Cheap Flights to Caribbean from $89 (2024/2025)

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Malecon

Havana

Flights
Havana

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.

Mon, May 20 - Wed, May 29
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, May 20 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Wed, May 29, priced at $181 found 3 days ago
Mon, May 20 - Wed, May 29
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$212 Roundtrip, found 3 days ago
$212
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, May 20 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Wed, May 29, priced at $212 found 3 days ago
Wed, May 15 - Wed, Jun 5
CMH
John Glenn Columbus Intl.
STI
Cibao Intl.
$251 Roundtrip, found 21 hours ago
$251
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Wed, May 15 from John Glenn Columbus Intl. to Cibao Intl., returning Wed, Jun 5, priced at $251 found 21 hours ago
Wed, May 15 - Wed, May 22
CMH
John Glenn Columbus Intl.
SDQ
Las Americas Intl.
$255 Roundtrip, found 3 hours ago
$255
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, May 15 from John Glenn Columbus Intl. to Las Americas Intl., returning Wed, May 22, priced at $255 found 3 hours ago
Tue, Apr 23 - Sat, May 4
CMH
John Glenn Columbus Intl.
PUJ
Punta Cana Intl.
$260 Roundtrip, found 5 days ago
$260
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 23 from John Glenn Columbus Intl. to Punta Cana Intl., returning Sat, May 4, priced at $260 found 5 days ago
Mon, May 13 - Wed, May 22
CMH
John Glenn Columbus Intl.
MBJ
Sir Donald Sangster Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, May 13 from John Glenn Columbus Intl. to Sir Donald Sangster Intl., returning Wed, May 22, priced at $267 found 1 day ago
Wed, May 1 - Wed, May 8
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$274 Roundtrip, found 3 days ago
$274
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, May 1 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Wed, May 8, priced at $274 found 3 days ago
Wed, May 1 - Wed, May 8
CMH
John Glenn Columbus Intl.
SJU
Luis Munoz Marin Intl.
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
Select United flight, departing Wed, May 1 from John Glenn Columbus Intl. to Luis Munoz Marin Intl., returning Wed, May 8, priced at $287 found 3 days ago
OriginDestinationTravel DatesFlights From*
EWRSan JuanMay 12 to May 15$139
JFKSan JuanJune 5 to June 11$158
FLLPunta CanaMay 14 to May 18$181
LGANassauMay 3 to May 6$228
JFKNassauMay 4 to May 8$228
LGASanto DomingoMay 14 to May 17$239
EWRPunta CanaMay 28 to June 6$267
JFKSantiago de los CaballerosMay 4 to May 8$269
JFKPunta CanaMay 6 to May 23$275
JFKSanto DomingoMay 7 to May 15$276
JFKOranjestadMay 7 to May 15$284
JFKOranjestadMay 7 to May 15$284
EWRKingstonMay 21 to May 25$315
JFKWest EndMay 26 to May 29$396
JFKKingstonJune 4 to June 18$414
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MIASan JuanApril 28 to May 1$103
MIAPunta CanaApril 27 to April 30$190
FLLOranjestadApril 28 to May 2$235
BOSSanto DomingoApril 27 to May 5$246
MIASanto DomingoApril 27 to May 3$258
MIANassauApril 26 to April 29$266
JFKSantiago de los CaballerosApril 26 to May 3$269
EWRSantiago de los CaballerosApril 28 to May 13$269
JFKMontego BayApril 27 to May 3$277
EWRMontego BayApril 27 to May 3$277
EWRPunta CanaApril 27 to May 3$283
JFKPiarcoApril 27 to May 4$397
MIAKingstonApril 27 to April 29$443
LHRSantiago de los CaballerosApril 26 to May 6$792
BKKOranjestadApril 26 to April 30$2,231
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Palazzo Lakeside Hotel
3.0-star property

Palazzo Lakeside Hotel

May 10 - May 17

7 night stay

Columbus (CMH) to Orlando (MCO)

Spirit Airlines • Roundtrip • Coach
per person
Ventus at Marina El Cid Spa & Beach Resort - All Inclusive
4.0-star property

Ventus at Marina El Cid Spa & Beach Resort - All Inclusive

Jun 30 - Jul 6

6 night stay

Columbus (CMH) to Cancun (CUN)

Roundtrip • Coach
per person
Temptation Cancun Resort - All Inclusive- Adults Only
4.5-star property

Temptation Cancun Resort - All Inclusive- Adults Only

Jul 15 - Jul 22

7 night stay

Columbus (CMH) to Cancun (CUN)

American Airlines • Non-stop • Coach

Cancun (CUN) to Columbus (CMH)

Frontier Airlines • Non-stop • Coach
per person
Don't see what you're looking for?
See all available trips from CMH-All Airports to Caribbean
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Prices and availability subject to change. Additional terms may apply.

Travelers ❤️ These Caribbean 🏨

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Stay at this boutique hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Port of San Juan and Pan American Pier are located nearby. Discover genuine guest reviews for Hotel El Convento, in Old San Juan neighborhood, along with the latest prices and availability – book now.
8.6/10 Excellent! (1,000 reviews)
"Great property. Pool was too small and few shaded mats with one umbrella broken so hard to sit out on lounges without a sun shade. Towels for pool plentiful. Slow service for breakfast waiter never came over even after asking so we ate elsewhere. On the whole I would stay again as I loved cleanliness ..."

Reviewed on Apr 14, 2024

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. Popular attractions Cable Beach and Bahamas National Trust Headquarters are located nearby. Discover genuine guest reviews for British Colonial - Nassau , in Downtown Nassau neighborhood, along with the latest prices and availability – book now.
8.6/10 Excellent! (231 reviews)
"Excellent value for Nassau, friendly staff and a brand new facility."

Reviewed on Apr 15, 2024

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Port of San Juan and Condado Beach are located nearby. Discover genuine guest reviews for Hotel Rumbao, a Tribute Portfolio Hotel, in Old San Juan neighborhood, along with the latest prices and availability – book now.
7.6/10 Good! (1,000 reviews)
"the parking is seperate and should be free for anyone thats staying at thia hotel"

Reviewed on Apr 13, 2024

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 private beach, and a marina. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cable Beach and Aquaventure are located nearby. Discover genuine guest reviews for The Reef at Atlantis along with the latest prices and availability – book now.
8.6/10 Excellent! (1,001 reviews)
"Safe clean and great staff but not a lot of food options on property"

Reviewed on Apr 16, 2024

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

Can I fly to Caribbean right now?
There are various factors that could affect your travel plans if you’re thinking about a flight to Caribbean. They include where you’re arriving from and coronavirus restrictions in your destination. Before booking, browse relevant government websites for the latest info. Travelocity’s Covid-19 Travel Advisor will also inform you about traveling during the COVID-19 pandemic. Click on the link to learn about physical distancing rules, quarantine and more for Caribbean.
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 $103. 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 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 $103. 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 $103 and $2,231 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

*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.