Search Cheap Flights to
Jamaica

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Jamaica Flights as Low as $476

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

JetBlue Airways
Wed, Jul 22 - Sat, Aug 1
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$476 Roundtrip, found 1 day ago
$476
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Jul 22 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Sat, Aug 1, priced at $476 found 1 day ago
JetBlue Airways
Fri, Jul 17 - Wed, Jul 22
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$476 Roundtrip, found 1 day ago
$476
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 22, priced at $476 found 1 day ago
JetBlue Airways
Fri, Jul 17 - Mon, Jul 20
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$486 Roundtrip, found 1 day ago
$486
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Mon, Jul 20, priced at $486 found 1 day ago
JetBlue Airways
Tue, Jul 14 - Wed, Jul 22
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$487 Roundtrip, found 1 day ago
$487
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jul 14 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 22, priced at $487 found 1 day ago
JetBlue Airways
Thu, Jul 23 - Thu, Jul 30
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$489 Roundtrip, found 1 day ago
$489
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 23 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 30, priced at $489 found 1 day ago
JetBlue Airways
Fri, Jul 17 - Fri, Jul 24
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$495 Roundtrip, found 1 day ago
$495
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Jul 17 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Fri, Jul 24, priced at $495 found 1 day ago
Delta
Sun, Jul 26 - Tue, Jul 28
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$495 Roundtrip, found 1 day ago
$495
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jul 26 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Tue, Jul 28, priced at $495 found 1 day ago
JetBlue Airways
Tue, Jul 14 - Mon, Jul 20
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$497 Roundtrip, found 1 day ago
$497
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jul 14 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Mon, Jul 20, priced at $497 found 1 day ago
JetBlue Airways
Mon, Jul 13 - Wed, Jul 22
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$501 Roundtrip, found 1 day ago
$501
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jul 13 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Wed, Jul 22, priced at $501 found 1 day ago
American Airlines
Wed, Jul 22 - Tue, Jul 28
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$505 Roundtrip, found 1 day ago
$505
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 22 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Tue, Jul 28, priced at $505 found 1 day ago
JetBlue Airways
Thu, Jul 16 - Thu, Jul 23
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$506 Roundtrip, found 1 day ago
$506
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 16 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 23, priced at $506 found 1 day ago
JetBlue Airways
Sat, Jul 25 - Thu, Jul 30
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$510 Roundtrip, found 1 day ago
$510
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jul 25 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 30, priced at $510 found 1 day ago
Delta
Thu, Jul 23 - Tue, Jul 28
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$514 Roundtrip, found 1 day ago
$514
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Jul 23 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Tue, Jul 28, priced at $514 found 1 day ago
American Airlines
Tue, Jul 21 - Fri, Jul 31
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$515 Roundtrip, found 1 day ago
$515
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 21 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Fri, Jul 31, priced at $515 found 1 day ago
JetBlue Airways
Thu, Jul 16 - Thu, Jul 23
RSW
Southwest Florida Intl.
RUT
Rutland Southern Vermont Regional
$516 Roundtrip, found 1 day ago
$516
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Jul 16 from Southwest Florida Intl. to Rutland Southern Vermont Regional, returning Thu, Jul 23, priced at $516 found 1 day ago
United
Wed, Sep 23 - Sat, Sep 26
CLD
McClellan-Palomar
RUT
Rutland Southern Vermont Regional
$588 Roundtrip, found 15 hours ago
$588
Roundtrip
found 15 hours ago
Select United flight, departing Wed, Sep 23 from McClellan-Palomar to Rutland Southern Vermont Regional, returning Sat, Sep 26, priced at $588 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 July, 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 $476, 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 $476 right now, why wait?

Jamaica Flight Information
Destination airport
Rutland Southern Vermont Regional
Destination airport IATA code
RUT
Roundtrip price
$475

Last Minute Hotel Deals in Jamaica

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! (895 reviews)
"Charming and clean with helpful people who checked in before we got there to get to make sure we knew how things worked with checking in and keys and such. It’s dated, but it appears as if they’ve renovated and cleaned things up to look and feel beautiful as well and be functional."

Reviewed on Jun 6, 2026

Get rates
Latchis Hotel
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! (849 reviews)
"I can’t say enough about the Frontenac. The staff was sincerely friendly and went out of their way to help us with whatever we needed. We left the Fairmont Frontenac to head back to Connecticut. When we got back, my sister realized she left her Kindle in her room. We called to see if it had been ..."

Reviewed on Jun 11, 2026

Get rates
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 ...
8.2/10 Very Good! (990 reviews)
"We had a reat stay. Hotel was vey clean and staff was. Very helpful"

Reviewed on Jun 1, 2026

Get rates
Hampton Inn Brattleboro
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 2 hot tubs. Popular attractions Mount Snow and Tumbleweed Ski Lift are ...
8.6/10 Excellent! (272 reviews)
"Excellent stay, looking forward to visiting again!"

Reviewed on Jun 8, 2026

Get rates
Grand Summit Resort, A Vail Resorts Property
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 ...
8.4/10 Very Good! (940 reviews)
"Gentleman that checked us in was very friendly and helpful. Breakfast was typical continental breakfast and was good. Had two rooms, first room was fine. Clean but air conditioning did not work. Second room, heat did not work and our first night was cool out. They did move the second room. Heat worked ..."

Reviewed on Jun 7, 2026

Get rates
The Palmer House Resort, an Ascend Collection Hotel
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! (634 reviews)
"I’ve stayed here before and I’m glad I returned. The staff is friendly. I ate dinner at the bar after a long day. The filet was cooked as requested and the asparagus was fresh. I made use of the pool the following morning. My stay was perfect."

Reviewed on Jun 5, 2026

Get rates
The Equinox Golf Resort & Spa
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! (1,002 reviews)
"Overall priced right for what you get!"

Reviewed on Jun 8, 2026

Get rates
Hampton Inn and Suites Manchester
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 ...
8.6/10 Excellent! (1,001 reviews)
"Room smelled disgustingly moldy"

Reviewed on Jun 1, 2026

Get rates
The Putney Inn
See all 2,599 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.