Flight + Hotel Packages from Chicago to San Antonio
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Carousel. Best fares on flights
1/30
4Night(s) Trip
Beach Studio 4
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ORD-MBJ
Flights+Hotel
From
$1,042* Price subject to change
Viewed:a day ago
2/30
4Night(s) Trip
Beach Studio 10
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ORD-MBJ
Flights+Hotel
From
$1,063* Price subject to change
Viewed:a day ago
3/30
4Night(s) Trip
Sand and Tan Beach Hotel
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ORD-MBJ
Flights+Hotel
From
$1,079* Price subject to change
Viewed:a day ago
4/30
4Night(s) Trip
Beach One Bedroom Suite 13
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ORD-MBJ
Flights+Hotel
From
$1,129* Price subject to change
Viewed:a day ago
5/30
4Night(s) Trip
Beach One Bedroom Suite A29
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ORD-MBJ
Flights+Hotel
From
$1,141* Price subject to change
Viewed:a day ago
6/30
4Night(s) Trip
Riu Ocho Rios - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,472* Price subject to change
Viewed:a day ago
7/30
4Night(s) Trip
Couples Tower Isle- All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,497* Price subject to change
Viewed:a day ago
8/30
4Night(s) Trip
Sky Beach Hotel
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ORD-MBJ
Flights+Hotel
From
$1,517* Price subject to change
Viewed:a day ago
9/30
4Night(s) Trip
Moon Palace Jamaica Grande - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,580* Price subject to change
Viewed:a day ago
10/30
4Night(s) Trip
Jewel Grande Montego Bay Resort and Spa
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ORD-MBJ
Flights+Hotel
From
$1,703* Price subject to change
Viewed:a day ago
11/30
4Night(s) Trip
Jamaica Inn
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ORD-MBJ
Flights+Hotel
From
$1,759* Price subject to change
Viewed:a day ago
12/30
4Night(s) Trip
Chaudhry Second Floor Single Suite
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ORD-MBJ
Flights+Hotel
From
$817* Price subject to change
Viewed:12 hours ago
13/30
5Night(s) Trip
Tamboo Resort
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ORD-MBJ
Flights+Hotel
From
$1,034* Price subject to change
Viewed:18 hours ago
14/30
5Night(s) Trip
Villas Sur Mer
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ORD-MBJ
Flights+Hotel
From
$1,185* Price subject to change
Viewed:18 hours ago
15/30
4Night(s) Trip
Riu Palace Tropical Bay-All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,348* Price subject to change
Viewed:11 hours ago
16/30
5Night(s) Trip
Grand Palladium Jamaica Resort & Spa-All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,424* Price subject to change
Viewed:18 hours ago
17/30
4Night(s) Trip
Riu Reggae - Adults Only - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,433* Price subject to change
Viewed:12 hours ago
18/30
4Night(s) Trip
Ocean Eden Bay - Adults Only - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,434* Price subject to change
Viewed:12 hours ago
19/30
5Night(s) Trip
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,538* Price subject to change
Viewed:18 hours ago
20/30
5Night(s) Trip
Royalton Negril, An Autograph Collection All-Inclusive Resort
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ORD-MBJ
Flights+Hotel
From
$1,567* Price subject to change
Viewed:18 hours ago
21/30
5Night(s) Trip
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
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ORD-MBJ
Flights+Hotel
From
$1,582* Price subject to change
Viewed:18 hours ago
22/30
4Night(s) Trip
Zoetry Montego Bay - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,616* Price subject to change
Viewed:12 hours ago
23/30
4Night(s) Trip
Secrets St. James Montego Bay - All Inclusive - Adults only
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ORD-MBJ
Flights+Hotel
From
$1,644* Price subject to change
Viewed:12 hours ago
24/30
4Night(s) Trip
Secrets Wild Orchid- All Inclusive- Adults Only
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ORD-MBJ
Flights+Hotel
From
$1,720* Price subject to change
Viewed:12 hours ago
25/30
4Night(s) Trip
Breathless Montego Bay-All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,790* Price subject to change
Viewed:12 hours ago
26/30
5Night(s) Trip
Castlevue B&B
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ORD-MBJ
Flights+Hotel
From
$741* Price subject to change
Viewed:16 minutes ago
27/30
5Night(s) Trip
Hilton Rose Hall Resort & Spa - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,509* Price subject to change
Viewed:16 minutes ago
28/30
5Night(s) Trip
Iberostar Selection Rose Hall Suites
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ORD-MBJ
Flights+Hotel
From
$1,574* Price subject to change
Viewed:16 minutes ago
29/30
5Night(s) Trip
S Hotel Montego Bay - Luxury Boutique All-Inclusive Hotel
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ORD-MBJ
Flights+Hotel
From
$1,602* Price subject to change
Viewed:16 minutes ago
30/30
5Night(s) Trip
Hyatt Ziva Rose Hall - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,817* Price subject to change
Viewed:16 minutes 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.