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.

Wed, Feb 17 - Sat, Feb 27
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $377 Roundtrip, found 12 hours ago
CA $377
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Feb 17 from Pearson Intl. to Luis Munoz Marin Intl., returning Sat, Feb 27, priced at CA $377 found 12 hours ago
Fri, Dec 4 - Sat, Dec 12
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $378 Roundtrip, found 1 day ago
CA $378
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Dec 4 from Pearson Intl. to Luis Munoz Marin Intl., returning Sat, Dec 12, priced at CA $378 found 1 day ago
Wed, May 27 - Wed, Jun 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $382 Roundtrip, just found
CA $382
Roundtrip
just found
Select WestJet flight, departing Wed, May 27 from Pearson Intl. to Queen Beatrix Intl., returning Wed, Jun 17, priced at CA $382 just found
Fri, Sep 25 - Tue, Sep 29
YYZ
Pearson Intl.
SJU
Luis Munoz Marin Intl.
CA $390 Roundtrip, found 2 days ago
CA $390
Roundtrip
found 2 days ago
Select Arajet flight, departing Fri, Sep 25 from Pearson Intl. to Luis Munoz Marin Intl., returning Tue, Sep 29, priced at CA $390 found 2 days ago
Mon, May 18 - Mon, Jun 15
YYZ
Pearson Intl.
KIN
Norman Manley Intl.
CA $422 Roundtrip, found 14 hours ago
CA $422
Roundtrip
found 14 hours ago
Select Flair Airlines flight, departing Mon, May 18 from Pearson Intl. to Norman Manley Intl., returning Mon, Jun 15, priced at CA $422 found 14 hours ago
Tue, Jun 16 - Fri, Jun 19
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $424 Roundtrip, just found
CA $424
Roundtrip
just found
Select Air Canada flight, departing Tue, Jun 16 from Pearson Intl. to Lynden Pindling Intl., returning Fri, Jun 19, priced at CA $424 just found
Wed, Jun 10 - Sat, Jun 13
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $426 Roundtrip, found 1 hour ago
CA $426
Roundtrip
found 1 hour ago
Select Porter Airlines flight, departing Wed, Jun 10 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Jun 13, priced at CA $426 found 1 hour ago
Mon, May 18 - Tue, Jun 2
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $429 Roundtrip, found 3 hours ago
CA $429
Roundtrip
found 3 hours 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 3 hours ago
OriginDestinationTravel datesFlights from*
EWRSan JuanMay 30 to June 6CA $230
EWRSan JuanMay 30 to June 6CA $230
JFKSan JuanJuly 4 to July 14CA $379
EWRPunta CanaJune 7 to June 16CA $387
JFKMontego BayMay 18 to May 28CA $442
JFKMontego BayMay 18 to May 28CA $442
EWRSanto DomingoMay 10 to May 16CA $508
JFKPunta CanaJune 2 to June 9CA $515
JFKSanto DomingoJune 10 to June 24CA $552
EWRPiarcoMay 7 to May 11CA $567
JFKSantiago de los CaballerosMay 9 to June 4CA $572
EWRMontego BayJune 12 to June 26CA $574
EWRSantiago de los CaballerosJune 19 to June 22CA $580
JFKNassauJune 18 to June 22CA $588
EWRKingstonMay 16 to May 21CA $619
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSSan JuanApril 26 to April 30CA $387
EWRSan JuanApril 25 to April 28CA $480
EWRSan JuanApril 25 to April 28CA $480
JFKMontego BayApril 25 to April 30CA $483
JFKMontego BayApril 25 to April 30CA $483
JFKNassauApril 26 to April 30CA $549
JFKNassauApril 26 to April 30CA $549
JFKSan JuanApril 25 to April 28CA $569
JFKSantiago de los CaballerosApril 26 to May 4CA $593
JFKSantiago de los CaballerosApril 26 to May 4CA $593
BOSSanto DomingoApril 26 to May 2CA $628
JFKSanto DomingoApril 25 to April 27CA $723
JFKSanto DomingoApril 25 to April 27CA $723
JFKPunta CanaApril 25 to April 27CA $818
JFKPunta CanaApril 25 to April 27CA $818
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Coral Costa Caribe Beach Resort - All Inclusive
4.0-star property

Coral Costa Caribe Beach Resort - All Inclusive

May 6 - May 13

7 night stay

Ottawa (YOW) to Santo Domingo (SDQ)

United • Non-stop roundtrip • Coach
Price was CA $3,043, price is now CA $1,365 per person
CA $1,365
per person
found 1 day ago
Ocho Rios Villa at The Palms
3.0-star property

Ocho Rios Villa at The Palms

Jun 12 - Jun 19

7 night stay

Toronto (YYZ) to Montego Bay (MBJ)

Air Canada • Roundtrip • Coach
Price was CA $3,765, price is now CA $1,595 per person
CA $1,595
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 2 - Jul 9

7 night stay

Ottawa (YOW) to Montego Bay (MBJ)

Air Canada • Non-stop roundtrip • Coach
Price was CA $5,306, price is now CA $2,337 per person
CA $2,337
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Ottawa 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! (1,001 reviews)
Everything was great

Reviewed on Apr 22, 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 Cabbage Beach are located nearby.
8.6/10 Excellent! (2,502 reviews)
Overall we had a nice stay. Spacious room with large bathroom. Had signed up for an ocean view king with a balcony … which we had. But you had to be standing to see the water from both due to high windows in the bedroom and a wall around the deck. Oftentimes long waits at the front desk and mixed ...

Reviewed on Apr 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, 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! (1,648 reviews)
Good location!!!

Reviewed on Apr 22, 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! (1,462 reviews)
We stayed at the Reef with a 10 and 13 year old boy. We loved having the full kitchen! The Reef was a bit of a walk to all the water slides and fun activities but it was a beautiful walk and it felt less crowded and more relaxing! The Reef beach was clam and the water was less choppy for my kids. ...

Reviewed on Apr 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 $230. 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 $230. 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 $230 and CA $818 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.