American Airlines flights from Chicago to Jacksonville

Recent searches for flights from Chicago to Jacksonville

Aug 2026
From$251*
Updated: 1 hour ago
Round tripIEconomy
Sep 2026
From$251*
Updated: 1 hour ago
Round tripIEconomy
Oct 2026
From$274*
Updated: 1 hour ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $251
cmp-daily-histogram-bars-legend-max-price-aria-label $551
Displaying fares for August-2026
  • CHI–JAX: cmp-view-offers-disclaimer. Find Offers
    04

    Tu

    AUG

  • CHI–JAX, 08/05/26 – 08/12/26: From $493
    05

    We

  • CHI–JAX, 08/06/26 – 08/13/26: From $551
    06

    Th

  • CHI–JAX, 08/07/26 – 08/14/26: From $551
    07

    Fr

  • ORD–JAX, 08/08/26 – 08/15/26: From $503
    08

    Sa

  • ORD–JAX, 08/09/26 – 08/16/26: From $551
    09

    Su

  • CHI–JAX, 08/10/26 – 08/17/26: From $551
    10

    Mo

  • ORD–JAX, 08/11/26 – 08/18/26: From $493
    11

    Tu

  • CHI–JAX, 08/12/26 – 08/19/26: From $493
    12

    We

  • ORD–JAX, 08/13/26 – 08/15/26: From $522
    13

    Th

  • CHI–JAX, 08/14/26 – 08/21/26: From $532
    14

    Fr

  • CHI–JAX, 08/15/26 – 08/22/26: From $493
    15

    Sa

  • CHI–JAX, 08/16/26 – 08/23/26: From $532
    16

    Su

  • ORD–JAX, 08/17/26 – 08/24/26: From $532
    17

    Mo

  • CHI–JAX, 08/18/26 – 08/25/26: From $399
    18

    Tu

  • ORD–JAX, 08/19/26 – 08/26/26: From $399
    19

    We

  • ORD–JAX, 08/20/26 – 08/27/26: From $409
    20

    Th

  • ORD–JAX, 08/21/26 – 08/25/26: From $409
    21

    Fr

  • ORD–JAX, 08/22/26 – 08/29/26: From $399
    22

    Sa

  • ORD–JAX, 08/23/26 – 08/29/26: From $409
    23

    Su

  • ORD–JAX, 08/24/26 – 08/31/26: From $409
    24

    Mo

  • CHI–JAX, 08/25/26 – 09/01/26: From $305
    25

    Tu

  • CHI–JAX, 08/26/26 – 09/02/26: From $305
    26

    We

  • CHI–JAX, 08/27/26 – 08/29/26: From $305
    27

    Th

  • ORD–JAX, 08/28/26 – 08/29/26: From $336
    28

    Fr

  • ORD–JAX, 08/29/26 – 09/05/26: From $251
    29

    Sa

  • ORD–JAX, 08/30/26 – 09/06/26: From $322
    30

    Su

  • ORD–JAX, 08/31/26 – 09/05/26: From $251
    31

    Mo

  • CHI–JAX: cmp-view-offers-disclaimer. Find Offers
    01

    Tu

    SEP

  • ORD–JAX, 09/02/26 – 09/08/26: From $305
    02

    We

  • ORD–JAX, 09/03/26 – 09/07/26: From $305
    03

    Th

    • range$251-$551

    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 (JAX)
    08/29/26 - 09/05/26

    Round trip

    Economy

    from
    $251Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $251Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    09/04/26 - 09/11/26

    Round trip

    Economy

    from
    $274Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    10/23/26 - 10/30/26

    Round trip

    Economy

    from
    $274Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    10/30/26 - 11/06/26

    Round trip

    Economy

    from
    $274Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    09/11/26 - 09/18/26

    Round trip

    Economy

    from
    $274Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    08/31/26 - 09/07/26

    Round trip

    Economy

    from
    $305Fare subject to changes
    Updated: 1 hour ago

    Chicago (ORD)to

    Jacksonville (JAX)
    09/09/26 - 09/16/26

    Round trip

    Economy

    from
    $305Fare subject to changes
    Updated: 1 hour 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

    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 Chicago to Jacksonville