Cheap Flights to Caribbean from $100 (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.

Tue, Jan 26 - Mon, Feb 1
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
Select Arajet flight, departing Tue, Jan 26 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Mon, Feb 1, priced at $261 found 4 days ago
Fri, Oct 2 - Fri, Oct 16
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$277 Roundtrip, found 5 days ago
$277
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Oct 2 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Oct 16, priced at $277 found 5 days ago
Tue, Oct 6 - Wed, Oct 7
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$292 Roundtrip, found 1 hour ago
$292
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Oct 6 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Wed, Oct 7, priced at $292 found 1 hour ago
Sat, Oct 17 - Fri, Oct 23
JFK
John F. Kennedy Intl.
SJU
Luis Munoz Marin Intl.
$297 Roundtrip, just found
$297
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Oct 17 from John F. Kennedy Intl. to Luis Munoz Marin Intl., returning Fri, Oct 23, priced at $297 just found
Sun, Feb 21 - Wed, Mar 3
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
$303 Roundtrip, just found
$303
Roundtrip
just found
Select Arajet flight, departing Sun, Feb 21 from Newark Liberty Intl. Airport to Las Americas Intl., returning Wed, Mar 3, priced at $303 just found
Tue, Nov 17 - Wed, Nov 25
EWR
Newark Liberty Intl. Airport
AUA
Queen Beatrix Intl.
$308 Roundtrip, found 22 hours ago
$308
Roundtrip
found 22 hours ago
Select Air Canada flight, departing Tue, Nov 17 from Newark Liberty Intl. Airport to Queen Beatrix Intl., returning Wed, Nov 25, priced at $308 found 22 hours ago
Mon, Oct 26 - Tue, Nov 3
JFK
John F. Kennedy Intl.
AUA
Queen Beatrix Intl.
$323 Roundtrip, just found
$323
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, Oct 26 from John F. Kennedy Intl. to Queen Beatrix Intl., returning Tue, Nov 3, priced at $323 just found
Tue, Nov 17 - Wed, Nov 18
JFK
John F. Kennedy Intl.
NAS
Lynden Pindling Intl.
$326 Roundtrip, found 2 days ago
$326
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Nov 17 from John F. Kennedy Intl. to Lynden Pindling Intl., returning Wed, Nov 18, priced at $326 found 2 days ago
Mon, Oct 5 - Fri, Oct 9
JFK
John F. Kennedy Intl.
MBJ
Sir Donald Sangster Intl.
$341 Roundtrip, found 6 days ago
$341
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Oct 5 from John F. Kennedy Intl. to Sir Donald Sangster Intl., returning Fri, Oct 9, priced at $341 found 6 days ago
Mon, Oct 19 - Thu, Oct 29
JFK
John F. Kennedy Intl.
PUJ
Punta Cana Intl.
$343 Roundtrip, found 5 days ago
$343
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Oct 19 from John F. Kennedy Intl. to Punta Cana Intl., returning Thu, Oct 29, priced at $343 found 5 days ago
Tue, Nov 10 - Wed, Nov 11
JFK
John F. Kennedy Intl.
STI
Cibao Intl.
$344 Roundtrip, found 23 hours ago
$344
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Tue, Nov 10 from John F. Kennedy Intl. to Cibao Intl., returning Wed, Nov 11, priced at $344 found 23 hours ago
OriginDestinationTravel DatesFlights From*
JFKSan JuanOctober 6 to October 7$292
JFKSan JuanOctober 6 to October 7$292
JFKOranjestadOctober 20 to October 27$323
JFKNassauNovember 17 to November 18$326
EWRSan JuanOctober 6 to October 14$337
LGAMontego BayOctober 31 to November 2$344
EWRMontego BayOctober 29 to October 31$352
EWRSanto DomingoNovember 24 to December 4$359
JFKSantiago de los CaballerosNovember 1 to November 5$372
JFKSantiago de los CaballerosNovember 1 to November 5$372
JFKPiarcoNovember 4 to November 9$432
EWRSantiago de los CaballerosOctober 6 to October 9$444
EWRPiarcoDecember 1 to December 8$460
JFKWest EndOctober 12 to October 18$618
JFKWest EndOctober 12 to October 18$618
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LGAPiarcoSeptember 18 to September 20$488
JFKSan JuanSeptember 19 to September 24$491
EWRPiarcoSeptember 19 to September 21$510
JFKPunta CanaSeptember 18 to October 1$512
JFKSantiago de los CaballerosSeptember 20 to October 9$541
EWRSantiago de los CaballerosSeptember 19 to October 6$542
JFKKingstonSeptember 18 to September 23$544
EWRMontego BaySeptember 18 to September 20$549
EWRMontego BaySeptember 18 to September 20$549
JFKNassauSeptember 18 to September 21$563
EWRKingstonSeptember 20 to September 29$594
JFKOranjestadSeptember 19 to September 24$598
JFKOranjestadSeptember 19 to September 24$598
JFKMontego BaySeptember 18 to September 20$631
JFKPiarcoSeptember 18 to September 24$690
*Prices include taxes and fees

Best Caribbean Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Oct 28 - Nov 2

5 night stay

Atlanta (ATL) to Montego Bay (MBJ)

JetBlue Airways • Non-stop • Coach

Montego Bay (MBJ) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Price was $2,725, price is now $1,247 per person
$1,247
per person
found 1 day ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Nov 11 - Nov 17

6 night stay

Atlanta (ATL) to Montego Bay (MBJ)

Delta • Coach

Montego Bay (MBJ) to Atlanta (ATL)

Air Canada • Coach
Price was $3,518, price is now $1,514 per person
$1,514
per person
found 2 days ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Oct 28 - Nov 2

5 night stay

Atlanta (ATL) to Montego Bay (MBJ)

JetBlue Airways • Non-stop • Coach

Montego Bay (MBJ) to Atlanta (ATL)

Frontier Airlines • Non-stop • Coach
Price was $2,888, price is now $1,304 per person
$1,304
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
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! (1,005 reviews)
"The beautiful building and historic structure"

Reviewed on Sep 13, 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 Aquaventure and Atlantis Casino are located nearby.
8.6/10 Excellent! (3,037 reviews)
"Clean nice hotel polite people"

Reviewed on Sep 16, 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.
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.
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 $261. 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 January. 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 $261. 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 $261 and $690 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.