American Airlines flights from Chicago to Jacksonville

Recent searches for flights from Chicago to Jacksonville

Sep 2026
From$433*
Updated: 12 hours ago
Round tripIEconomy
Oct 2026
From$389*
Updated: 12 hours ago
Round tripIEconomy
Nov 2026
From$389*
Updated: 12 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $433
cmp-daily-histogram-bars-legend-max-price-aria-label $983
Displaying fares for September-2026
  • ORD–OAJ, 09/04/26 – 09/11/26: From $595
    04

    Fr

    SEP

  • ORD–OAJ, 09/05/26 – 09/12/26: From $485
    05

    Sa

  • ORD–OAJ, 09/06/26 – 09/13/26: From $983
    06

    Su

  • ORD–OAJ, 09/07/26 – 09/14/26: From $810
    07

    Mo

  • ORD–OAJ, 09/08/26 – 09/15/26: From $748
    08

    Tu

  • ORD–OAJ, 09/09/26 – 09/16/26: From $485
    09

    We

  • ORD–OAJ, 09/10/26 – 09/17/26: From $595
    10

    Th

  • ORD–OAJ, 09/11/26 – 09/18/26: From $595
    11

    Fr

  • ORD–OAJ, 09/12/26 – 09/19/26: From $617
    12

    Sa

  • ORD–OAJ, 09/13/26 – 09/20/26: From $595
    13

    Su

  • ORD–OAJ, 09/14/26 – 09/21/26: From $595
    14

    Mo

  • ORD–OAJ, 09/15/26 – 09/22/26: From $670
    15

    Tu

  • ORD–OAJ, 09/16/26 – 09/23/26: From $485
    16

    We

  • ORD–OAJ, 09/17/26 – 09/24/26: From $595
    17

    Th

  • ORD–OAJ, 09/18/26 – 09/25/26: From $687
    18

    Fr

  • ORD–OAJ, 09/19/26 – 09/26/26: From $481
    19

    Sa

  • ORD–OAJ, 09/20/26 – 09/27/26: From $507
    20

    Su

  • ORD–OAJ, 09/21/26 – 09/28/26: From $507
    21

    Mo

  • ORD–OAJ, 09/22/26 – 09/29/26: From $481
    22

    Tu

  • ORD–OAJ, 09/23/26 – 09/30/26: From $481
    23

    We

  • ORD–OAJ, 09/24/26 – 10/01/26: From $507
    24

    Th

  • ORD–OAJ, 09/25/26 – 10/02/26: From $576
    25

    Fr

  • ORD–OAJ, 09/26/26 – 10/03/26: From $477
    26

    Sa

  • ORD–OAJ, 09/27/26 – 10/04/26: From $467
    27

    Su

  • ORD–OAJ, 09/28/26 – 10/05/26: From $467
    28

    Mo

  • ORD–OAJ, 09/29/26 – 10/06/26: From $433
    29

    Tu

  • ORD–OAJ, 09/30/26 – 10/07/26: From $433
    30

    We

  • ORD–OAJ, 10/01/26 – 10/08/26: From $467
    01

    Th

    OCT

  • ORD–OAJ: cmp-view-offers-disclaimer. Find Offers
    02

    Fr

  • ORD–OAJ: cmp-view-offers-disclaimer. Find Offers
    03

    Sa

    • range$433-$983

    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 Chicago to Jacksonville flights

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    Chicago (ORD)to

    Jacksonville (OAJ)
    10/31/26 - 11/07/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    10/10/26 - 10/17/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    10/14/26 - 10/21/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    11/07/26 - 11/14/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    11/11/26 - 11/18/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    11/18/26 - 11/25/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 hours ago

    Chicago (ORD)to

    Jacksonville (OAJ)
    10/28/26 - 11/04/26

    Round trip

    Economy

    from
    $389Fare subject to changes
    Updated: 12 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 Chicago to Jacksonville

    Looking for lower fares on your trip from Chicago to Jacksonville? 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.
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    Discover how Main Cabin Extra can enhance your trip.

    American Airlines flights from Chicago to Jacksonville