Flights To Caribbean - Cheap Flights Starting at CA $195

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Caribbean's top cities

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.

Thu, Feb 11 - Wed, Feb 17
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $364 Roundtrip, found 1 day ago
CA $364
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Thu, Feb 11 from Pearson Intl. to Sir Donald Sangster Intl., returning Wed, Feb 17, priced at CA $364 found 1 day ago
Tue, Jan 26 - Tue, Feb 2
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $378 Roundtrip, found 4 hours ago
CA $378
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Jan 26 from Pearson Intl. to Queen Beatrix Intl., returning Tue, Feb 2, priced at CA $378 found 4 hours ago
Mon, Jan 18 - Thu, Jan 21
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $385 Roundtrip, found 12 hours ago
CA $385
Roundtrip
found 12 hours ago
Select Flair Airlines flight, departing Mon, Jan 18 from Pearson Intl. to Punta Cana Intl., returning Thu, Jan 21, priced at CA $385 found 12 hours ago
Wed, Jan 27 - Fri, Feb 5
YUL
Pierre Elliott Trudeau Intl.
AUA
Queen Beatrix Intl.
CA $410 Roundtrip, found 5 hours ago
CA $410
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Jan 27 from Pierre Elliott Trudeau Intl. to Queen Beatrix Intl., returning Fri, Feb 5, priced at CA $410 found 5 hours ago
Sat, Apr 17 - Sat, Apr 24
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $441 Roundtrip, found 1 hour ago
CA $441
Roundtrip
found 1 hour ago
Select WestJet flight, departing Sat, Apr 17 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Apr 24, priced at CA $441 found 1 hour ago
Tue, Jan 19 - Thu, Jan 28
YUL
Pierre Elliott Trudeau Intl.
PUJ
Punta Cana Intl.
CA $450 Roundtrip, found 7 hours ago
CA $450
Roundtrip
found 7 hours ago
Select Flair Airlines flight, departing Tue, Jan 19 from Pierre Elliott Trudeau Intl. to Punta Cana Intl., returning Thu, Jan 28, priced at CA $450 found 7 hours ago
Sat, Jan 23 - Tue, Jan 26
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $455 Roundtrip, found 1 day ago
CA $455
Roundtrip
found 1 day ago
Select Arajet flight, departing Sat, Jan 23 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Jan 26, priced at CA $455 found 1 day ago
Sun, Nov 15 - Thu, Nov 19
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $458 Roundtrip, found 3 days ago
CA $458
Roundtrip
found 3 days ago
Select Flair Airlines flight, departing Sun, Nov 15 from Pearson Intl. to Norman Manley Intl., returning Thu, Nov 19, priced at CA $458 found 3 days ago
OriginDestinationTravel datesFlights from*
JFKSan JuanNovember 30 to December 2CA $272
EWRSan JuanDecember 7 to December 10CA $300
JFKOranjestadJanuary 13 to January 20CA $401
JFKSantiago de los CaballerosNovember 23 to December 8CA $417
EWROranjestadJanuary 20 to January 24CA $423
JFKSanto DomingoJanuary 12 to February 12CA $446
JFKMontego BayNovember 29 to December 5CA $484
JFKNassauDecember 26 to December 31CA $556
EWRNassauDecember 4 to December 6CA $593
JFKPiarcoJanuary 1 to January 16CA $608
EWRKingstonNovember 28 to December 5CA $622
EWRKingstonNovember 28 to December 5CA $622
EWRSantiago de los CaballerosNovember 28 to December 5CA $660
JFKKingstonJanuary 18 to January 25CA $738
EWRPiarcoJanuary 15 to January 18CA $929
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKSan JuanNovember 15 to December 8CA $463
JFKSan JuanNovember 15 to December 8CA $463
JFKOranjestadNovember 14 to November 21CA $468
JFKOranjestadNovember 14 to November 21CA $468
EWRPunta CanaNovember 14 to November 17CA $477
EWRPunta CanaNovember 14 to November 17CA $477
JFKMontego BayNovember 15 to November 19CA $511
EWRMontego BayNovember 14 to November 20CA $527
EWRSanto DomingoNovember 15 to December 2CA $556
JFKNassauNovember 14 to November 19CA $567
JFKNassauNovember 14 to November 19CA $567
EWRSan JuanNovember 14 to November 17CA $653
JFKPiarcoNovember 13 to November 20CA $657
EWRSantiago de los CaballerosNovember 15 to November 21CA $697
EWRNassauNovember 13 to November 16CA $1,195
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Blue Seas Two Unity Hall
3.0-star property

Blue Seas Two Unity Hall

Jan 20 - Jan 27

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $4,345, price is now CA $1,421 per person
CA $1,421
per person
found 13 hours ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Jan 20 - Jan 27

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $8,839, price is now CA $3,481 per person
CA $3,481
per person
found 13 hours ago
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Jan 15 - Jan 21

6 night stay

Montreal (YUL) to Montego Bay (MBJ)

Air Canada • Coach

Montego Bay (MBJ) to Montreal (YUL)

American Airlines • Coach
Price was CA $7,786, price is now CA $3,159 per person
CA $3,159
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Montreal to Caribbean
View all trips

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! (1,004 reviews)
"Beautiful room in a great central location in El viejo san juan! Would recommend!"

Reviewed on Nov 8, 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! (3,159 reviews)
"Amazing stay!, from check-in, the staff, the breakfast, the Woods Rodger’s Tavern for Happy Hour and even their Brunch! Did I forget to mention the newly renovated rooms and pool areas??! I would definitely recommend 🤗"

Reviewed on Nov 7, 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! (2,010 reviews)
"I had a wonderful stay! Everything was great from start to finish, and I couldn’t have asked for a better experience. I would definitely recommend this hotel and would happily stay here again!"

Reviewed on Nov 7, 2026

Opens in a new windowHotel Rumbao, a Tribute Portfolio Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 Atlantis Casino are located nearby.
9/10 Wonderful! (1,720 reviews)
"Upscale exterior, fancy restaurants and good crowd."

Reviewed on Nov 6, 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 $272. 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 February. 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 $272. 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 $272 and CA $1,195 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.