Middlesex County All inclusive Holidays
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Price found within the past 48 hours. Click for updated prices.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was €1,924, price is now €1,149 per person
€1,149
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.6/10 Excellent! (5,305 reviews)
Loved it our housekeeper we had was the best!
Reviewed on 19 Jun 2026
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Price was €6,778, price is now €3,895 per person
€3,895
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities
Reviewed on 1 May 2025
Excellence Oyster Bay - Adults Only All Inclusive
Price was €2,042, price is now €1,241 per person
€1,241
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,370 reviews)
It was a really good experience. How to best utilize the amenities could have been explained better upon arrival rather than leaving the guest to spend a lot of time figuring it out. Otherwise it was a great place with lots of great upscale restaurants and beautiful views.
Reviewed on 20 Jun 2026
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Price was €1,841, price is now €1,158 per person
€1,158
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8/10 Very Good! (1,395 reviews)
The staff was good. Food not to my taste
Reviewed on 21 Jun 2026
Grand Palladium Jamaica Resort & Spa All Inclusive
Price was €1,833, price is now €1,155 per person
€1,155
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8/10 Very Good! (1,567 reviews)
The staff was very helpful and pleasant. We enjoyed our time on the property and would definitely travel there again.
Reviewed on 21 Jun 2026
Don't see what you're looking for?
See all available trips from Chicago to Middlesex County
View all tripsPrice found within the past 48 hours. Click for updated prices.
Grand Palladium Lady Hamilton Resort & Spa All Inclusive
Price was €1,841, price is now €1,158 per person
€1,158
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8/10 Very Good! (1,395 reviews)
The staff was good. Food not to my taste
Reviewed on 21 Jun 2026
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Price was €6,778, price is now €3,895 per person
€3,895
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities
Reviewed on 1 May 2025
Excellence Oyster Bay - Adults Only All Inclusive
Price was €2,042, price is now €1,241 per person
€1,241
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,370 reviews)
It was a really good experience. How to best utilize the amenities could have been explained better upon arrival rather than leaving the guest to spend a lot of time figuring it out. Otherwise it was a great place with lots of great upscale restaurants and beautiful views.
Reviewed on 20 Jun 2026
Don't see what you're looking for?
See all available trips from Chicago to Middlesex County
View all tripsPrice found within the past 48 hours. Click for updated prices.
Hotel Riu Montego Bay - Adults Only - All Inclusive
Price was €1,924, price is now €1,149 per person
€1,149
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
8.6/10 Excellent! (5,305 reviews)
Loved it our housekeeper we had was the best!
Reviewed on 19 Jun 2026
The Beach Villas at Excellence Oyster Bay - Adults Only All Inclusive
Price was €6,778, price is now €3,895 per person
€3,895
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
10/10 Exceptional! (2 reviews)
Excellent Resort, especially all the excellence club amenities
Reviewed on 1 May 2025
Excellence Oyster Bay - Adults Only All Inclusive
Price was €2,042, price is now €1,241 per person
€1,241
per person
22 Aug - 26 Aug
found 3 hours ago
Return flight included
Chicago (ORD) to Montego Bay (MBJ)
9.2/10 Wonderful! (1,370 reviews)
It was a really good experience. How to best utilize the amenities could have been explained better upon arrival rather than leaving the guest to spend a lot of time figuring it out. Otherwise it was a great place with lots of great upscale restaurants and beautiful views.
Reviewed on 20 Jun 2026
Don't see what you're looking for?
See all available trips from Chicago to Middlesex County
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
