American Airlines flights from Chicago to St. Thomas

Recent searches for flights from Chicago to St. Thomas

Aug 2026
From$896*
Updated: 5 hours ago
Round tripIEconomy
Sep 2026
From$461*
Updated: 5 hours ago
Round tripIEconomy
Oct 2026
From$509*
Updated: 33 minutes ago
Round tripIEconomy
cmp-daily-histogram-bars-legend-min-price-aria-label $704
cmp-daily-histogram-bars-legend-max-price-aria-label $2.2K
Displaying fares for August-2026
  • ORD–STT: cmp-view-offers-disclaimer. Find Offers
    26

    We

    AUG

  • ORD–STT, 08/27/26 – 09/03/26: From $1,025
    27

    Th

  • ORD–STT, 08/28/26 – 09/04/26: From $993
    28

    Fr

  • ORD–STT, 08/29/26 – 09/05/26: From $921
    29

    Sa

  • ORD–STT, 08/30/26 – 09/06/26: From $896
    30

    Su

  • ORD–STT, 08/31/26 – 09/07/26: From $1,318
    31

    Mo

  • ORD–STT, 09/01/26 – 09/08/26: From $1,268
    01

    Tu

    SEP

  • ORD–STT, 09/02/26 – 09/09/26: From $1,416
    02

    We

  • ORD–STT, 09/03/26 – 09/10/26: From $1,432
    03

    Th

  • ORD–STT, 09/04/26 – 09/11/26: From $1,391
    04

    Fr

  • ORD–STT, 09/05/26 – 09/12/26: From $1,212
    05

    Sa

  • ORD–STT, 09/06/26 – 09/13/26: From $2,249
    06

    Su

  • ORD–STT, 09/07/26 – 09/14/26: From $1,426
    07

    Mo

  • ORD–STT, 09/08/26 – 09/15/26: From $1,241
    08

    Tu

  • ORD–STT, 09/09/26 – 09/16/26: From $1,253
    09

    We

  • ORD–STT, 09/10/26 – 09/17/26: From $1,030
    10

    Th

  • ORD–STT, 09/11/26 – 09/18/26: From $1,248
    11

    Fr

  • ORD–STT, 09/12/26 – 09/19/26: From $895
    12

    Sa

  • ORD–STT, 09/13/26 – 09/20/26: From $1,966
    13

    Su

  • ORD–STT, 09/14/26 – 09/21/26: From $945
    14

    Mo

  • ORD–STT, 09/15/26 – 09/22/26: From $1,030
    15

    Tu

  • ORD–STT, 09/16/26 – 09/23/26: From $810
    16

    We

  • ORD–STT, 09/17/26 – 09/24/26: From $805
    17

    Th

  • ORD–STT, 09/18/26 – 09/25/26: From $895
    18

    Fr

  • ORD–STT, 09/19/26 – 09/26/26: From $930
    19

    Sa

  • ORD–STT, 09/20/26 – 09/27/26: From $878
    20

    Su

  • ORD–STT, 09/21/26 – 09/28/26: From $704
    21

    Mo

  • ORD–STT, 09/22/26 – 09/29/26: From $709
    22

    Tu

  • ORD–STT: cmp-view-offers-disclaimer. Find Offers
    23

    We

  • ORD–STT: cmp-view-offers-disclaimer. Find Offers
    24

    Th

  • ORD–STT: cmp-view-offers-disclaimer. Find Offers
    25

    Fr

    • range$704-$2,249

    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 St. Thomas flights

    $
    keyboard_arrow_down

    Chicago (ORD)to

    St. Thomas (STT)
    11/08/26 - 11/12/26

    Round trip

    Economy

    from
    $222Fare subject to changes
    Updated: 23 hours ago

    Chicago (ORD)to

    St. Thomas (STT)
    09/28/26 - 10/05/26

    Round trip

    Economy

    from
    $461Fare subject to changes
    Updated: 5 hours ago

    Chicago (ORD)to

    St. Thomas (STT)
    10/23/26 - 10/29/26

    Round trip

    Economy

    from
    $509Fare subject to changes
    Updated: 30 minutes ago

    Chicago (ORD)to

    St. Thomas (STT)
    10/13/26 - 10/20/26

    Round trip

    Economy

    from
    $514Fare subject to changes
    Updated: 5 hours ago

    Chicago (ORD)to

    St. Thomas (STT)
    02/01/27 - 02/07/27

    Round trip

    Economy

    from
    $519Fare subject to changes
    Updated: 3 hours ago

    Chicago (ORD)to

    St. Thomas (STT)
    11/09/26 - 11/16/26

    Round trip

    Economy

    from
    $543Fare subject to changes
    Updated: 5 hours ago

    Chicago (ORD)to

    St. Thomas (STT)
    10/28/26 - 11/04/26

    Round trip

    Economy

    from
    $543Fare subject to changes
    Updated: 5 hours ago

    Chicago (ORD)to

    St. Thomas (STT)
    10/27/26 - 11/03/26

    Round trip

    Economy

    from
    $548Fare subject to changes
    Updated: 5 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 St. Thomas

    Looking for lower fares on your trip from Chicago to St. Thomas? 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 St. Thomas