Vacations from Chicago to St. Thomas
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The Westin Beach Resort & Spa at Frenchman's Reef
10/01/2025 October 1, 2025
- 10/08/2025 October 8, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $1,991 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 11 hours ago
7 night(s)
The Westin St. John Resort Villas
10/01/2025 October 1, 2025
- 10/08/2025 October 8, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $2,462 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 11 hours ago
7 night(s)
The Ritz-Carlton, St. Thomas
10/01/2025 October 1, 2025
- 10/08/2025 October 8, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $3,177 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 11 hours ago
7 night(s)
Marriott's Frenchman's Cove
10/01/2025 October 1, 2025
- 10/08/2025 October 8, 2025
Chicago (ORD) To St. Thomas (STT)
Flight + Hotel
from $3,678 * cmp-price-disclaimer
Per person based on 2-person occupancy Updated: 11 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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