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Jamaica

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Jamaica Flights as Low as $521

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

Delta
Mon, Sep 14 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$521 Roundtrip, found 4 days ago
$521
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $521 found 4 days ago
Delta
Sat, Sep 12 - Sat, Sep 26
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$524 Roundtrip, found 6 days ago
$524
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Sep 12 from San Diego Intl. to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $524 found 6 days ago
United
Tue, Sep 15 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$531 Roundtrip, found 6 days ago
$531
Roundtrip
found 6 days ago
Select United flight, departing Tue, Sep 15 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $531 found 6 days ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$534 Roundtrip, found 1 day ago
$534
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $534 found 1 day ago
Delta
Sat, Sep 12 - Fri, Sep 25
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$534 Roundtrip, found 6 days ago
$534
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Sep 12 from San Diego Intl. to Rutland Southern Vermont Regional, returning Fri, Sep 25, priced at $534 found 6 days ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$536 Roundtrip, found 6 days ago
$536
Roundtrip
found 6 days ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $536 found 6 days ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$541 Roundtrip, found 1 day ago
$541
Roundtrip
found 1 day ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $541 found 1 day ago
United
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$544 Roundtrip, found 1 day ago
$544
Roundtrip
found 1 day ago
Select United flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $544 found 1 day ago
United
Mon, Sep 14 - Tue, Sep 29
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$547 Roundtrip, found 1 day ago
$547
Roundtrip
found 1 day ago
Select United flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $547 found 1 day ago
United
Fri, Sep 11 - Wed, Sep 23
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$550 Roundtrip, found 6 days ago
$550
Roundtrip
found 6 days ago
Select United flight, departing Fri, Sep 11 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 23, priced at $550 found 6 days ago
American Airlines
Mon, Sep 14 - Mon, Sep 28
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$551 Roundtrip, found 1 day ago
$551
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 14 from San Diego Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 28, priced at $551 found 1 day ago
American Airlines
Fri, Sep 25 - Wed, Sep 30
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$554 Roundtrip, found 1 day ago
$554
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 25 from San Diego Intl. to Rutland Southern Vermont Regional, returning Wed, Sep 30, priced at $554 found 1 day ago
Alaska Airlines
Fri, Sep 11 - Mon, Sep 28
SAN
San Diego Intl.
RUT
Rutland Southern Vermont Regional
$555 Roundtrip, found 6 days ago
$555
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Fri, Sep 11 from San Diego Intl. to Rutland Southern Vermont Regional, returning Mon, Sep 28, priced at $555 found 6 days ago
JetBlue Airways
Wed, Sep 16 - Mon, Sep 28
IAH
George Bush Intercontinental
RUT
Rutland Southern Vermont Regional
$564 Roundtrip, found 1 day ago
$564
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 16 from George Bush Intercontinental to Rutland Southern Vermont Regional, returning Mon, Sep 28, priced at $564 found 1 day ago
United
Sat, Sep 5 - Fri, Sep 25
SHV
Shreveport Regional
RUT
Rutland Southern Vermont Regional
$574 Roundtrip, found 1 day ago
$574
Roundtrip
found 1 day ago
Select United flight, departing Sat, Sep 5 from Shreveport Regional to Rutland Southern Vermont Regional, returning Fri, Sep 25, priced at $574 found 1 day ago
United
Sat, Sep 26 - Tue, Sep 29
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$606 Roundtrip, found 15 hours ago
$606
Roundtrip
found 15 hours ago
Select United flight, departing Sat, Sep 26 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Tue, Sep 29, priced at $606 found 15 hours 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 $521, 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 $521 right now, why wait?

Jamaica Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$521

Last Minute Hotel Deals in Jamaica

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Book a stay at this golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (862 reviews)
"A few unexpected extra charges for property fees"

Reviewed on Aug 17, 2026

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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
Book a stay at this luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Popular attractions Golf Club at Equinox and American ...
7.4/10 Good! (660 reviews)
"The bed sunk into the middle and had no support and the shower didn’t drain so you had to shower in standing water Overall rooms were tired and needed updating Poor lighting in bathroom vanity area."

Reviewed on Aug 23, 2026

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The Equinox Golf Resort & Spa
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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Colonial Motel
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. ...
8.6/10 Excellent! (965 reviews)
"The room was very clean and the staff was amazing but the proximity of the hotel makes it hard to sleep in the morning. It’s at a very busy intersection, and the train comes through and blasts its horn early in the morning.It is a great place to stay, but if you want to sleep in, it’s not the right ..."

Reviewed on Aug 25, 2026

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Latchis Hotel
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 ...
8.2/10 Very Good! (1,000 reviews)
"Staff were extremely friendly. The whole place was clean. Hit tub was really a whirlpool..movement but no bubbles. So nice and warm though. Great stay!!"

Reviewed on Aug 21, 2026

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Hampton Inn Brattleboro
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
5383 Main St Manchester Center VT
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (997 reviews)
"👍"

Reviewed on Aug 25, 2026

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The Palmer House Resort, an Ascend Collection Hotel
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Book a stay at this spa resort in West Dover. Enjoy free WiFi, a full-service spa, and a free area shuttle. Popular attractions Mount Snow and Tumbleweed Ski ...
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Grand Summit Resort, A Vail Resorts Property
Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

2.5 out of 5
4519 Main St Manchester Center VT
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! (1,014 reviews)
"A great Hotel"

Reviewed on Aug 25, 2026

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Hampton Inn and Suites Manchester
See all 2,593 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.