    Round trip

    Economy

    from
    $245Fare subject to changes
    Updated: 10 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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