Flight + Hotel Packages from Chicago to St. Thomas
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1/19
4Night(s) Trip
Margaritaville Vacation Club by Wyndham - St Thomas
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ORD-STT
Flights+Hotel
From
$2,736* Price subject to change
Viewed:14 hours ago
2/19
4Night(s) Trip
Point Pleasant Resort
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ORD-STT
Flights+Hotel
From
$2,752* Price subject to change
Viewed:14 hours ago
3/19
4Night(s) Trip
Starz hotel
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ORD-STT
Flights+Hotel
From
$2,456* Price subject to change
Viewed:14 hours ago
4/19
4Night(s) Trip
Carambola Beach Resort St. Croix, US Virgin Islands
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ORD-STT
Flights+Hotel
From
$2,553* Price subject to change
Viewed:14 hours ago
5/19
4Night(s) Trip
The Westin® St. Thomas Beach Resort & Spa
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ORD-STT
Flights+Hotel
From
$3,014* Price subject to change
Viewed:14 hours ago
6/19
4Night(s) Trip
The Buccaneer Beach & Golf Resort
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ORD-STT
Flights+Hotel
From
$3,538* Price subject to change
Viewed:14 hours ago
7/19
4Night(s) Trip
Secret Harbour Beach Resort
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ORD-STT
Flights+Hotel
From
$3,851* Price subject to change
Viewed:14 hours ago
8/19
4Night(s) Trip
Buoy Haus Beach Resort St. Thomas, Autograph Collection®
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ORD-STT
Flights+Hotel
From
$3,392* Price subject to change
Viewed:14 hours ago
9/19
4Night(s) Trip
The Westin St. John Resort Villas
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ORD-STT
Flights+Hotel
From
$3,478* Price subject to change
Viewed:14 hours ago
10/19
4Night(s) Trip
The Ritz-Carlton St. Thomas
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ORD-STT
Flights+Hotel
From
$4,153* Price subject to change
Viewed:14 hours ago
11/19
3Night(s) Trip
Starz hotel
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ORD-STT
Flights+Hotel
From
$914* Price subject to change
Viewed:a day ago
12/19
3Night(s) Trip
Carambola Beach Resort St. Croix, US Virgin Islands
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ORD-STT
Flights+Hotel
From
$1,012* Price subject to change
Viewed:a day ago
13/19
3Night(s) Trip
The Westin® St. Thomas Beach Resort & Spa
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ORD-STT
Flights+Hotel
From
$1,289* Price subject to change
Viewed:a day ago
14/19
3Night(s) Trip
The Buccaneer Beach & Golf Resort
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ORD-STT
Flights+Hotel
From
$1,378* Price subject to change
Viewed:a day ago
15/19
3Night(s) Trip
Oceans at Divi Carina Bay - Adults Only
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ORD-STT
Flights+Hotel
From
$1,442* Price subject to change
Viewed:a day ago
16/19
3Night(s) Trip
Secret Harbour Beach Resort
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ORD-STT
Flights+Hotel
From
$1,507* Price subject to change
Viewed:a day ago
17/19
3Night(s) Trip
Buoy Haus Beach Resort St. Thomas, Autograph Collection®
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ORD-STT
Flights+Hotel
From
$1,556* Price subject to change
Viewed:a day ago
18/19
3Night(s) Trip
The Westin St. John Resort Villas
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ORD-STT
Flights+Hotel
From
$1,610* Price subject to change
Viewed:a day ago
19/19
3Night(s) Trip
The Ritz-Carlton St. Thomas
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ORD-STT
Flights+Hotel
From
$1,838* Price subject to change
Viewed:a day ago
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*Average total price per person based on round trip flights and double occupancy hotel stays. Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply.
Current Weather in St. Thomas
Tuesdayovercast clouds
83°F06/24/25
Wednesdayscattered clouds
83°F06/25/25
Thursdaylight rain
82°F06/26/25
Fridaylight rain
80°F06/27/25
Saturdaylight rain
81°F06/28/25
Sundaylight rain
82°F06/29/25
Mondaylight rain
82°F06/30/25
Powered by: OpenWeatherMap.org
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