Flights To Caribbean - Cheap Flights Starting at CA $123

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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.

Thu, Oct 1 - Wed, Oct 7
MIA
Miami Intl.
SJU
Luis Munoz Marin Intl.
CA $332 Roundtrip, found 4 days ago
CA $332
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Oct 1 from Miami Intl. to Luis Munoz Marin Intl., returning Wed, Oct 7, priced at CA $332 found 4 days ago
Fri, Dec 11 - Thu, Dec 17
YYZ
Pearson Intl.
AUA
Queen Beatrix Intl.
CA $352 Roundtrip, just found
CA $352
Roundtrip
just found
Select Porter Airlines flight, departing Fri, Dec 11 from Pearson Intl. to Queen Beatrix Intl., returning Thu, Dec 17, priced at CA $352 just found
Fri, Jan 1 - Fri, Jan 15
YYZ
Pearson Intl.
MBJ
Sir Donald Sangster Intl.
CA $353 Roundtrip, found 1 hour ago
CA $353
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Fri, Jan 1 from Pearson Intl. to Sir Donald Sangster Intl., returning Fri, Jan 15, priced at CA $353 found 1 hour ago
Mon, Oct 26 - Sat, Oct 31
YYZ
Pearson Intl.
NAS
Lynden Pindling Intl.
CA $377 Roundtrip, just found
CA $377
Roundtrip
just found
Select Air Canada flight, departing Mon, Oct 26 from Pearson Intl. to Lynden Pindling Intl., returning Sat, Oct 31, priced at CA $377 just found
Sat, Nov 7 - Fri, Nov 20
MIA
Miami Intl.
SDQ
Las Americas Intl.
CA $407 Roundtrip, found 2 days ago
CA $407
Roundtrip
found 2 days ago
Select Arajet flight, departing Sat, Nov 7 from Miami Intl. to Las Americas Intl., returning Fri, Nov 20, priced at CA $407 found 2 days ago
Mon, Nov 9 - Fri, Nov 13
MIA
Miami Intl.
NAS
Lynden Pindling Intl.
CA $410 Roundtrip, found 4 days ago
CA $410
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Nov 9 from Miami Intl. to Lynden Pindling Intl., returning Fri, Nov 13, priced at CA $410 found 4 days ago
Fri, Nov 13 - Thu, Nov 19
MIA
Miami Intl.
PUJ
Punta Cana Intl.
CA $416 Roundtrip, found 3 days ago
CA $416
Roundtrip
found 3 days ago
Select Arajet flight, departing Fri, Nov 13 from Miami Intl. to Punta Cana Intl., returning Thu, Nov 19, priced at CA $416 found 3 days ago
Wed, Oct 7 - Sun, Oct 11
MIA
Miami Intl.
POS
Piarco Intl.
CA $419 Roundtrip, found 3 days ago
CA $419
Roundtrip
found 3 days ago
Select Copa flight, departing Wed, Oct 7 from Miami Intl. to Piarco Intl., returning Sun, Oct 11, priced at CA $419 found 3 days ago
Wed, Mar 17 - Fri, Mar 26
EWR
Newark Liberty Intl. Airport
SDQ
Las Americas Intl.
CA $433 Roundtrip, found 1 day ago
CA $433
Roundtrip
found 1 day ago
Select Arajet flight, departing Wed, Mar 17 from Newark Liberty Intl. Airport to Las Americas Intl., returning Fri, Mar 26, priced at CA $433 found 1 day ago
Sat, Nov 28 - Fri, Dec 4
EWR
Newark Liberty Intl. Airport
PUJ
Punta Cana Intl.
CA $434 Roundtrip, found 1 day ago
CA $434
Roundtrip
found 1 day ago
Select Arajet flight, departing Sat, Nov 28 from Newark Liberty Intl. Airport to Punta Cana Intl., returning Fri, Dec 4, priced at CA $434 found 1 day ago
Thu, Oct 15 - Sun, Oct 18
EKW
Miami Central Brightline Train Station
SJU
Luis Munoz Marin Intl.
CA $441 Roundtrip, found 1 day ago
CA $441
Roundtrip
found 1 day ago
Select Accessrail flight, departing Thu, Oct 15 from Miami Central Brightline Train Station to Luis Munoz Marin Intl., returning Sun, Oct 18, priced at CA $441 found 1 day ago
OriginDestinationTravel datesFlights from*
EWRPunta CanaNovember 28 to December 4CA $434
JFKOranjestadOctober 29 to November 3CA $440
EWRSan JuanDecember 9 to December 14CA $443
LGANassauNovember 25 to November 29CA $465
JFKSan JuanOctober 18 to October 23CA $472
EWRKingstonNovember 28 to December 5CA $476
EWRNassauOctober 19 to October 23CA $490
JFKPunta CanaOctober 20 to October 28CA $525
JFKSanto DomingoOctober 26 to October 30CA $552
EWRSanto DomingoNovember 17 to November 27CA $558
JFKSantiago de los CaballerosOctober 18 to October 23CA $600
JFKKingstonNovember 4 to November 8CA $632
JFKPiarcoOctober 9 to November 13CA $665
JFKPiarcoOctober 9 to November 13CA $665
BOSKingstonNovember 14 to November 18CA $1,167
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MIANassauOctober 2 to October 5CA $483
EWRSan JuanOctober 4 to October 8CA $518
EWRSan JuanOctober 4 to October 8CA $518
JFKSan JuanOctober 2 to October 7CA $573
EWRPunta CanaOctober 4 to October 8CA $612
EWRPunta CanaOctober 4 to October 8CA $612
JFKSantiago de los CaballerosOctober 3 to October 16CA $625
JFKSantiago de los CaballerosOctober 3 to October 16CA $625
JFKNassauOctober 3 to October 9CA $689
JFKNassauOctober 3 to October 9CA $689
EWRSantiago de los CaballerosOctober 2 to October 13CA $691
JFKSanto DomingoOctober 2 to March 3CA $722
JFKSanto DomingoOctober 2 to March 3CA $722
JFKMontego BayOctober 4 to October 7CA $795
EWRMontego BayOctober 4 to October 7CA $1,222
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Sunset at the Palms Resort - Adults Only - All Inclusive
4.5-star property

