Vacations from Chicago to St. Thomas
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The Westin St. Thomas Beach Resort & Spa
11/18/2025 November 18, 2025
- 11/23/2025 November 23, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $1,960 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
The Westin St. John Resort Villas
11/18/2025 November 18, 2025
- 11/23/2025 November 23, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $2,443 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
The Ritz-Carlton, St. Thomas
11/18/2025 November 18, 2025
- 11/23/2025 November 23, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $2,565 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
5 night(s)
Marriott's Frenchman's Cove
11/18/2025 November 18, 2025
- 11/23/2025 November 23, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $2,878 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 13 hours ago
*Average total price per person based on round trip flights in the Main Cabin and double occupancy hotel stays. Prices displayed have been collected within the last 24 hrs and may no longer be available at time of booking. Modifying this information may result in a different price. To find the most updated price, please visit aavacations.com.
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