Cheap Flights to Caribbean from $90 (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.

Sat, May 17 - Thu, May 29
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, May 17 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, May 29, priced at $147 found 4 days ago
Fri, May 16 - Fri, May 16
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 16 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Fri, May 16, priced at $183 found 1 hour ago
Fri, May 16 - Fri, May 16
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$183 Roundtrip, found 1 hour ago
$183
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Fri, May 16 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, May 16, priced at $183 found 1 hour ago
Tue, May 20 - Tue, May 20
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$191 Roundtrip, found 2 days ago
$191
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, May 20 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Tue, May 20, priced at $191 found 2 days ago
Sun, May 25 - Thu, Jun 5
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$206 Roundtrip, found 4 hours ago
$206
Roundtrip
found 4 hours ago
Select United flight, departing Sun, May 25 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, Jun 5, priced at $206 found 4 hours ago
Wed, Jul 16 - Sat, Jul 26
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 16 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Sat, Jul 26, priced at $215 found 1 day ago
Wed, Jan 21 - Thu, Jan 29
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$215 Roundtrip, found 2 days ago
$215
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jan 21 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Thu, Jan 29, priced at $215 found 2 days ago
Wed, Nov 5 - Tue, Nov 11
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Select Arajet flight, departing Wed, Nov 5 from Newark Liberty Intl. Airport to Las Americas Intl., returning Tue, Nov 11, priced at $225 found 2 days ago
Wed, May 28 - Wed, May 28
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$269 Roundtrip, found 9 hours ago
$269
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Wed, May 28 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Wed, May 28, priced at $269 found 9 hours ago
Wed, May 28 - Wed, May 28
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, May 28 from John F. Kennedy Intl. to Punta Cana Intl., returning Wed, May 28, priced at $269 found 3 days ago
Tue, Jul 29 - Wed, Jul 30
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$269 Roundtrip, found 10 hours ago
$269
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Tue, Jul 29 from John F. Kennedy Intl. to Las Americas Intl., returning Wed, Jul 30, priced at $269 found 10 hours ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanMay 27 to May 29$155
JFKSan JuanJune 4 to June 4$183
FLLKingstonMay 17 to May 18$237
FLLSanto DomingoMay 19 to May 24$242
FLLNassauMay 15 to May 19$270
JFKPunta CanaJune 10 to June 11$273
MIAOranjestadJune 13 to June 17$297
JFKNassauJuly 29 to August 7$340
JFKKingstonMay 25 to June 3$419
BOSPiarcoMay 15 to May 19$427
JFKWest EndMay 26 to May 28$758
LHRSantiago de los CaballerosJune 6 to July 3$884
BKKSan JuanJune 14 to July 4$1,476
BKKPunta CanaAugust 10 to August 16$1,944
BKKMontego BayMay 16 to May 20$2,206
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
FLLSan JuanMay 4 to May 8$167
JFKSan JuanMay 3 to May 15$198
FLLPunta CanaMay 3 to May 10$245
FLLNassauMay 3 to May 5$270
BOSSan JuanMay 3 to May 6$317
BOSSanto DomingoMay 4 to May 7$389
BOSMontego BayMay 4 to May 10$405
JFKSantiago de los CaballerosMay 3 to May 11$417
JFKSantiago de los CaballerosMay 3 to May 11$417
EWRPiarcoMay 3 to May 6$427
EWRSanto DomingoMay 3 to May 5$435
JFKMontego BayMay 3 to May 7$465
LGAKingstonMay 4 to May 6$480
JFKNassauMay 4 to May 6$489
BOSOranjestadMay 3 to May 8$613
*Prices include taxes and fees

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.
8.6/10 Excellent! (1,001 reviews)
"El Convento is always a great choice for Old San Juan. Our room this time did have a disagreeable view of the squalid property’s roof which was next door. Management could not move us but were very apologetic and sincere in taking our concerns seriously. We always stay at El Convento."

Reviewed on Apr 27, 2025

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 Aquaventure are located nearby.
8.4/10 Very Good! (1,530 reviews)
"The property is great but the area surrounding the property shuts down once cruise ships leave port which gives the impression they cater to the ship clientele needs."

Reviewed on Apr 28, 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.
8.8/10 Excellent! (913 reviews)
"Very clean, friendly staff, great restaurant on-site, walkable to points of interest"

Reviewed on Apr 30, 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 Aquaventure and Cabbage Beach are located nearby.
8.8/10 Excellent! (1,322 reviews)
"Beautiful beach, clean, many pools, room with kitchen"

Reviewed on Apr 29, 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 $147. 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 20 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 May. 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 $147. 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 $147 and $2,206 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.