Sunset at the Palms Resort - Adults Only - All Inclusive

Dec 13 - Dec 19

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

Flair Airlines • Coach

Montego Bay (MBJ) to Toronto (YTO)

American Airlines • Coach
Price was CA $5,237, price is now CA $2,249 per person
CA $2,249
per person
found 1 day ago
Ocean Eden Bay - Adults Only - All inclusive
5.0-star property

Ocean Eden Bay - Adults Only - All inclusive

Sep 26 - Oct 2

6 night stay

Toronto (YTO) to Montego Bay (MBJ)

United • Non-stop • Coach

Montego Bay (MBJ) to Toronto (YTO)

American Airlines • Non-stop • Coach
Price was CA $5,416, price is now CA $2,393 per person
CA $2,393
per person
found 1 day ago
Ocean Coral Spring - All Inclusive
5.0-star property

Ocean Coral Spring - All Inclusive

Dec 22 - Dec 27

5 night stay

Hamilton (YHM) to Montego Bay (MBJ)

Porter Airlines • Roundtrip • Coach
Price was CA $6,411, price is now CA $2,889 per person
CA $2,889
per person
found 1 day ago
Don't see what you're looking for?
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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.
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 Aquaventure and Atlantis Casino are located nearby.
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! (1,943 reviews)
"Perfect location if heading on a cruise. Walk to lots of areas in old San Juan"

Reviewed on Sep 24, 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 Atlantis Casino are located nearby.
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 $332. 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 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 $332. 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 $332 and CA $1,222 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.