Flights To Caribbean - Cheap Flights Starting at CA $193

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.

Wed, Oct 28 - Sat, Nov 7
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $393 Roundtrip, found 1 day ago
CA $393
Roundtrip
found 1 day ago
Select Arajet flight, departing Wed, Oct 28 from Pearson Intl. to Punta Cana Intl., returning Sat, Nov 7, priced at CA $393 found 1 day ago
Thu, Jan 28 - Sat, Feb 6
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $433 Roundtrip, found 14 hours ago
CA $433
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Thu, Jan 28 from Pearson Intl. to Luis Munoz Marin Intl., returning Sat, Feb 6, priced at CA $433 found 14 hours ago
Sat, Mar 6 - Sat, Mar 13
YUL
Pierre Elliott Trudeau Intl.
SJU
Luis Munoz Marin Intl.
CA $445 Roundtrip, found 1 hour ago
CA $445
Roundtrip
found 1 hour ago
Select Air Canada flight, departing Sat, Mar 6 from Pierre Elliott Trudeau Intl. to Luis Munoz Marin Intl., returning Sat, Mar 13, priced at CA $445 found 1 hour ago
Sun, Oct 25 - Fri, Nov 6
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $454 Roundtrip, found 5 days ago
CA $454
Roundtrip
found 5 days ago
Select Air Canada flight, departing Sun, Oct 25 from Pearson Intl. to Luis Munoz Marin Intl., returning Fri, Nov 6, priced at CA $454 found 5 days ago
Mon, Jan 25 - Mon, Feb 1
YYZ
Pearson Intl.
PUJ
Punta Cana Intl.
CA $460 Roundtrip, just found
CA $460
Roundtrip
just found
Select Flair Airlines flight, departing Mon, Jan 25 from Pearson Intl. to Punta Cana Intl., returning Mon, Feb 1, priced at CA $460 just found
Sat, Sep 5 - Thu, Sep 10
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $464 Roundtrip, found 20 hours ago
CA $464
Roundtrip
found 20 hours ago
Select Air Canada flight, departing Sat, Sep 5 from Pearson Intl. to Lynden Pindling Intl., returning Thu, Sep 10, priced at CA $464 found 20 hours ago
Fri, Sep 25 - Fri, Oct 9
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $466 Roundtrip, found 11 hours ago
CA $466
Roundtrip
found 11 hours ago
Select WestJet flight, departing Fri, Sep 25 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Oct 9, priced at CA $466 found 11 hours ago
Wed, Sep 2 - Wed, Sep 9
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $473 Roundtrip, found 4 days ago
CA $473
Roundtrip
found 4 days ago
Select Porter Airlines flight, departing Wed, Sep 2 from Pearson Intl. to Lynden Pindling Intl., returning Wed, Sep 9, priced at CA $473 found 4 days ago
Sat, Oct 24 - Sat, Oct 31
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $485 Roundtrip, found 2 days ago
CA $485
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Oct 24 from Pearson Intl. to Sir Donald Sangster Intl., returning Sat, Oct 31, priced at CA $485 found 2 days ago
OriginDestinationTravel datesFlights from*
JFKSan JuanJuly 21 to July 21CA $384
JFKSan JuanJuly 21 to July 21CA $384
EWRSanto DomingoAugust 31 to September 28CA $406
JFKNassauAugust 4 to August 14CA $450
JFKNassauAugust 4 to August 14CA $450
JFKMontego BaySeptember 4 to September 10CA $477
JFKOranjestadSeptember 5 to September 12CA $499
JFKPiarcoAugust 7 to August 17CA $509
JFKPiarcoAugust 7 to August 17CA $509
EWRPiarcoAugust 31 to September 12CA $555
JFKKingstonSeptember 25 to September 29CA $563
JFKKingstonSeptember 25 to September 29CA $563
JFKSanto DomingoSeptember 23 to October 10CA $592
JFKSantiago de los CaballerosOctober 1 to October 7CA $592
EWRNassauAugust 30 to September 3CA $608
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIAPiarcoJune 26 to June 28CA $439
JFKMontego BayJune 26 to July 1CA $598
JFKMontego BayJune 26 to July 1CA $598
BOSSanto DomingoJune 26 to July 3CA $618
JFKSanto DomingoJune 26 to July 2CA $751
JFKSanto DomingoJune 26 to July 2CA $751
EWRKingstonJune 27 to July 4CA $832
EWRSanto DomingoJune 26 to July 2CA $849
EWRSantiago de los CaballerosJune 27 to July 4CA $871
EWRSantiago de los CaballerosJune 27 to July 4CA $871
FLLSanto DomingoJune 26 to July 2CA $885
EWRNassauJune 26 to June 30CA $899
EWRPunta CanaJune 28 to July 2CA $910
JFKKingstonJune 27 to July 2CA $948
EWRMontego BayJune 27 to July 2CA $1,097
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Isla Verde Beachfront Retreat With Parking
2.0-star property

Isla Verde Beachfront Retreat With Parking

Sep 9 - Sep 16

7 night stay

Montreal (YUL) to San Juan (SJU)

American Airlines • Non-stop roundtrip • Coach
Price was CA $3,307, price is now CA $1,498 per person
CA $1,498
per person
just found
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Sep 6 - Sep 13

7 night stay

Edmonton (YEG) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $6,130, price is now CA $2,576 per person
CA $2,576
per person
found 1 day ago
Princess Senses The Mangrove Resort - Adults Only
4.0-star property

Princess Senses The Mangrove Resort - Adults Only

Sep 6 - Sep 13

7 night stay

Edmonton (YEG) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,460, price is now CA $2,771 per person
CA $2,771
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.
9.2/10 Wonderful! (1,004 reviews)
"Fantastic all around."

Reviewed on Jun 23, 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! (2,686 reviews)
"It was a new experience for me. It wasn’t what I was used to in a hotel. The only thing is I had to ask for face towel but other than that it was top shelf"

Reviewed on Jun 23, 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! (1,734 reviews)
"Beautiful Hotel at an incredible location. The Staff’s attention is outstanding. The bay view is amazing. If you’re visiting Old San Juan this is the place to stay."

Reviewed on Jun 23, 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! (1,536 reviews)
"We had an amazing time at Atlantis. We stayed at The Reef in a 2 bedroom suite. We had 2 couples with 3 children ranging from 2, 11 and 13. The suite provided ample space for everyone. The kids thoroughly enjoyed the water park as well the beach."

Reviewed on Jun 23, 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 $384. 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 17 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 October. 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 $384. 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 $384 and CA $1,097 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.