American Airlines flights from Chicago to Sarasota

Recent searches for flights from Chicago to Sarasota

Sep 2026
From$359*
Updated: 17 minutes ago
Round tripIEconomy
Oct 2026
From$349*
Updated: 17 minutes ago
Round tripIEconomy
Nov 2026
From$339*
Updated: 17 minutes ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $359
cmp-daily-histogram-bars-legend-max-price-aria-label $507
Displaying fares for September-2026
  • ORD–SRQ, 09/01/26 – 09/08/26: From $455
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    SEP

  • ORD–SRQ, 09/02/26 – 09/09/26: From $455
    02

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  • ORD–SRQ, 09/03/26 – 09/10/26: From $507
    03

    Th

  • ORD–SRQ, 09/04/26 – 09/11/26: From $507
    04

    Fr

  • ORD–SRQ, 09/05/26 – 09/12/26: From $455
    05

    Sa

  • ORD–SRQ, 09/06/26 – 09/13/26: From $507
    06

    Su

  • ORD–SRQ, 09/07/26 – 09/14/26: From $507
    07

    Mo

  • ORD–SRQ, 09/08/26 – 09/12/26: From $453
    08

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  • ORD–SRQ, 09/09/26 – 09/16/26: From $423
    09

    We

  • ORD–SRQ, 09/10/26 – 09/15/26: From $423
    10

    Th

  • ORD–SRQ, 09/11/26 – 09/18/26: From $449
    11

    Fr

  • ORD–SRQ, 09/12/26 – 09/19/26: From $423
    12

    Sa

  • ORD–SRQ, 09/13/26 – 09/20/26: From $507
    13

    Su

  • ORD–SRQ, 09/14/26 – 09/21/26: From $507
    14

    Mo

  • ORD–SRQ, 09/15/26 – 09/22/26: From $407
    15

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  • ORD–SRQ, 09/16/26 – 09/23/26: From $407
    16

    We

  • ORD–SRQ, 09/17/26 – 09/24/26: From $433
    17

    Th

  • ORD–SRQ, 09/18/26 – 09/25/26: From $449
    18

    Fr

  • ORD–SRQ, 09/19/26 – 09/26/26: From $407
    19

    Sa

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

    Su

  • ORD–SRQ, 09/21/26 – 09/28/26: From $433
    21

    Mo

  • ORD–SRQ, 09/22/26 – 09/29/26: From $359
    22

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  • ORD–SRQ, 09/23/26 – 09/30/26: From $359
    23

    We

  • ORD–SRQ, 09/24/26 – 10/01/26: From $359
    24

    Th

  • ORD–SRQ, 09/25/26 – 10/02/26: From $391
    25

    Fr

  • ORD–SRQ, 09/26/26 – 10/03/26: From $359
    26

    Sa

  • ORD–SRQ, 09/27/26 – 10/04/26: From $474
    27

    Su

  • ORD–SRQ, 09/28/26 – 10/05/26: From $359
    28

    Mo

  • ORD–SRQ: cmp-view-offers-disclaimer. Find Offers
    29

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  • ORD–SRQ: cmp-view-offers-disclaimer. Find Offers
    30

    We

    • range$359-$507

    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 Sarasota flights

    $
    keyboard_arrow_down

    Chicago (ORD)to

    Sarasota (SRQ)
    11/09/26 - 11/16/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/16/26 - 11/23/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/26/26 - 12/03/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/02/26 - 11/09/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/03/26 - 11/10/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/04/26 - 11/11/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/07/26 - 11/14/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes ago

    Chicago (ORD)to

    Sarasota (SRQ)
    11/10/26 - 11/17/26

    Round trip

    Economy

    from
    $339Fare subject to changes
    Updated: 17 minutes 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 Sarasota

    Looking for lower fares on your trip from Chicago to Sarasota? 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 Sarasota