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Caribbean Islands

$132+ Cheap flights from Pearson Intl (YYZ) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SJU
Jun 9 — Jun 161
Tue 6/9
Tue 6/16
1 adult, Economy
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Cheap flight deals from Pearson Intl to Caribbean Islands

Cheapest flights from Pearson Intl to Caribbean Islands
Explore the most affordable flight options available from Pearson Intl to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 10, 2026.

This Expedia deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:45 pm
YYZ
-
NAS
Nonstop3h 20m
Porter Airlines
Wed 6/35:15 pm
NAS
-
YYZ
Nonstop3h 25m
Porter Airlines
Deal found 5/9$295
This Expedia deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/301:45 pm
YYZ
-
NAS
Nonstop3h 20m
Porter Airlines
Sat 6/65:15 pm
NAS
-
YYZ
Nonstop3h 25m
Porter Airlines
Deal found 5/7$296
This Super.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 10/183:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/5$307
This Expedia deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:45 am
YYZ
-
NAS
Nonstop3h 25m
WestJet
Fri 5/2912:00 pm
NAS
-
YYZ
Nonstop3h 30m
WestJet
Deal found 5/5$311
This Kiwi.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/149:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 6/213:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/9$313
This United Airlines deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:10 am
YYZ
-
SJU
1 stop9h 32m
United Airlines
Thu 9/101:00 am
SJU
-
YYZ
1 stop8h 19m
United Airlines
Deal found 5/7$315
This Booking.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/159:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 10/223:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/5$316
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 6/143:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/5$318
This Gotogate deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 8/303:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/7$320
This Justfly.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/229:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Thu 7/23:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/7$321
This Super.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/139:30 am
YYZ
-
SXM
Nonstop4h 50m
WestJet
Sun 8/163:20 pm
SXM
-
YYZ
Nonstop5h 05m
WestJet
Deal found 5/7$322
This Gotogate deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:40 pm
YYZ
-
PUJ
Nonstop4h 30m
Arajet
Sat 7/187:10 am
PUJ
-
YYZ
Nonstop4h 30m
Arajet
Deal found 5/5$326

Find flight deals from Pearson Intl to Caribbean Islands

Keep the following information in mind while searching for Pearson Intl to Caribbean Islands flight deals. Data was last updated May 10, 2026.

Round-trip from

$295
(Expedia)

One-way from

$132
(Expedia)

Popular in

August

Cheapest in

September

Average price

$456
From Toronto Pearson Intl to Caribbean Islands
Search Deals
One-way flight from Toronto Pearson Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($10 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 10, 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Wed 9/9

6:10 am-3:42 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Thu 9/10

1:00 am-9:19 am

1 stop8h 19m

$315

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Sat 10/24

6:10 am-3:42 pm

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Fri 10/30

1:05 am-9:29 am

1 stop8h 24m

$315

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Wed 9/23

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Fri 9/25

1:00 am-9:19 am

1 stop8h 19m

$315

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Fri 5/22

5:15 pm-3:56 pm

2 stops22h 41m

Nassau Intl

Fri 5/29

12:35 pm-11:43 am

1 stop23h 08m

$327

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Fri 6/5

6:30 am-11:00 am

Nonstop4h 30m

Punta Cana

Thu 6/11

7:25 pm-11:55 pm

Nonstop4h 30m

$355

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Wed 6/17

6:30 am-11:00 am

Nonstop4h 30m

Punta Cana

Sun 6/21

7:15 pm-11:45 pm

Nonstop4h 30m

$365

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 6/6

12:40 pm-5:10 pm

Nonstop4h 30m

Punta Cana

Thu 6/11

7:25 pm-11:55 pm

Nonstop4h 30m

$377

TorontoOranjestad

YYZ - AUA

YYZAUA

Toronto Pearson Intl

Fri 5/29

7:00 am-3:10 pm

1 stop8h 10m

Oranjestad Reina Beatrix

Wed 6/10

4:30 pm-9:54 am

2 stops17h 24m

$377

TorontoOranjestad

YYZ - AUA

YYZAUA

Toronto Pearson Intl

Fri 5/29

7:00 am-3:10 pm

1 stop8h 10m

Oranjestad Reina Beatrix

Wed 6/3

1:50 pm-9:19 am

2 stops19h 29m

$377

TorontoOranjestad

YYZ - AUA

YYZAUA

Toronto Pearson Intl

Sun 5/24

5:15 pm-3:20 pm

2 stops22h 05m

Oranjestad Reina Beatrix

Fri 5/29

1:50 pm-2:19 pm

2 stops24h 29m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/9

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Pearson Intl to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Pearson Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Caribbean Islands

How far ahead should I book a flight from Toronto Pearson Intl Airport to Caribbean Islands?

