Flights To Caribbean - Cheap Flights Starting at CA $174

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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.

Sat, Jun 6 - Tue, Jun 16
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $341 Roundtrip, found 5 days ago
CA $341
Roundtrip
found 5 days ago
Select Flair Airlines flight, departing Sat, Jun 6 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 16, priced at CA $341 found 5 days ago
Sat, Apr 18 - Sat, Apr 25
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $362 Roundtrip, found 1 hour ago
CA $362
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Apr 18 from Pearson Intl. to Luis Munoz Marin Intl., returning Sat, Apr 25, priced at CA $362 found 1 hour ago
Wed, May 27 - Fri, Jun 5
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $383 Roundtrip, just found
CA $383
Roundtrip
just found
Select WestJet flight, departing Wed, May 27 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $383 just found
Mon, May 25 - Tue, Jun 2
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $398 Roundtrip, just found
CA $398
Roundtrip
just found
Select Air Canada flight, departing Mon, May 25 from Pearson Intl. to Lynden Pindling Intl., returning Tue, Jun 2, priced at CA $398 just found
Fri, Apr 17 - Sun, Apr 19
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $413 Roundtrip, found 3 days ago
CA $413
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Apr 17 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sun, Apr 19, priced at CA $413 found 3 days ago
Tue, Apr 21 - Fri, Jun 26
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $416 Roundtrip, found 6 hours ago
CA $416
Roundtrip
found 6 hours ago
Select WestJet flight, departing Tue, Apr 21 from Pearson Intl. to Sir Donald Sangster Intl., returning Fri, Jun 26, priced at CA $416 found 6 hours ago
Tue, Apr 28 - Tue, Jun 16
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $432 Roundtrip, found 6 days ago
CA $432
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, Apr 28 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Tue, Jun 16, priced at CA $432 found 6 days ago
Thu, Jun 11 - Thu, Jun 18
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $447 Roundtrip, found 2 hours ago
CA $447
Roundtrip
found 2 hours ago
Select Air Canada flight, departing Thu, Jun 11 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Thu, Jun 18, priced at CA $447 found 2 hours ago
OriginDestinationTravel datesFlights from*
EWRSan JuanJune 1 to June 10CA $276
JFKSan JuanJune 21 to June 30CA $384
EWRPunta CanaMay 10 to May 14CA $409
EWRMontego BayMay 6 to May 7CA $454
EWRMontego BayMay 6 to May 7CA $454
JFKMontego BayMay 6 to May 7CA $454
JFKPiarcoMay 28 to June 18CA $471
JFKPunta CanaJune 14 to June 17CA $475
EWRSanto DomingoMay 6 to May 13CA $482
EWRSanto DomingoMay 6 to May 13CA $482
JFKNassauJune 4 to June 8CA $569
JFKNassauJune 4 to June 8CA $569
JFKSantiago de los CaballerosMay 28 to June 7CA $628
EWRPiarcoMay 28 to June 18CA $631
JFKKingstonMay 27 to June 9CA $686
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIANassauApril 19 to April 21CA $480
EWROranjestadApril 18 to April 25CA $566
EWROranjestadApril 18 to April 25CA $566
FLLMontego BayApril 18 to April 21CA $572
EWRSanto DomingoApril 18 to April 24CA $624
EWRSanto DomingoApril 18 to April 24CA $624
FLLKingstonApril 17 to April 24CA $649
JFKPiarcoApril 17 to April 21CA $707
JFKPiarcoApril 17 to April 21CA $707
MIAMontego BayApril 17 to April 20CA $771
JFKMontego BayApril 18 to April 21CA $831
JFKMontego BayApril 18 to April 21CA $831
JFKKingstonApril 17 to April 25CA $833
JFKKingstonApril 17 to April 25CA $833
LHRPunta CanaApril 19 to May 12CA $986
*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

Jul 1 - Jul 8

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
Price was CA $4,561, price is now CA $927 per person
CA $927
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Jul 10 - Jul 15

5 night stay

Toronto (YYZ) to Montego Bay (MBJ)

WestJet • Roundtrip • Coach
Price was CA $2,908, price is now CA $1,292 per person
CA $1,292
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Jun 22 - Jun 28

6 night stay

Toronto (YYZ) to Santo Domingo (SDQ)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,302, price is now CA $1,497 per person
CA $1,497
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.
9/10 Wonderful! (1,003 reviews)
Amazing location and beautiful oasis in the center of San Juan. First class experience!!

Reviewed on Apr 11, 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 Cable Beach are located nearby.
8.6/10 Excellent! (2,470 reviews)
Not great.

Reviewed on Apr 15, 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! (1,634 reviews)
Hotel Rumbao was so beautiful and in the perfect location. It was very easy to navigate everywhere in Old San Juan from the hotel. The room was very clean and all of the staff we encountered were helpful and friendly. Our window view was great! The pool was on the top floor and was a little crowded ...

Reviewed on Apr 14, 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 Junkanoo Beach and Cable Beach are located nearby.
9/10 Wonderful! (1,461 reviews)
Nice. Quiet. Clean.

Reviewed on Apr 14, 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 $276. 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 June. 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 $276. 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 $276 and CA $986 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.