Cheap Flights to Caribbean from $84 (2025/2026)

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Jet to one of Caribbean's top cities

Dominican Republic which includes a sunset and general coastal views

Santo Domingo

Flights
Santo Domingo

How Much Does it Cost To Fly To Caribbean?

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

Wed, Oct 29 - Sat, Nov 1
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Oct 29 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Sat, Nov 1, priced at $88 found 2 hours ago
Sun, Sep 28 - Sat, Oct 4
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sun, Sep 28 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Sat, Oct 4, priced at $138 found 3 hours ago
Mon, Oct 6 - Sun, Oct 12
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$236 Roundtrip, just found
$236
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Oct 6 from Newark Liberty Intl. Airport to Las Americas Intl., returning Sun, Oct 12, priced at $236 just found
Mon, Oct 6 - Tue, Oct 7
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$241 Roundtrip, found 15 hours ago
$241
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Mon, Oct 6 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Tue, Oct 7, priced at $241 found 15 hours ago
Tue, Oct 7 - Wed, Oct 8
EWR
Newark Liberty Intl. Airport
MBJ
Sir Donald Sangster Intl.
$247 Roundtrip, found 8 hours ago
$247
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Tue, Oct 7 from Newark Liberty Intl. Airport to Sir Donald Sangster Intl., returning Wed, Oct 8, priced at $247 found 8 hours ago
Wed, Oct 8 - Wed, Oct 8
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Oct 8 from John F. Kennedy Intl. to Punta Cana Intl., returning Wed, Oct 8, priced at $250 found 1 day ago
Fri, Oct 17 - Sat, Oct 18
JFK
John F. Kennedy Intl.
STI
Cibao Intl.
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Oct 17 from John F. Kennedy Intl. to Cibao Intl., returning Sat, Oct 18, priced at $264 found 1 day ago
Fri, Oct 10 - Sat, Oct 11
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$264 Roundtrip, found 2 hours ago
$264
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Fri, Oct 10 from John F. Kennedy Intl. to Las Americas Intl., returning Sat, Oct 11, priced at $264 found 2 hours ago
OriginDestinationTravel DatesFlights From*
JFKSan JuanDecember 9 to December 16$110
JFKSan JuanDecember 9 to December 16$110
EWRSan JuanOctober 11 to October 17$166
JFKPunta CanaOctober 13 to October 22$260
EWRSantiago de los CaballerosOctober 26 to November 2$270
JFKSantiago de los CaballerosOctober 4 to October 5$274
JFKSanto DomingoOctober 18 to October 20$282
EWRNassauNovember 10 to November 15$310
JFKNassauOctober 12 to October 18$310
LGAPiarcoOctober 16 to October 22$316
JFKPiarcoOctober 3 to October 5$334
JFKMontego BayOctober 4 to October 8$362
JFKKingstonOctober 4 to October 8$388
JFKWest EndOctober 12 to October 18$453
JFKWest EndOctober 12 to October 18$453
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
JFKSan JuanSeptember 21 to September 25$188
EWRPiarcoSeptember 20 to September 30$359
JFKSantiago de los CaballerosSeptember 21 to October 3$359
MIAWest EndSeptember 20 to September 27$364
BOSSan JuanSeptember 21 to September 24$375
EWRMontego BaySeptember 21 to September 25$378
BOSPunta CanaSeptember 21 to September 30$387
JFKPunta CanaSeptember 21 to September 25$392
BOSSantiago de los CaballerosSeptember 21 to September 25$408
EWRKingstonSeptember 20 to September 23$433
JFKPiarcoSeptember 21 to October 12$442
EWRSantiago de los CaballerosSeptember 20 to September 25$501
JFKKingstonSeptember 20 to September 24$586
JFKWest EndSeptember 21 to September 24$643
JFKWest EndSeptember 21 to September 24$643
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ola Boutique Hotel
4.5-star property

Ola Boutique Hotel

Nov 20 - Nov 24

4 night stay

Atlanta (ATL) to San Juan (SJU)

Frontier Airlines • Coach

San Juan (SJU) to Atlanta (ATL)

Southwest Airlines • Coach
Price was $1,409, price is now $626 per person
$626
per person
found 1 day ago
Alamanda Cottage at Serenity
3.0-star property

