Flights To Caribbean - Cheap Flights Starting at CA $176

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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, May 30 - Tue, Jun 9
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $350 Roundtrip, found 2 days ago
CA $350
Roundtrip
found 2 days ago
Select Flair Airlines flight, departing Sat, May 30 from Pearson Intl. to Punta Cana Intl., returning Tue, Jun 9, priced at CA $350 found 2 days ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $383 Roundtrip, found 2 days ago
CA $383
Roundtrip
found 2 days ago
Select Arajet flight, departing Sat, Sep 26 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 29, priced at CA $383 found 2 days ago
Wed, Apr 29 - Wed, May 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $385 Roundtrip, found 5 days ago
CA $385
Roundtrip
found 5 days ago
Select United flight, departing Wed, Apr 29 from Pearson Intl. to Lynden Pindling Intl., returning Wed, May 13, priced at CA $385 found 5 days ago
Tue, May 19 - Fri, Jun 5
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $388 Roundtrip, found 5 days ago
CA $388
Roundtrip
found 5 days ago
Select WestJet flight, departing Tue, May 19 from Pearson Intl. to Queen Beatrix Intl., returning Fri, Jun 5, priced at CA $388 found 5 days ago
Tue, Apr 21 - Wed, Apr 22
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $403 Roundtrip, just found
CA $403
Roundtrip
just found
Select Porter Airlines flight, departing Tue, Apr 21 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Apr 22, priced at CA $403 just found
Fri, Apr 10 - Fri, Apr 17
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $409 Roundtrip, found 1 day ago
CA $409
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Apr 10 from Pearson Intl. to Luis Munoz Marin Intl., returning Fri, Apr 17, priced at CA $409 found 1 day ago
Wed, Jun 3 - Fri, Jun 12
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $429 Roundtrip, found 4 days ago
CA $429
Roundtrip
found 4 days ago
Select Flair Airlines flight, departing Wed, Jun 3 from Pearson Intl. to Norman Manley Intl., returning Fri, Jun 12, priced at CA $429 found 4 days ago
Sun, Oct 18 - Thu, Oct 22
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $435 Roundtrip, found 5 days ago
CA $435
Roundtrip
found 5 days ago
Select WestJet flight, departing Sun, Oct 18 from Pearson Intl. to Sir Donald Sangster Intl., returning Thu, Oct 22, priced at CA $435 found 5 days ago
OriginDestinationTravel datesFlights from*
EWRSan JuanApril 20 to April 24CA $269
EWRSan JuanApril 20 to April 24CA $269
LGAOranjestadApril 25 to May 2CA $358
EWRSanto DomingoApril 20 to April 24CA $420
FLLSantiago de los CaballerosMay 2 to May 19CA $463
JFKNassauApril 29 to May 7CA $482
JFKOranjestadMay 2 to May 6CA $492
EWRSantiago de los CaballerosApril 23 to May 8CA $584
EWRSantiago de los CaballerosApril 23 to May 8CA $584
JFKSantiago de los CaballerosApril 22 to May 4CA $598
EWRKingstonJune 20 to July 4CA $645
EWRKingstonJune 20 to July 4CA $645
JFKKingstonApril 20 to April 23CA $703
EWRPiarcoJune 18 to June 27CA $811
BOSSantiago de los CaballerosJune 22 to July 6CA $871
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIASan JuanApril 10 to April 16CA $160
EWRSan JuanApril 11 to April 15CA $240
EWRSan JuanApril 11 to April 15CA $240
BOSSanto DomingoApril 12 to April 18CA $294
BOSSan JuanApril 10 to April 16CA $309
FLLNassauApril 11 to April 18CA $417
JFKSan JuanApril 10 to April 15CA $437
MIASanto DomingoApril 10 to April 12CA $445
FLLKingstonApril 11 to April 24CA $509
LGANassauApril 10 to April 13CA $525
EWRPunta CanaApril 10 to April 14CA $582
JFKMontego BayApril 11 to April 15CA $606
JFKPiarcoApril 11 to April 14CA $680
JFKKingstonApril 11 to April 15CA $873
JFKKingstonApril 11 to April 15CA $873
*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

Jun 28 - Jul 3

5 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Transat • Coach

Montego Bay (MBJ) to Toronto (YTO)

American Airlines • Coach
Price was CA $3,466, price is now CA $863 per person
CA $863
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

May 20 - May 27

7 night stay

Toronto (YTO) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $5,475, price is now CA $2,391 per person
CA $2,391
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

May 26 - May 31

5 night stay

Toronto (YTO) to Santo Domingo (SDQ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $2,379, price is now CA $1,086 per person
CA $1,086
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! (1,001 reviews)
We were informed at breakfast that our Expedia booking didn't include breakfast, which everyone else got for free.

Reviewed on Apr 3, 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! (2,429 reviews)
The room was full of bugs/insects!!. From double bed room they love us a 2 individual rooms, separating my family, and to end the story, one room had a string urine smell… it is pretty, but not everything shiny is gold … very disappointed

Reviewed on Apr 4, 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! (1,613 reviews)
Great location!

Reviewed on Apr 4, 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! (1,464 reviews)
The staff and facility were top notch. Our room was perfect and the pool and beach areas were beautiful. There were plenty of food options but the 10% VAT and forced 15% gratuity even on a simple coke purchase was excessive.

Reviewed on Apr 3, 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 $160. 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 CA $160. 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 $160 and CA $873 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.