Fri, Jan 29 - Wed, Feb 3
MDW
Chicago
MBJ
Montego Bay
$531 Roundtrip, found 6 hours ago
$531
Roundtrip
found 6 hours ago
Select Delta flight, departing Fri, Jan 29 from Chicago to Montego Bay, returning Wed, Feb 3, priced at $531 found 6 hours ago
Tue, Feb 9 - Mon, Feb 15
MDW
Chicago
MBJ
Montego Bay
$771 Roundtrip, found 3 hours ago
$771
Roundtrip
found 3 hours ago
Select Delta flight, departing Tue, Feb 9 from Chicago to Montego Bay, returning Mon, Feb 15, priced at $771 found 3 hours ago
Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall

Blue Seas Two Unity Hall

3 out of 5
Price was $2,023, price is now $844 per person
$844
per person
Jan 20 - Jan 24
found 23 hours ago
Roundtrip flight included
Chicago (ORD) to Montego Bay (MBJ)
Sunset at the Palms Resort - Adults Only - All Inclusive

Sunset at the Palms Resort - Adults Only - All Inclusive

4.5 out of 5
Price was $4,058, price is now $1,571 per person
$1,571
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
Ocean Eden Bay - Adults Only - All inclusive

Ocean Eden Bay - Adults Only - All inclusive

5 out of 5
Price was $3,447, price is now $1,437 per person
$1,437
per person
Jan 25 - Jan 29
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Montego Bay (MBJ)
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Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

4 out of 5
Mahoe Bay, Ironshore Montego Bay Saint James
A full-service spa is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Enjoy a day at the beach snorkeling, or relax with ...
8.6/10 Excellent! (5,729 reviews)
"The overall esthetic of the resort is nice. The male staff members are far more friendly than the female staff. Samantha in the sink dining room was amazing. FYI...if you dont like the constant scent of THC, this might not be the place for you. I couldn't enjoy my balcony because of the smell."

Reviewed on Nov 10, 2026

Hotel Riu Montego Bay - Adults Only - All Inclusive
Coyaba Beach Resort

Coyaba Beach Resort

3.5 out of 5
18 Mahoe Bay, Ironshore Montego Bay St. James Parish
A private beach, 2 restaurants, and an outdoor pool are all featured at this hotel. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like ...
9.2/10 Wonderful! (113 reviews)
"We were about nervous about booking our stay here because it seems relatively new and just a bit off. Our suspicions were correct. We just needed a place to crash before our flight the next day and didn't want to book an all inclusive - although in hindsight, the food and drinks prices were so high ..."

Reviewed on Nov 10, 2026

Coyaba Beach Resort
Deja Resort All Inclusive

Deja Resort All Inclusive

3.5 out of 5
92 Gloucester Avenue Montego Bay Saint James
An outdoor pool is on site and the staff is available around-the-clock at the 24-hour front desk. Families will appreciate the onsite laundry facilities, kid-friendly ...
8.2/10 Very Good! (2,024 reviews)
"It was a relaxing experience. The food was good. The staff members were reliable and friendly. I would return."

Reviewed on Nov 9, 2026

Deja Resort All Inclusive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.