Cheap Flights to Caribbean from $119 (2026/2027)

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A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Flights
Punta Cana

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, Sep 30 - Tue, Oct 6
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$237 Roundtrip, just found
$237
Roundtrip
just found
Select Delta flight, departing Wed, Sep 30 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Tue, Oct 6, priced at $237 just found
Tue, Oct 13 - Wed, Oct 14
EWR
Newark Liberty Intl. Airport
SJU
Luis Munoz Marin Intl.
$242 Roundtrip, found 1 hour ago
$242
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Oct 13 from Newark Liberty Intl. Airport to Luis Munoz Marin Intl., returning Wed, Oct 14, priced at $242 found 1 hour ago
Thu, Sep 10 - Wed, Sep 16
BOS
Logan Intl.
SJU
Luis Munoz Marin Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Sep 10 from Logan Intl. to Luis Munoz Marin Intl., returning Wed, Sep 16, priced at $287 just found
Wed, Oct 28 - Wed, Nov 11
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$303 Roundtrip, found 9 hours ago
$303
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Oct 28 from Newark Liberty Intl. Airport to Las Americas Intl., returning Wed, Nov 11, priced at $303 found 9 hours ago
Thu, Nov 5 - Sun, Nov 8
BOS
Logan Intl.
SDQ
Las Americas Intl.
$335 Roundtrip, found 1 day ago
$335
Roundtrip
found 1 day ago
Select Arajet flight, departing Thu, Nov 5 from Logan Intl. to Las Americas Intl., returning Sun, Nov 8, priced at $335 found 1 day ago
Mon, Nov 2 - Thu, Nov 5
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$354 Roundtrip, found 2 hours ago
$354
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Mon, Nov 2 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Thu, Nov 5, priced at $354 found 2 hours ago
Fri, Aug 28 - Thu, Sep 3
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$361 Roundtrip, found 6 days ago
$361
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Fri, Aug 28 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Thu, Sep 3, priced at $361 found 6 days ago
Fri, Oct 2 - Tue, Oct 6
JFK
John F. Kennedy Intl.
SDQ
Las Americas Intl.
$363 Roundtrip, found 5 hours ago
$363
Roundtrip
found 5 hours ago
Select Delta flight, departing Fri, Oct 2 from John F. Kennedy Intl. to Las Americas Intl., returning Tue, Oct 6, priced at $363 found 5 hours ago
Mon, Sep 28 - Thu, Oct 1
JFK
John F. Kennedy Intl.
KIN
Norman Manley Intl.
$367 Roundtrip, just found
$367
Roundtrip
just found
Select American Airlines flight, departing Mon, Sep 28 from John F. Kennedy Intl. to Norman Manley Intl., returning Thu, Oct 1, priced at $367 just found
Thu, Aug 27 - Wed, Sep 2
BOS
Logan Intl.
NAS
Lynden Pindling Intl.
$371 Roundtrip, just found
$371
Roundtrip
just found
Select Air Canada flight, departing Thu, Aug 27 from Logan Intl. to Lynden Pindling Intl., returning Wed, Sep 2, priced at $371 just found
OriginDestinationTravel DatesFlights From*
JFKSan JuanSeptember 3 to September 17$237
JFKSan JuanSeptember 3 to September 17$237
EWRSanto DomingoOctober 21 to October 30$335
EWRSanto DomingoOctober 21 to October 30$335
JFKMontego BayNovember 2 to November 5$354
EWRPunta CanaSeptember 20 to September 26$355
JFKSanto DomingoSeptember 18 to September 20$363
JFKKingstonOctober 5 to October 30$367
JFKKingstonOctober 5 to October 30$367
JFKNassauAugust 27 to September 2$371
JFKOranjestadSeptember 6 to September 10$387
EWRMontego BaySeptember 20 to October 3$417
JFKSantiago de los CaballerosAugust 28 to September 2$424
JFKSantiago de los CaballerosAugust 28 to September 2$424
JFKWest EndOctober 5 to October 11$467
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRPiarcoAugust 2 to August 8$453
JFKSan JuanJuly 31 to August 10$496
EWRSan JuanAugust 1 to August 15$497
JFKMontego BayJuly 31 to August 23$608
JFKSantiago de los CaballerosAugust 2 to August 7$635
JFKSantiago de los CaballerosAugust 2 to August 7$635
JFKNassauJuly 31 to October 31$667
LGASanto DomingoAugust 1 to August 26$697
JFKPiarcoAugust 1 to August 7$710
JFKSanto DomingoAugust 2 to August 26$721
JFKPunta CanaJuly 31 to August 4$737
JFKKingstonJuly 31 to August 6$751
EWROranjestadJuly 31 to August 3$782
BOSSanto DomingoAugust 2 to August 12$789
EWRNassauJuly 31 to October 31$813
*Prices include taxes and fees

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St San Juan
Book a stay at this 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 Condado Beach are located nearby.
9.2/10 Wonderful! (1,002 reviews)
"Thank you!"

Reviewed on Jul 29, 2026

Opens in a new windowHotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St Nassau
Book a stay at this beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 6 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Junkanoo Beach and Aquaventure are located nearby.
8.6/10 Excellent! (2,841 reviews)
"Are you having a laugh asking for a review! threatened with police exit after we fedused to pay money that we didnt agree too and you took any ways. We paid our $400+ room! We just asked for a refund and happy to Leave - but ejected into Nassau at 3 am With police threats Whilst we sat quietly i ..."

Reviewed on Jul 29, 2026

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
Book a stay at this 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 Condado Beach are located nearby.
9/10 Wonderful! (1,819 reviews)
"great location"

Reviewed on Jul 29, 2026

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
Book a stay at this 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 Atlantis Casino are located nearby.
9/10 Wonderful! (1,600 reviews)
"Property was nice. Staff wasn’t that friendly. Food was overpriced and not good."

Reviewed on Jul 29, 2026

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 $237. 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 September. 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 $237. 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 $237 and $813 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.