American Airlines flights from Tampa to Chicago

Recent searches for flights from Tampa to Chicago

Aug 2026
From$222*
Updated: 2 hours ago
Round tripIEconomy
Sep 2026
From$209*
Updated: 7 hours ago
Round tripIEconomy
Oct 2026
From$235*
Updated: 2 hours ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $222
cmp-daily-histogram-bars-legend-max-price-aria-label $431
Displaying fares for August-2026
  • TPA–CHI: cmp-view-offers-disclaimer. Find Offers
    04

    Tu

    AUG

  • TPA–CHI, 08/05/26 – 08/12/26: From $353
    05

    We

  • TPA–CHI, 08/06/26 – 08/11/26: From $392
    06

    Th

  • TPA–CHI, 08/07/26 – 08/11/26: From $392
    07

    Fr

  • TPA–ORD, 08/08/26 – 08/15/26: From $363
    08

    Sa

  • TPA–ORD, 08/09/26 – 08/11/26: From $392
    09

    Su

  • TPA–CHI, 08/10/26 – 08/31/26: From $333
    10

    Mo

  • TPA–ORD, 08/11/26 – 08/18/26: From $353
    11

    Tu

  • TPA–CHI, 08/12/26 – 08/19/26: From $353
    12

    We

  • TPA–ORD, 08/13/26 – 08/18/26: From $392
    13

    Th

  • TPA–CHI, 08/14/26 – 08/21/26: From $431
    14

    Fr

  • TPA–CHI, 08/15/26 – 08/22/26: From $363
    15

    Sa

  • TPA–ORD, 08/16/26 – 08/23/26: From $431
    16

    Su

  • TPA–CHI, 08/17/26 – 08/24/26: From $431
    17

    Mo

  • TPA–CHI, 08/18/26 – 08/25/26: From $294
    18

    Tu

  • TPA–CHI, 08/19/26 – 08/26/26: From $294
    19

    We

  • TPA–CHI, 08/20/26 – 08/27/26: From $333
    20

    Th

  • TPA–ORD, 08/21/26 – 08/28/26: From $370
    21

    Fr

  • TPA–CHI, 08/22/26 – 08/29/26: From $294
    22

    Sa

  • TPA–ORD, 08/23/26 – 08/25/26: From $333
    23

    Su

  • TPA–ORD, 08/24/26 – 09/19/26: From $235
    24

    Mo

  • TPA–CHI, 08/25/26 – 09/01/26: From $235
    25

    Tu

  • TPA–CHI, 08/26/26 – 09/02/26: From $235
    26

    We

  • TPA–ORD, 08/27/26 – 09/03/26: From $300
    27

    Th

  • TPA–ORD, 08/28/26 – 08/31/26: From $272
    28

    Fr

  • TPA–CHI, 08/29/26 – 09/05/26: From $222
    29

    Sa

  • TPA–CHI, 08/30/26 – 09/06/26: From $316
    30

    Su

  • TPA–CHI, 08/31/26 – 09/07/26: From $263
    31

    Mo

  • TPA–ORD, 09/01/26 – 09/04/26: From $272
    01

    Tu

    SEP

  • TPA–ORD, 09/02/26 – 09/05/26: From $222
    02

    We

  • TPA–ORD, 09/03/26 – 09/06/26: From $250
    03

    Th

    • range$222-$431

    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 Tampa to Chicago flights

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    Tampa (TPA)to

    Chicago (ORD)
    09/06/26 - 09/11/26

    Round trip

    Economy

    from
    $209Fare subject to changes
    Updated: 7 hours ago

    Tampa (TPA)to

    Chicago (ORD)
    09/05/26 - 09/12/26

    Round trip

    Economy

    from
    $222Fare subject to changes
    Updated: 2 hours ago

    Tampa (TPA)to

    Chicago (ORD)
    08/29/26 - 09/05/26

    Round trip

    Economy

    from
    $222Fare subject to changes
    Updated: 2 hours ago

    Tampa (TPA)to

    Chicago (ORD)
    09/05/26 - 09/08/26

    Round trip

    Economy

    from
    $222Fare subject to changes
    Updated: 6 hours ago

    Tampa (TPA)to

    Chicago (ORD)
    09/02/26 - 09/05/26

    Round trip

    Economy

    from
    $222Fare subject to changes
    Updated: 2 hours ago

    Tampa (TPA)to

    Chicago (ORD)
    09/05/26 - 09/10/26

    Round trip

    Economy

    from
    $222Fare subject to changes
    Updated: 21 minutes ago

    Tampa (TPA)to

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

    Round trip

    Economy

    from
    $235Fare subject to changes
    Updated: 2 hours ago

    Tampa (TPA)to

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

    Round trip

    Economy

    from
    $235Fare subject to changes
    Updated: 2 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 Tampa to Chicago

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