Alamanda Cottage at Serenity

Nov 20 - Nov 25

5 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $2,682, price is now $817 per person
$817
per person
found 2 days ago
Dorado Beach 5 Bedroom Villa
3.5-star property

Dorado Beach 5 Bedroom Villa

Nov 2 - Nov 6

4 night stay

Atlanta (ATL) to San Juan (SJU)

Frontier Airlines • Roundtrip • Coach
Price was $1,971, price is now $815 per person
$815
per person
found 1 day ago
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Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
8.8/10 Excellent! (1,003 reviews)
"I booked Hotel El Convento for an after cruise stay for my husband, myself, my two adult kids and their spouses and we couldn’t be happier with the experience. The staff couldn’t wait to help us with all of our travel needs and our stay here was the highlight of a two week 50th anniversary celebration! ..."

Reviewed on Sep 12, 2025

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
8.6/10 Excellent! (1,949 reviews)
Nice place in downtown Nassau
"I stayed at the British Colonial on a recent business trip and I have nothing but good things to say about the property. It’s well located and the rooms are comfortable. The gym is decent too. Food is a little on the pricey side, but this being The Bahamas, that’s to be expected."

Reviewed on Sep 16, 2025

Opens in a new windowBritish Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby.
9/10 Wonderful! (1,158 reviews)
"Fantastic staff. Hotel is beautifully maintained. Close to old San Juan shopping and tourism! We loved our stay."

Reviewed on Sep 15, 2025

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Junkanoo Beach and Cable Beach are located nearby.
8.8/10 Excellent! (1,416 reviews)
Love The Cove
"We stayed at The Cove and loved the high ceilings, beautiful balcony with two chairs and a table, huge marble bathroom, gorgeous beaches and swimming pools!"

Reviewed on Sep 15, 2025

Opens in a new windowThe Reef at Atlantis
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.

Frequently asked questions

How much is the cheapest flight to Caribbean?
Your next vacation doesn't have to make a huge dent in your budget. During the last seven days, the cheapest roundtrip flight to Caribbean cost $88. Find a cheap ticket and spend the money you save on cool experiences. This price was available on Travelocity for flights to Caribbean departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Caribbean?
Pack your bags and jet off with any of the 15 airlines that fly to Caribbean. Make a booking with popular air carrier, Sunrise Airways. It has approximately 43 flights per month to Santo Domingo, Caribbean's premier city, so finding a fare that suits should be a snap.
What is the cheapest month to fly to Caribbean?
Spend more money on great adventures rather than airfares by zipping off to Caribbean in October. This is the best-priced month to jet out to this place according to Travelocity's direct return flight demand from January to December last year. Browse through our range of flights and enjoy a change of scenery without emptying your bank account.
How can I check my flight status to Caribbean?
Check for updates on your flight to Caribbean, make changes and much more from our "Trips" customer portal. Found at the top right of our homepage, it's your gateway to viewing your bookings. Just log in or open an account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get real-time trip updates, along with the ability to book hotels, rental cars and activities while you're on the go. If you have friends or family flying with you, it's also a quick way to share travel info with each other.
How do I find the best deals on flights to Caribbean?
It's always good to book ahead of schedule, and if possible, avoid traveling during the busy tourist season. Another great way to save is by hitting the "Flexible dates" box at the top of the page after searching for your flights. This will show you ticket prices for nearby days. In the last seven days, the lowest price for a return flight to Caribbean was $88. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Caribbean with Travelocity?
Pack your case and get set to take off with Travelocity. It's our job to find you fantastic deals on cheap flights to Caribbean. Whether you want flexible airfares with plenty of wiggle room or cheap family flights on budget carriers, we've got what you need.
How much is a flight to Caribbean on average?
Plane tickets for roundtrip flights to Caribbean cost between $88 and $643 in the last seven days. The moment you find an incredible deal, lock it in and get ready to set off on the getaway of your dreams with Travelocity. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Caribbean?
The duration of your flight and whether you're flying with a full-service or low-priced airline play a major role. If you're searching for long-haul flights to Caribbean, drinks, food and entertainment will often be included. Want cheap flights for family vacations? You'll save with budget carriers. These airlines usually don't have as many inclusions, so be prepared to pay for food and drinks.

Destinations in Caribbean

Top Flight Routes

Top Airlines

Top Airports

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.