Flights To Caribbean - Cheap Flights Starting at CA $184

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

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, Jan 28 - Sat, Feb 6
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $372 Roundtrip, found 6 days ago
CA $372
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jan 28 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sat, Feb 6, priced at CA $372 found 6 days ago
Wed, Sep 16 - Tue, Sep 22
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $392 Roundtrip, found 4 days ago
CA $392
Roundtrip
found 4 days ago
Select Arajet flight, departing Wed, Sep 16 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 22, priced at CA $392 found 4 days ago
Tue, May 26 - Sat, Jun 13
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $396 Roundtrip, found 23 hours ago
CA $396
Roundtrip
found 23 hours ago
Select WestJet flight, departing Tue, May 26 from Pearson Intl. to Queen Beatrix Intl., returning Sat, Jun 13, priced at CA $396 found 23 hours ago
Thu, Jun 4 - Wed, Jun 10
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $420 Roundtrip, just found
CA $420
Roundtrip
just found
Select Air Canada flight, departing Thu, Jun 4 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Jun 10, priced at CA $420 just found
Sat, Jun 6 - Sat, Jun 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $422 Roundtrip, found 1 hour ago
CA $422
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Sat, Jun 6 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Jun 13, priced at CA $422 found 1 hour ago
Mon, Jun 15 - Mon, Jun 22
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $428 Roundtrip, just found
CA $428
Roundtrip
just found
Select Flair Airlines flight, departing Mon, Jun 15 from Pearson Intl. to Norman Manley Intl., returning Mon, Jun 22, priced at CA $428 just found
Mon, May 18 - Tue, Jun 2
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 5 days ago
CA $429
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, May 18 from Pearson Intl. to Sir Donald Sangster Intl., returning Tue, Jun 2, priced at CA $429 found 5 days ago
Thu, May 28 - Thu, Jun 4
YUL
Pierre Elliott Trudeau Intl.
NAS
Lynden Pindling Intl.
CA $441 Roundtrip, just found
CA $441
Roundtrip
just found
Select Air Canada flight, departing Thu, May 28 from Pierre Elliott Trudeau Intl. to Lynden Pindling Intl., returning Thu, Jun 4, priced at CA $441 just found
Sat, Feb 27 - Sun, Mar 7
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $448 Roundtrip, found 1 day ago
CA $448
Roundtrip
found 1 day ago
Select Arajet flight, departing Sat, Feb 27 from Pearson Intl. to Punta Cana Intl., returning Sun, Mar 7, priced at CA $448 found 1 day ago
Wed, Feb 24 - Thu, Feb 25
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $449 Roundtrip, found 3 days ago
CA $449
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Feb 24 from Pearson Intl. to Luis Munoz Marin Intl., returning Thu, Feb 25, priced at CA $449 found 3 days ago
Tue, Jan 19 - Tue, Feb 2
YUL
Pierre Elliott Trudeau Intl.
MBJ
Sir Donald Sangster Intl.
CA $459 Roundtrip, found 3 days ago
CA $459
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jan 19 from Pierre Elliott Trudeau Intl. to Sir Donald Sangster Intl., returning Tue, Feb 2, priced at CA $459 found 3 days ago
OriginDestinationTravel datesFlights from*
JFKSan JuanJuly 6 to July 7CA $371
JFKPunta CanaMay 25 to June 3CA $462
JFKPunta CanaMay 25 to June 3CA $462
JFKOranjestadMay 18 to May 23CA $481
JFKNassauJune 2 to June 16CA $496
JFKNassauJune 2 to June 16CA $496
EWRSanto DomingoJune 6 to June 10CA $529
EWRMontego BayMay 13 to May 17CA $550
JFKSanto DomingoJune 4 to June 10CA $551
JFKPiarcoMay 15 to May 18CA $552
JFKPiarcoMay 15 to May 18CA $552
EWRKingstonMay 16 to May 21CA $619
EWRKingstonMay 16 to May 21CA $619
JFKMontego BayJune 5 to June 13CA $673
EWRSantiago de los CaballerosAugust 1 to October 3CA $685
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIANassauMay 1 to May 3CA $415
JFKSantiago de los CaballerosMay 2 to May 11CA $592
JFKSantiago de los CaballerosMay 2 to May 11CA $592
JFKMontego BayMay 3 to May 12CA $619
JFKMontego BayMay 3 to May 12CA $619
JFKOranjestadMay 3 to May 5CA $654
JFKOranjestadMay 3 to May 5CA $654
JFKSanto DomingoMay 1 to May 4CA $683
JFKSanto DomingoMay 1 to May 4CA $683
JFKKingstonMay 1 to May 3CA $727
JFKKingstonMay 1 to May 3CA $727
EWRSanto DomingoMay 1 to May 4CA $731
EWRSantiago de los CaballerosMay 1 to May 10CA $851
JFKPunta CanaMay 1 to May 4CA $906
JFKPunta CanaMay 1 to May 4CA $906
*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 25 - Aug 1

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

WestJet • Non-stop roundtrip • Coach
Price was CA $4,490, price is now CA $986 per person
CA $986
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

Jul 24 - Jul 31

7 night stay

Montreal (YUL) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,528, price is now CA $2,533 per person
CA $2,533
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Jul 15 - Jul 21

6 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $3,593, price is now CA $1,689 per person
CA $1,689
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.
9/10 Wonderful! (1,007 reviews)
Absolutely stunning will definitely be back

Reviewed on Apr 28, 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 Atlantis Casino are located nearby.
8.6/10 Excellent! (2,525 reviews)
Outstanding

Reviewed on Apr 28, 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! (1,661 reviews)
Every day key cards for the room and elevator had to be replaced

Reviewed on Apr 28, 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 Atlantis Casino and Cabbage Beach are located nearby.
9/10 Wonderful! (1,455 reviews)
We stayed in a two bedroom harbor view at the Reef. Had lots of space for 4 adults and one 20 year old. Room was clean and well appointed. Resort is beautiful and there is a ton to do. Loved the water park especially the rapid river. Marine life everywhere you turn and the dig is spectacular! Dining ...

Reviewed on Apr 26, 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 $371. 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 January. 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 $371. 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 $371 and CA $906 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.