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Jamaica

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Jamaica Flights as Low as $995

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Cheap Flights to Jamaica

Fall in love at first flight with your vacation to Jamaica by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Jamaica on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Jamaica, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Jamaica

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Jamaica with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the VSF airport.

What is the cheapest month to fly to Jamaica?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Jamaica are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Jamaica?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Jamaica.

What airport is best to fly into Jamaica?

When you’re planning your trip to Jamaica, convenience is the name of the game. Luckily, Jamaica Hartness State Airport is nearby so you can deplane and get going on checking off everything on your Jamaica must-do list.

How much are flights to Jamaica?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Jamaica on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $995, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Jamaica?

The trick to saving a stack of cash on your flight to Jamaica? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $995 right now, why wait?

Jamaica Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$995

Last Minute Hotel Deals in Jamaica

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
The price is $129 per night from Sep 30 to Oct 1
$129
includes taxes & fees
Sep 30 - Oct 1
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,003 reviews)
"Fantastic for this regular swimmer to have these lap pools on the property. The place is a bit long in the tooth (worn) but for the price it was a great deal."

Reviewed on Sep 20, 2024

Colonial Motel And Spa
The Equinox Golf Resort & Spa
The Equinox Golf Resort & Spa
4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
The price is $362 per night from Sep 29 to Sep 30
$362
includes taxes & fees
Sep 29 - Sep 30
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, a full-service spa, and 4 restaurants. Our guests praise the property condition in our ...
7.2/10 Good! (410 reviews)
"We loved the property and the staff was excellent."

Reviewed on Sep 22, 2024

The Equinox Golf Resort & Spa
The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
The price is $121 per night from Sep 29 to Sep 30
$121
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,010 reviews)
"Room was a value"

Reviewed on Sep 22, 2024

The Covered Bridge Inn
Hampton Inn and Suites Manchester
Hampton Inn and Suites Manchester
2.5 out of 5
4519 Main St, Manchester Center, VT
The price is $189 per night from Oct 27 to Oct 28
$189
includes taxes & fees
Oct 27 - Oct 28
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.6/10 Exceptional! (1,005 reviews)
"The staff was excellent. They were very friendly, helpful, and accommodating."

Reviewed on Sep 20, 2024

Hampton Inn and Suites Manchester
The Black Bear Lodge at Stratton Mountain Resort
The Black Bear Lodge at Stratton Mountain Resort
3 out of 5
5 Village Lodge Road, Stratton, VT
The price is $149 per night from Sep 29 to Sep 30
$149
includes taxes & fees
Sep 29 - Sep 30
Stay at this 3-star ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (846 reviews)
"Liked your staff. Very helpful"

Reviewed on Sep 19, 2024

The Black Bear Lodge at Stratton Mountain Resort
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
The price is $139 per night from Sep 29 to Sep 30
$139
includes taxes & fees
Sep 29 - Sep 30
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
8.2/10 Very Good! (964 reviews)
"Our room was spacious and clean. All employees were very friendly. The breakfast was fresh with lots of options. The bed was comfortable. The only drawback for our stay was the walls were thin. Our neighbors stayed up to the wee hours with their TV on. We were wakened in the very early hours with ..."

Reviewed on Sep 21, 2024

Hampton Inn Brattleboro
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
Stay at this 3.5-star spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (753 reviews)
"Wonderful experience."

Reviewed on Sep 3, 2024

Pointe at Castle Hill Resort
Kimpton Taconic Hotel, an IHG Hotel
Kimpton Taconic Hotel, an IHG Hotel
4 out of 5
3835 Main St., Manchester, VT
The price is $240 per night from Oct 27 to Oct 28
$240
includes taxes & fees
Oct 27 - Oct 28
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (710 reviews)
"Beautiful Hotel"

Reviewed on Sep 20, 2024

Kimpton Taconic Hotel, an IHG Hotel
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.