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Jamaica

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Jamaica Flights as Low as $378

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

JetBlue Airways
Sun, Sep 14 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$378 Roundtrip, found 4 days ago
$378
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sun, Sep 14 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $378 found 4 days ago
JetBlue Airways
Tue, Sep 16 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$384 Roundtrip, found 4 days ago
$384
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $384 found 4 days ago
JetBlue Airways
Sat, Sep 13 - Sat, Sep 20
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$388 Roundtrip, found 4 days ago
$388
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 20, priced at $388 found 4 days ago
JetBlue Airways
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $395 found 1 day ago
JetBlue Airways
Thu, Sep 18 - Tue, Sep 23
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$398 Roundtrip, found 4 days ago
$398
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Sep 18 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 23, priced at $398 found 4 days ago
JetBlue Airways
Mon, Sep 15 - Thu, Sep 25
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$404 Roundtrip, found 4 days ago
$404
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Thu, Sep 25, priced at $404 found 4 days ago
JetBlue Airways
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$405 Roundtrip, found 1 day ago
$405
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $405 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$408 Roundtrip, found 3 days ago
$408
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $408 found 3 days ago
Delta
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$411 Roundtrip, found 1 day ago
$411
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $411 found 1 day ago
JetBlue Airways
Mon, Sep 15 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$414 Roundtrip, found 4 days ago
$414
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Mon, Sep 15 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $414 found 4 days ago
Delta
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$414 Roundtrip, found 3 days ago
$414
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $414 found 3 days ago
JetBlue Airways
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$418 Roundtrip, found 3 days ago
$418
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $418 found 3 days ago
Delta
Sat, Sep 13 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$421 Roundtrip, found 1 day ago
$421
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 13 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $421 found 1 day ago
JetBlue Airways
Tue, Sep 16 - Tue, Sep 16
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$423 Roundtrip, found 3 days ago
$423
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 16, priced at $423 found 3 days ago
Delta
Tue, Sep 16 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$424 Roundtrip, found 3 days ago
$424
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Sep 16 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $424 found 3 days ago
JetBlue Airways
Thu, Sep 11 - Wed, Sep 17
TPA
Tampa Intl.
RUT
Rutland Southern Vermont Regional
$425 Roundtrip, found 1 day ago
$425
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 11 from Tampa Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 17, priced at $425 found 1 day 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 $378, 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 $378 right now, why wait?

Jamaica Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$378

Last Minute Hotel Deals in Jamaica

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 (1,000 reviews)
Very good last-minute stay
"I booked this room last-minute but checkin was smooth, room was comfortable. I like that there are two restaurants in walking distance."

Reviewed on Jul 14, 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! (777 reviews)
"Our favorite place to stay in the area"

Reviewed on Jun 20, 2025

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Kimpton Taconic Hotel by IHG
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! (493 reviews)
"The property was historic and very quaint and the common areas were nice. Coffee was good. For the price paid -carpet in halls & elevator needed replaced/woodwork repainted. Air conditioner was a window unit/room outdated."

Reviewed on Jul 14, 2025

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The Equinox Golf Resort & Spa
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! (845 reviews)
"Perfect accommodations for what we needed."

Reviewed on Jul 14, 2025

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Hampton Inn Brattleboro
Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (756 reviews)
"Amazing building with very knowledgeable and keen staff. Bustling city Centre but delivers comfort & an experience."

Reviewed on Jul 4, 2025

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Latchis Hotel
Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

2.5 out of 5
1186 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (651 reviews)
"Great place for a quick stay with my son on the way to Maine."

Reviewed on Jul 13, 2025

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Comfort Inn & Suites Brattleboro I-91
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 ...
8.8/10 Excellent! (488 reviews)
Ok staff for price and location
"Had some issues on check and and no inn keepers or anyone at the site but after several phone calls and text which we assume was the owners got resolved."

Reviewed on Jul 6, 2025

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Mountaineer Inn
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! (203 reviews)
"I was only there for a night but, luckily they were have a 4th of July Celebration which I appreciated. It was a pleasant surprise. The hotel was furnished as a lodg room were clean and comfortable. My son loved the big pool and the hot tubs. Even though it is ski resort the hotel certainly has options ..."

Reviewed on Jul 9, 2025

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Mount Snow Grand Summit Resort
See all 2,505 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.