Cheap Flights to Caribbean from $69 (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, Nov 19 - Thu, Nov 20
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Nov 19 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, Nov 20, priced at $125 found 1 day ago
Sat, Oct 18 - Tue, Oct 21
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Oct 18 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Tue, Oct 21, priced at $130 just found
Thu, Oct 2 - Fri, Oct 3
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$191 Roundtrip, found 2 hours ago
$191
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Oct 2 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Oct 3, priced at $191 found 2 hours ago
Tue, Oct 28 - Wed, Oct 29
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Oct 28 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Oct 29, priced at $200 found 1 day ago
Tue, Sep 23 - Fri, Sep 26
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$216 Roundtrip, just found
$216
Roundtrip
just found
Select Delta flight, departing Tue, Sep 23 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Sep 26, priced at $216 just found
Sat, Oct 4 - Sat, Oct 11
EWR
Newark Liberty Intl. Airport
STI
Cibao Intl.
$231 Roundtrip, just found
$231
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Oct 4 from Newark Liberty Intl. Airport to Cibao Intl., returning Sat, Oct 11, priced at $231 just found
Sat, Oct 4 - Sat, Oct 4
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$250 Roundtrip, found 4 days ago
$250
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Oct 4 from John F. Kennedy Intl. to Punta Cana Intl., returning Sat, Oct 4, priced at $250 found 4 days ago
Sat, Oct 11 - Sun, Oct 12
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$262 Roundtrip, found 17 hours ago
$262
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sat, Oct 11 from John F. Kennedy Intl. to Las Americas Intl., returning Sun, Oct 12, priced at $262 found 17 hours ago
Sat, Oct 4 - Sun, Oct 5
JFK
John F. Kennedy Intl.
STI
Cibao Intl.
$264 Roundtrip, just found
$264
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 4 from John F. Kennedy Intl. to Cibao Intl., returning Sun, Oct 5, priced at $264 just found
Thu, Oct 30 - Mon, Nov 3
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$281 Roundtrip, just found
$281
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Oct 30 from John F. Kennedy Intl. to Queen Beatrix Intl., returning Mon, Nov 3, priced at $281 just found
OriginDestinationTravel DatesFlights From*
EWRSan JuanSeptember 24 to September 30$130
EWRSanto DomingoSeptember 29 to September 30$231
EWRMontego BaySeptember 30 to October 4$251
JFKSanto DomingoOctober 3 to October 4$264
JFKSantiago de los CaballerosOctober 4 to October 5$264
EWROranjestadOctober 6 to October 16$281
EWRNassauOctober 26 to October 31$310
JFKNassauOctober 3 to October 16$310
EWRPiarcoOctober 8 to October 14$321
EWRKingstonSeptember 24 to October 1$353
JFKPiarcoSeptember 24 to September 30$354
JFKMontego BaySeptember 29 to October 11$355
JFKKingstonSeptember 30 to October 4$393
JFKWest EndSeptember 28 to October 4$453
JFKWest EndSeptember 28 to October 4$453
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRSan JuanSeptember 13 to September 18$181
JFKSan JuanSeptember 14 to September 20$185
EWRPunta CanaSeptember 13 to September 25$312
JFKSantiago de los CaballerosSeptember 13 to September 27$359
LGAMontego BaySeptember 14 to September 18$361
JFKPunta CanaSeptember 13 to September 25$372
JFKSanto DomingoSeptember 12 to October 2$374
EWRNassauSeptember 14 to September 18$385
EWROranjestadSeptember 12 to September 14$403
EWRKingstonSeptember 14 to September 17$423
EWRKingstonSeptember 14 to September 17$423
EWRPiarcoSeptember 13 to September 22$433
JFKKingstonSeptember 14 to September 17$450
JFKMontego BaySeptember 14 to September 18$451
JFKOranjestadSeptember 13 to September 24$746
*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

Dec 5 - Dec 8

3 night stay

Atlanta (ATL) to San Juan (SJU)

Spirit Airlines • Non-stop roundtrip • Coach
Price was $968, price is now $431 per person
$431
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Dec 4 - Dec 8

4 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $1,671, price is now $723 per person
$723
per person
found 1 day ago
Franklyn D. Resort & Spa
4.0-star property

Franklyn D. Resort & Spa

Oct 13 - Oct 17

4 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Frontier Airlines • Roundtrip • Coach
Price was $1,614, price is now $706 per person
$706
per person
found 1 day ago
Don't see what you're looking for?
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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.
Hotel 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! (1,943 reviews)
"The hotel was a very good one. The service was excellent all the way around. The hotel was clean, and the staff was attentive. The front desk was very responsive and polite addressing every concern that I needed answers or help with. The hotel grounds were beautiful and well kept. Our room had a ..."

Reviewed on Sep 8, 2025

British 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! (1,149 reviews)
"Nuestra estadia fue excelente. El personal del hotel muy profesional y amable. Las facilidades en excelente condición. La limpieza , seguridad, acceso al Viejo San Juan simplemente espectacular."

Reviewed on Sep 9, 2025

Hotel 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! (1,413 reviews)
"Overall, it was a great experience! The atmosphere and amenities were excellent, and I would definitely rate it 10 stars if I could. The only downside was the staff at the bars—unfortunately, they came across as mostly unfriendly and a bit slow with service. A few things to keep in mind for future ..."

Reviewed on Sep 8, 2025

The 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 $125. 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 18 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 November. 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 $125. 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 $125 and $746 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.