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Jamaica

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Jamaica Flights as Low as $254

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Wed, Sep 10 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $254 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Thu, Sep 25
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 25, priced at $274 found 2 days ago
JetBlue Airways
Mon, Sep 8 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $305 found 1 day ago
JetBlue Airways
Fri, Sep 12 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$315 Roundtrip, found 1 day ago
$315
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $315 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 23
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$326 Roundtrip, found 2 days ago
$326
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 23, priced at $326 found 2 days ago
JetBlue Airways
Wed, Sep 10 - Thu, Sep 18
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$333 Roundtrip, found 1 day ago
$333
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 18, priced at $333 found 1 day ago
JetBlue Airways
Sat, Sep 13 - Thu, Sep 25
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$336 Roundtrip, found 2 days ago
$336
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 25, priced at $336 found 2 days ago
JetBlue Airways
Wed, Sep 10 - Fri, Sep 19
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$343 Roundtrip, found 1 day ago
$343
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 10 from Tampa Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 19, priced at $343 found 1 day ago
JetBlue Airways
Fri, Sep 19 - Thu, Sep 25
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$346 Roundtrip, found 2 days ago
$346
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Sep 19 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 25, priced at $346 found 2 days ago
JetBlue Airways
Wed, Sep 17 - Tue, Sep 23
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$356 Roundtrip, found 2 days ago
$356
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Sep 17 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 23, priced at $356 found 2 days ago
JetBlue Airways
Tue, Sep 16 - Sun, Sep 21
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$364 Roundtrip, found 2 days ago
$364
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sun, Sep 21, priced at $364 found 2 days ago
JetBlue Airways
Mon, Sep 8 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $367 found 1 day ago
JetBlue Airways
Mon, Sep 8 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$372 Roundtrip, found 6 days ago
$372
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $372 found 6 days ago
JetBlue Airways
Sun, Sep 7 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$374 Roundtrip, found 6 days ago
$374
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $374 found 6 days ago
JetBlue Airways
Fri, Sep 12 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$377 Roundtrip, found 1 day ago
$377
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Sep 12 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $377 found 1 day ago
United
Wed, Oct 8 - Tue, Oct 14
MCO
Orlando Intl.
RUT
Rutland Southern Vermont Regional
$459 Roundtrip, found 5 days ago
$459
Roundtrip
found 5 days ago
Select United flight, departing Wed, Oct 8 from Orlando Intl. to Rutland Southern Vermont Regional, returning Tue, Oct 14, priced at $459 found 5 days ago

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 $254, 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 $254 right now, why wait?

Jamaica Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$253

Last Minute Hotel Deals in Jamaica

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our ...
7.2/10 Good! (511 reviews)
"Nice facilities"

Reviewed on Aug 11, 2025

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The Equinox Golf Resort & Spa
Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
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 ...
6.6/10 (1,001 reviews)
"The room I was given was quite impressive in size. Plenty accommodating for me and my dog. The a/c worked well, fridge was plenty cold, bed was comfortable and clean, the grounds surrounding the buildings is very nice for traveling with a dog. The front desk help was gracious and accommodating. That ..."

Reviewed on Aug 9, 2025

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Colonial Motel And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
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! (790 reviews)
Vermont views
"The hotel and its amenities were awesome. I would love to stay here again."

Reviewed on Aug 15, 2025

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Kimpton Taconic Hotel by IHG
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
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 ...
8/10 Very Good! (865 reviews)
Nice hotel option in Southern Vermont
"Great hotel to stay when traveling in Vermont. Convenient - right off of I-91, centrally located to a number of restaurants and food options. Pet-friendly hotel, we brought our furry friend and he was comfortable. Amenities were nice and clean including the pool and fitness area. Friendly staff who ..."

Reviewed on Aug 12, 2025

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Hampton Inn Brattleboro
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,002 reviews)
"The property was clean and comfortable."

Reviewed on Aug 15, 2025

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The Putney Inn
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! (862 reviews)
"Love this place and we will be back again, the bed is awesome and I like all the pillows and the comfort as u feel when u walk in"

Reviewed on Aug 15, 2025

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Pointe at Castle Hill Resort
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are ...
8.6/10 Excellent! (212 reviews)
A nice getaway. Great location.
"Parking is a bit unusual, but that was my only concern."

Reviewed on Jul 28, 2025

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Mount Snow Grand Summit Resort
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (499 reviews)
"It was a beautiful location...so quiet and peaceful The rooms to sit and enjoy were wonderful"

Reviewed on Aug 9, 2025

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Mountaineer Inn
See all 2,470 properties in Jamaica
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.