To ensure you get the cheapest price possible for a flight from Toronto Pearson Intl Airport to Caribbean Islands, you should look to book at least 74 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Caribbean Islands (average of $408). Flying from Toronto Pearson Intl Airport to Caribbean Islands in December is currently the most expensive (average of $579). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YYZ to EPX?

Find hourly flight availability from Pearson Intl to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 10, 2026.

It’s typically best to fly out from Toronto Pearson Intl Airport to Caribbean Islands in the afternoon. Doing so could potentially save you 26% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Toronto Pearson Intl Airport to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to Caribbean Islands. Price data was last updated on May 9, 2026.

Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Caribbean Islands flight should consider departing on Tuesday at noon when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated May 10, 2026.
See what other customers who have flown with Caribbean Airlines,Air Transat, andWestJet from Toronto Pearson Intl Airport to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
7.9
Good
227 reviews

Boarding

8.0

Entertainment

6.6

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
7.9
Good
227 reviews
Caribbean Airlines
7.9
Good
227 reviews

Boarding

8.0

Entertainment

6.6

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Air Transat
7.8
Good
549 reviews
Caribbean Airlines
7.9
Good
227 reviews

Boarding

8.0

Entertainment

6.6

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
WestJet
7.2
Good
3,332 reviews
Caribbean Airlines
7.9
Good
227 reviews

Boarding

8.0

Entertainment

6.6

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Air Canada
7.1
Good
11,012 reviews
Caribbean Airlines
7.9
Good
227 reviews

Boarding

8.0

Entertainment

6.6

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Flair Airlines
6.0
Okay
268 reviews
Caribbean Airlines
7.9
Good
227 reviews

Boarding

8.0

Entertainment

6.6

Crew

8.3

Food

6.7

Comfort

7.8

Overall

7.9

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Toronto Pearson Intl Airport to Caribbean Islands?

    Departing from Toronto Pearson Intl Airport to Caribbean Islands will take you 4h 10m. Toronto Pearson Intl Airport and Caribbean Islands are separated by a distance of 1785 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Toronto Pearson Intl Airport to Caribbean Islands are WestJet ($102), Porter Airlines ($106), and United Airlines ($121).

  • What are the most popular routes from Toronto Pearson Intl Airport to Caribbean Islands?

    While some choose either Toronto Pearson Intl - Punta Cana or Toronto Pearson Intl - Port of Spain Piarco Intl, Toronto Pearson Intl - Montego Bay Sangster Intl is the most popular route from Toronto Pearson Intl Airport to Caribbean Islands.

  • What are the most reliable airlines from Toronto Pearson Intl Airport to Caribbean Islands?

    No one likes to see their flight delayed. When booking a flight from Toronto Pearson Intl Airport to Caribbean Islands consider choosing WestJet (86%), Delta (83%) or Air Canada Rouge (64%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Toronto Pearson Intl Airport to Caribbean Islands?

    On average you can expect to pay $786 for a flight from Toronto Pearson Intl Airport to Caribbean Islands. The cheapest flight overall is $491 while the most popular route, (Toronto Pearson Intl - Montego Bay Sangster Intl) is currently priced at $366.

  • Can I find deals for flights from Pearson Intl to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Caribbean Islands.

  • Can I find deals for business class flights from Pearson Intl to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Pearson Intl to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Caribbean Islands (average of $408). Flying from Toronto Pearson Intl Airport to Caribbean Islands in December is currently the most expensive (average of $579). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 9 airlines flying from Pearson Intl to Caribbean Islands

Discover the top 9 airlines that operate flights from Pearson Intl to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$154Average$422FlexibilityNo cancel feeOn-time69%
Air TransatCheapest$163Average$495FlexibilityNo cancel feeOn-time50%
Air CanadaCheapest$164Average$612FlexibilityNo cancel feeOn-time67%
Flair AirlinesCheapest$168Average$398FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$184Average$364FlexibilityNo cancel feeOn-time71%
WestJetCheapest$225Average$501FlexibilityNo cancel feeOn-time60%
ArajetCheapest$228Average$331FlexibilityNo cancel feeOn-timeN/A
Caribbean AirlinesCheapest$237Average$506FlexibilityNo cancel feeOn-timeN/A
Porter AirlinesCheapest$265Average$346FlexibilityNo cancel feeOn-time52%

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