Flights To Caribbean - Cheap Flights Starting at CA $177

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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 3 days ago
CA $341
Roundtrip
found 3 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 3 days ago
Wed, May 27 - Wed, Jun 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 4 days ago
CA $388
Roundtrip
found 4 days ago
Select WestJet flight, departing Wed, May 27 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 17, priced at CA $388 found 4 days ago
Tue, Apr 14 - Sat, Apr 18
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $404 Roundtrip, found 1 hour ago
CA $404
Roundtrip
found 1 hour ago
Select WestJet flight, departing Tue, Apr 14 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Apr 18, priced at CA $404 found 1 hour ago
Sat, Feb 20 - Sun, Feb 28
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $407 Roundtrip, found 2 days ago
CA $407
Roundtrip
found 2 days ago
Select Arajet flight, departing Sat, Feb 20 from Pearson Intl. to Luis Munoz Marin Intl., returning Sun, Feb 28, priced at CA $407 found 2 days ago
Wed, Oct 21 - Wed, Oct 28
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $409 Roundtrip, found 4 days ago
CA $409
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 21 from Pearson Intl. to Luis Munoz Marin Intl., returning Wed, Oct 28, priced at CA $409 found 4 days ago
Mon, Apr 20 - Tue, Apr 21
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $424 Roundtrip, just found
CA $424
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Apr 20 from Pearson Intl. to Lynden Pindling Intl., returning Tue, Apr 21, priced at CA $424 just found
Sun, Apr 26 - Mon, Jun 29
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $428 Roundtrip, found 3 days ago
CA $428
Roundtrip
found 3 days ago
Select WestJet flight, departing Sun, Apr 26 from Pearson Intl. to Sir Donald Sangster Intl., returning Mon, Jun 29, priced at CA $428 found 3 days ago
Sun, Jul 5 - Sun, Aug 2
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $436 Roundtrip, just found
CA $436
Roundtrip
just found
Select Air Transat flight, departing Sun, Jul 5 from Pearson Intl. to Sir Donald Sangster Intl., returning Sun, Aug 2, priced at CA $436 just found
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 5 to May 9CA $276
EWROranjestadMay 11 to May 15CA $350
JFKSan JuanJune 21 to June 30CA $384
JFKPiarcoJune 16 to June 23CA $474
JFKPiarcoJune 16 to June 23CA $474
JFKPunta CanaMay 4 to May 12CA $522
JFKOranjestadMay 2 to May 11CA $524
JFKNassauMay 6 to May 9CA $544
JFKMontego BayJune 3 to June 7CA $569
EWRMontego BayJuly 24 to August 1CA $589
EWRSantiago de los CaballerosApril 27 to May 1CA $600
EWRNassauJuly 26 to July 30CA $622
JFKSantiago de los CaballerosMay 1 to May 10CA $630
JFKKingstonMay 27 to June 9CA $686
EWRKingstonJuly 24 to August 14CA $866
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
FLLSan JuanApril 19 to May 1CA $179
FLLPunta CanaApril 19 to April 23CA $313
FLLSanto DomingoApril 19 to April 25CA $345
FLLSantiago de los CaballerosApril 17 to April 20CA $550
LGAPiarcoApril 17 to April 20CA $568
EWRSanto DomingoApril 18 to April 24CA $624
EWRSanto DomingoApril 18 to April 24CA $624
EWROranjestadApril 19 to April 24CA $650
EWROranjestadApril 19 to April 24CA $650
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 19 to April 24CA $832
JFKKingstonApril 19 to April 24CA $832
*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 $4,472, price is now CA $838 per person
CA $838
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

Jun 27 - Jul 4

7 night stay

Edmonton (YEG) to Montego Bay (MBJ)

United • Non-stop roundtrip • Coach
Price was CA $5,772, price is now CA $2,674 per person
CA $2,674
per person
found 1 day ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Jun 24 - Jul 1

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $6,082, price is now CA $2,887 per person
CA $2,887
per person
found 21 hours 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! (2,466 reviews)
Staff Excellent

Reviewed on Apr 12, 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! (1,631 reviews)
Waited 2 hours after check in. When they called for room it came up as spam and no message was left. We just happen to be around the corner so stopped in to see if it was their call and it was. They did give us 2 free continental breakfasts and $21 food & drink credit. Went for breakfast and there ...

Reviewed on Apr 12, 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! (1,467 reviews)
Expensive food. Not many activities on site for the price.

Reviewed on Apr 11, 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 $179. 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 $179. 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 $179 and CA $866 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.