Skip to main content

Vacations from Chicago to St. Thomas

  1. Home keyboard_arrow_right
  2. American Airlines Vacations packages keyboard_arrow_right
  3. U.S. Virgin Islands vacations keyboard_arrow_right
  4. Chicago - St. Thomas vacations keyboard_arrow_right

Choose 2 or more:

Please check if you want to include it in the search.
Book flight only

Enter to select travel class and passengers

Bag and optional feesOpens external site in a new window
Changes to checked bag fees and allowances Opens external site in a new window
Vacations from Chicago to St. Thomas

2-5 night deals from Chicago to St. Thomas

em-cmp-fare-cards-see-allemail

  • 5 night stay

    Bunker Hill Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    10/12/2019 - 10/17/2019
    from

    $787*

    per person

  • 4 night stay

    Bunker Hill Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    8/03/2019 - 8/07/2019
    from

    $906*

    per person

  • 5 night stay

    Point Pleasant Resort

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    10/12/2019 - 10/17/2019
    from

    $936*

    per person

  • 5 night stay

    Windward Passage Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    10/12/2019 - 10/17/2019
    from

    $948*

    per person

  • 5 night stay

    Olga's Fancy

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    10/12/2019 - 10/17/2019
    from

    $951*

    per person

    • *Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays

    6-10 night deals from Chicago to St. Thomas

    em-cmp-fare-cards-see-allemail

  • 6 night stay

    Bunker Hill Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    6/24/2019 - 6/30/2019
    from

    $1,498*

    per person

  • 6 night stay

    Point Pleasant Resort

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    6/24/2019 - 6/30/2019
    from

    $1,599*

    per person

  • 6 night stay

    Windward Passage Hotel

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    6/24/2019 - 6/30/2019
    from

    $1,752*

    per person

  • 6 night stay

    Emerald Beach Resort

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    6/24/2019 - 6/30/2019
    from

    $1,962*

    per person

  • 6 night stay

    Wyndham Margaritaville St Thomas

    gradegradegradegradegradegradegradegradegradegrade
    ORD - STT
    6/24/2019 - 6/30/2019
    from

    $2,143*

    per person

    • *Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays

    Weather in St. Thomas

    Sunday sky is clear
    84°F 6/16/2019
    Monday light rain
    81°F 6/17/2019
    Tuesday scattered clouds
    81°F 6/18/2019
    Wednesday light rain
    82°F 6/19/2019
    Thursday light rain
    82°F 6/20/2019
    Friday few clouds
    82°F 6/21/2019
    Saturday scattered clouds
    81°F 6/22/2019
    Powered by: OpenWeatherMap.org

    You may also like...