Flights To Caribbean - Cheap Flights Starting at CA $210

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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.

Wed, Dec 2 - Sun, Dec 13
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $333 Roundtrip, found 2 days ago
CA $333
Roundtrip
found 2 days ago
Select Arajet flight, departing Wed, Dec 2 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Sun, Dec 13, priced at CA $333 found 2 days ago
Tue, Jan 5 - Thu, Jan 21
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $368 Roundtrip, found 3 days ago
CA $368
Roundtrip
found 3 days ago
Select Air Transat flight, departing Tue, Jan 5 from Pearson Intl. to Queen Beatrix Intl., returning Thu, Jan 21, priced at CA $368 found 3 days ago
Tue, Jan 5 - Fri, Jan 22
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $369 Roundtrip, found 4 days ago
CA $369
Roundtrip
found 4 days ago
Select Flair Airlines flight, departing Tue, Jan 5 from Pearson Intl. to Sir Donald Sangster Intl., returning Fri, Jan 22, priced at CA $369 found 4 days ago
Wed, Mar 3 - Wed, Mar 10
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $400 Roundtrip, found 5 days ago
CA $400
Roundtrip
found 5 days ago
Select WestJet flight, departing Wed, Mar 3 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, Mar 10, priced at CA $400 found 5 days ago
Sun, Dec 6 - Thu, Jan 21
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $411 Roundtrip, found 2 days ago
CA $411
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Sun, Dec 6 from Pearson Intl. to Sir Donald Sangster Intl., returning Thu, Jan 21, priced at CA $411 found 2 days ago
Sat, Dec 12 - Sun, Jan 10
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $428 Roundtrip, found 6 days ago
CA $428
Roundtrip
found 6 days ago
Select WestJet flight, departing Sat, Dec 12 from Pearson Intl. to Lynden Pindling Intl., returning Sun, Jan 10, priced at CA $428 found 6 days ago
Tue, Jan 26 - Thu, Jan 28
YUL
Pierre Elliott Trudeau Intl.
PUJ
Punta Cana Intl.
CA $435 Roundtrip, found 1 day ago
CA $435
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Tue, Jan 26 from Pierre Elliott Trudeau Intl. to Punta Cana Intl., returning Thu, Jan 28, priced at CA $435 found 1 day ago
Sat, Nov 7 - Thu, Nov 12
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $440 Roundtrip, found 4 hours ago
CA $440
Roundtrip
found 4 hours ago
Select Arajet flight, departing Sat, Nov 7 from Pearson Intl. to Luis Munoz Marin Intl., returning Thu, Nov 12, priced at CA $440 found 4 hours ago
Tue, Oct 27 - Sun, Jan 24
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $446 Roundtrip, found 6 days ago
CA $446
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, Oct 27 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Sun, Jan 24, priced at CA $446 found 6 days ago
Wed, Apr 28 - Sat, May 1
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $457 Roundtrip, found 1 day ago
CA $457
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Wed, Apr 28 from Pearson Intl. to Punta Cana Intl., returning Sat, May 1, priced at CA $457 found 1 day ago
Sun, Nov 8 - Thu, Nov 26
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $459 Roundtrip, found 3 days ago
CA $459
Roundtrip
found 3 days ago
Select United flight, departing Sun, Nov 8 from Pearson Intl. to Sir Donald Sangster Intl., returning Thu, Nov 26, priced at CA $459 found 3 days ago
OriginDestinationTravel datesFlights from*
JFKSan JuanNovember 9 to November 17CA $320
JFKSantiago de los CaballerosNovember 16 to December 8CA $420
JFKOranjestadNovember 16 to November 20CA $424
JFKOranjestadNovember 16 to November 20CA $424
JFKNassauNovember 30 to December 3CA $443
JFKSanto DomingoDecember 1 to December 4CA $447
JFKSanto DomingoDecember 1 to December 4CA $447
JFKPunta CanaNovember 16 to November 25CA $481
JFKPunta CanaNovember 16 to November 25CA $481
JFKMontego BayNovember 9 to November 13CA $525
JFKMontego BayNovember 9 to November 13CA $525
EWRMontego BayNovember 27 to November 30CA $583
JFKPiarcoNovember 22 to November 26CA $651
JFKKingstonDecember 1 to December 4CA $690
JFKKingstonDecember 1 to December 4CA $690
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
EWRSan JuanOctober 31 to November 4CA $401
JFKSan JuanOctober 30 to November 3CA $457
EWRSanto DomingoOctober 30 to November 4CA $536
JFKOranjestadOctober 30 to November 2CA $620
JFKOranjestadOctober 30 to November 2CA $620
JFKMontego BayNovember 1 to November 5CA $685
JFKPunta CanaOctober 30 to November 1CA $698
JFKPunta CanaOctober 30 to November 1CA $698
EWRPunta CanaOctober 30 to November 1CA $701
JFKPiarcoOctober 31 to November 7CA $733
EWRSantiago de los CaballerosOctober 30 to November 7CA $750
JFKSantiago de los CaballerosOctober 30 to November 4CA $753
JFKKingstonOctober 30 to November 3CA $771
EWRNassauOctober 30 to November 5CA $915
EWROranjestadNovember 1 to November 8CA $1,105
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Dec 6 - Dec 12

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

Porter Airlines • Non-stop • Coach

Montego Bay (MBJ) to Toronto (YTO)

Flair Airlines • Non-stop • Coach
Price was CA $3,184, price is now CA $1,403 per person
CA $1,403
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Jan 17 - Jan 24

7 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Porter Airlines • Roundtrip • Coach
Price was CA $7,035, price is now CA $2,629 per person
CA $2,629
per person
found 1 day ago
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

Jan 6 - Jan 13

7 night stay

Montreal (YUL) to Santo Domingo (SDQ)

Air Transat • Roundtrip • Coach
Price was CA $3,937, price is now CA $1,783 per person
CA $1,783
per person
found 18 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 Condado Beach are located nearby.
9.4/10 Exceptional! (1,000 reviews)
"Stunning property. Would love more towels and toilet paper, but very friendly and responsive staff"

Reviewed on Oct 19, 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 Aquaventure are located nearby.
8.6/10 Excellent! (3,133 reviews)
"Great service"

Reviewed on Oct 22, 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, a casino, and breakfast (surcharge). 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! (1,985 reviews)
"Very comfortable and close to restaurants and nite life"

Reviewed on Oct 22, 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 Aquaventure and Cabbage Beach are located nearby.
9/10 Wonderful! (1,717 reviews)
"This place was wonderful. Highly recommend!"

Reviewed on Oct 22, 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 $320. 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 December. 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 $320. 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 $320 and CA $1,105 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.