Flights To Caribbean - Cheap Flights Starting at CA $170

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Jet to one of Caribbean's top cities

Bayahibe Beach which includes general coastal views

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, Mar 31 - Wed, Jun 3
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $356 Roundtrip, found 3 days ago
CA $356
Roundtrip
found 3 days ago
Select Flair Airlines flight, departing Tue, Mar 31 from Pearson Intl. to Norman Manley Intl., returning Wed, Jun 3, priced at CA $356 found 3 days ago
Tue, Mar 10 - Tue, Mar 24
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $373 Roundtrip, found 4 days ago
CA $373
Roundtrip
found 4 days ago
Select United flight, departing Tue, Mar 10 from Pearson Intl. to Queen Beatrix Intl., returning Tue, Mar 24, priced at CA $373 found 4 days ago
Sun, Apr 12 - Wed, Apr 15
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $382 Roundtrip, found 1 day ago
CA $382
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, Apr 12 from Pearson Intl. to Luis Munoz Marin Intl., returning Wed, Apr 15, priced at CA $382 found 1 day ago
Sat, May 23 - Sat, May 30
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $382 Roundtrip, found 1 hour ago
CA $382
Roundtrip
found 1 hour ago
Select Arajet flight, departing Sat, May 23 from Pearson Intl. to Punta Cana Intl., returning Sat, May 30, priced at CA $382 found 1 hour ago
Tue, Apr 28 - Tue, May 12
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $384 Roundtrip, found 8 hours ago
CA $384
Roundtrip
found 8 hours ago
Select WestJet flight, departing Tue, Apr 28 from Pearson Intl. to Sir Donald Sangster Intl., returning Tue, May 12, priced at CA $384 found 8 hours ago
Thu, Mar 19 - Thu, Mar 26
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $388 Roundtrip, just found
CA $388
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Mar 19 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Mar 26, priced at CA $388 just found
Fri, Apr 17 - Sun, Apr 26
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $394 Roundtrip, found 2 days ago
CA $394
Roundtrip
found 2 days ago
Select Arajet flight, departing Fri, Apr 17 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sun, Apr 26, priced at CA $394 found 2 days ago
Mon, Apr 27 - Sat, Jul 4
YUL
Pierre Elliott Trudeau Intl.
PUJ
Punta Cana Intl.
CA $413 Roundtrip, found 1 day ago
CA $413
Roundtrip
found 1 day ago
Select Arajet flight, departing Mon, Apr 27 from Pierre Elliott Trudeau Intl. to Punta Cana Intl., returning Sat, Jul 4, priced at CA $413 found 1 day ago
OriginDestinationTravel datesFlights from*
FLLSantiago de los CaballerosMarch 30 to March 30CA $287
JFKMontego BayMarch 23 to March 30CA $388
EWRSanto DomingoApril 13 to April 21CA $388
EWRSantiago de los CaballerosMarch 17 to March 23CA $407
EWRSantiago de los CaballerosMarch 17 to March 23CA $407
LGAOranjestadMarch 17 to March 25CA $413
JFKPunta CanaMarch 20 to March 27CA $430
EWROranjestadMarch 16 to March 23CA $439
JFKOranjestadApril 14 to April 21CA $444
EWRPiarcoApril 1 to April 10CA $455
EWRKingstonMarch 14 to March 18CA $480
JFKPiarcoMarch 19 to March 25CA $481
JFKSanto DomingoApril 13 to April 21CA $493
JFKSantiago de los CaballerosMarch 15 to March 20CA $517
JFKKingstonMay 14 to May 28CA $593
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRMontego BayMarch 8 to March 12CA $444
JFKMontego BayMarch 8 to March 12CA $480
BOSSan JuanMarch 7 to March 14CA $483
JFKSan JuanMarch 7 to March 11CA $488
FLLPunta CanaMarch 8 to March 12CA $497
JFKOranjestadMarch 6 to March 10CA $513
JFKOranjestadMarch 6 to March 10CA $513
EWROranjestadMarch 6 to March 14CA $532
EWRSan JuanMarch 7 to March 16CA $540
JFKPiarcoMarch 8 to March 12CA $553
JFKNassauMarch 6 to March 9CA $624
JFKPunta CanaMarch 6 to March 9CA $631
JFKKingstonMarch 7 to March 13CA $644
JFKKingstonMarch 7 to March 13CA $644
BOSOranjestadMarch 7 to March 14CA $750
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Silver Creek Resort
3.5-star property

Silver Creek Resort

May 6 - May 13

7 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $4,474, price is now CA $881 per person
CA $881
per person
found 1 day ago
Xtabi Resort
3.0-star property

Xtabi Resort

May 15 - May 19

4 night stay

Detroit (DTW) to Montego Bay (MBJ)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,634, price is now CA $928 per person
CA $928
per person
found 7 hours ago
Tropical Court Hotel
2.5-star property

Tropical Court Hotel

May 15 - May 19

4 night stay

Detroit (DTW) to Montego Bay (MBJ)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,594, price is now CA $919 per person
CA $919
per person
found 7 hours ago
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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 Pan American Pier are located nearby.
9/10 Wonderful! (1,002 reviews)
Staff was excellent. Free bottle of wine each night in our room for booking through Hotels.com Room was impeccably clean and as advertised

Reviewed on Feb 25, 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 8 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cable Beach and Pirates of Nassau Museum are located nearby.
8.6/10 Excellent! (2,296 reviews)
Flight got canceled due to weather so we were looking for a little change of scenery. Took a chance and absolutely loved our stay! Rooms were clean and had plenty of space.

Reviewed on Feb 27, 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 Pan American Pier are located nearby.
9/10 Wonderful! (1,541 reviews)
I was very disappointed when I got there. The customer service was awful. Our room was not ready and no one really cared much and we had several little kids. I didn’t think the staff was very understanding. Also was promised to be compensated for all the problems and nothing happened. I expected ...

Reviewed on Feb 26, 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 Cable Beach and Aquaventure are located nearby.
9/10 Wonderful! (1,425 reviews)
The resort was gorgeous, clean and well-kept. The room was comfortable and clean and spacious. The ocean view from the 20th floor was amazing. The small kitchen amenities were excellent and served the purpose of most breakfasts for the family with a small fridge, microwave, cook top with frying pan ...

Reviewed on Feb 25, 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 CA $287. 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 March. 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 CA $287. 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 CA $287 and CA $750 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.

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.