Flight + Hotel Packages from Chicago to Montego Bay
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Number of Stars
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1/30
4Night(s) Trip
Castlevue B&B
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ORD-MBJ
Flights+Hotel
From
$642* Price subject to change
Viewed:11 hours ago
2/30
4Night(s) Trip
Chaudhry Second Floor Single Suite
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ORD-MBJ
Flights+Hotel
From
$679* Price subject to change
Viewed:11 hours ago
3/30
4Night(s) Trip
Ocean Eden Bay - Adults Only - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$936* Price subject to change
Viewed:11 hours ago
4/30
4Night(s) Trip
Secrets St. James Montego Bay - All Inclusive - Adults only
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ORD-MBJ
Flights+Hotel
From
$987* Price subject to change
Viewed:11 hours ago
5/30
4Night(s) Trip
Hilton Rose Hall Resort & Spa - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$994* Price subject to change
Viewed:11 hours ago
6/30
4Night(s) Trip
Iberostar Selection Rose Hall Suites
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ORD-MBJ
Flights+Hotel
From
$1,037* Price subject to change
Viewed:11 hours ago
7/30
4Night(s) Trip
Secrets Wild Orchid- All Inclusive- Adults Only
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ORD-MBJ
Flights+Hotel
From
$1,039* Price subject to change
Viewed:11 hours ago
8/30
4Night(s) Trip
Hyatt Ziva Rose Hall - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,058* Price subject to change
Viewed:11 hours ago
9/30
4Night(s) Trip
Jewel Grande Montego Bay Resort and Spa
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ORD-MBJ
Flights+Hotel
From
$1,062* Price subject to change
Viewed:11 hours ago
10/30
4Night(s) Trip
Zoetry Montego Bay - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,066* Price subject to change
Viewed:11 hours ago
11/30
4Night(s) Trip
S Hotel Montego Bay - Luxury Boutique All-Inclusive Hotel
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ORD-MBJ
Flights+Hotel
From
$1,085* Price subject to change
Viewed:11 hours ago
12/30
4Night(s) Trip
Half Moon
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ORD-MBJ
Flights+Hotel
From
$1,128* Price subject to change
Viewed:11 hours ago
13/30
4Night(s) Trip
Hyatt Zilara Rose Hall Adults Only - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,165* Price subject to change
Viewed:11 hours ago
14/30
4Night(s) Trip
JOIA Rose Hall by Iberostar
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ORD-MBJ
Flights+Hotel
From
$1,195* Price subject to change
Viewed:11 hours ago
15/30
7Night(s) Trip
Marigot Beach Club & Dive Resort
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ORD-MBJ
Flights+Hotel
From
$1,253* Price subject to change
Viewed:13 hours ago
16/30
4Night(s) Trip
Breathless Montego Bay-All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,256* Price subject to change
Viewed:11 hours ago
17/30
4Night(s) Trip
Riu Reggae - Adults Only - All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,305* Price subject to change
Viewed:12 hours ago
18/30
4Night(s) Trip
Sandals Royal Caribbean All Inclusive Resort & Private Island - Couples Only
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ORD-MBJ
Flights+Hotel
From
$1,624* Price subject to change
Viewed:11 hours ago
19/30
7Night(s) Trip
Bay Gardens Beach Resort & Spa
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ORD-MBJ
Flights+Hotel
From
$1,642* Price subject to change
Viewed:13 hours ago
20/30
7Night(s) Trip
Windjammer Landing Villa Beach Resort
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ORD-MBJ
Flights+Hotel
From
$1,721* Price subject to change
Viewed:13 hours ago
21/30
7Night(s) Trip
Ti Kaye Resort & Spa
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ORD-MBJ
Flights+Hotel
From
$1,811* Price subject to change
Viewed:13 hours ago
22/30
3Night(s) Trip
Tamboo Resort
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ORD-MBJ
Flights+Hotel
From
$844* Price subject to change
Viewed:a day ago
23/30
3Night(s) Trip
Villas Sur Mer
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ORD-MBJ
Flights+Hotel
From
$919* Price subject to change
Viewed:a day ago
24/30
3Night(s) Trip
Azul Beach Resort Negril, Gourmet All Inclusive by Karisma
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ORD-MBJ
Flights+Hotel
From
$1,285* Price subject to change
Viewed:a day ago
25/30
3Night(s) Trip
Blue Skies Beach Resort
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ORD-MBJ
Flights+Hotel
From
$1,372* Price subject to change
Viewed:a day ago
26/30
3Night(s) Trip
Grand Palladium Jamaica Resort & Spa-All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,493* Price subject to change
Viewed:a day ago
27/30
3Night(s) Trip
The Signature Level at Grand Palladium Lady Hamilton Resort & Spa- All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,537* Price subject to change
Viewed:a day ago
28/30
3Night(s) Trip
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
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ORD-MBJ
Flights+Hotel
From
$1,604* Price subject to change
Viewed:a day ago
29/30
7Night(s) Trip
The Cliff Hotel
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ORD-MBJ
Flights+Hotel
From
$1,636* Price subject to change
Viewed:a day ago
30/30
7Night(s) Trip
Couples Swept Away - All Inclusive - Couples Only
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ORD-MBJ
Flights+Hotel
From
$1,812* 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 Montego Bay
Tuesdaymoderate rain
87°F06/24/25
Wednesdaymoderate rain
85°F06/25/25
Thursdaylight rain
85°F06/26/25
Fridaylight rain
86°F06/27/25
Saturdaylight rain
85°F06/28/25
Sundaylight rain
83°F06/29/25
Mondaylight rain
85°F06/30/25
Powered by: OpenWeatherMap.org
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