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Caribbean Islands

$145+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — SJU
Jul 22 — Jul 291
Wed 7/22
Wed 7/29
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 June 22, 2026.

This Arajet deal was found by Cheapflights users on 6/19. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:50 am
YYZ
-
SDQ
1 stop9h 50m
Multiple Airlines
Fri 11/61:40 am
SDQ
-
YYZ
1 stop9h 12m
Multiple Airlines
Deal found 6/19$311
This FlightHub deal was found by Cheapflights users on 6/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:45 am
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sun 9/2712:00 pm
NAS
-
YYZ
Nonstop3h 30m
WestJet
Deal found 6/21$314
This United Airlines deal was found by Cheapflights users on 6/19. 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.
Sat 6/207:30 am
YYZ
-
NAS
1 stop6h 38m
United Airlines
Mon 6/223:59 pm
NAS
-
YYZ
1 stop27h 38m
United Airlines
Deal found 6/19$316
This Arajet deal was found by Cheapflights users on 6/19. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:40 pm
YYZ
-
SDQ
1 stop9h 00m
Multiple Airlines
Fri 9/181:40 am
SDQ
-
YYZ
1 stop10h 00m
Multiple Airlines
Deal found 6/19$318
This Justfly.com deal was found by Cheapflights users on 6/21. 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.
Tue 10/137:45 am
YYZ
-
NAS
Nonstop3h 25m
WestJet
Tue 10/2012:00 pm
NAS
-
YYZ
Nonstop3h 30m
WestJet
Deal found 6/21$323
This Air Canada deal was found by Cheapflights users on 6/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:10 pm
YYZ
-
NAS
Nonstop3h 20m
Air Canada
Mon 10/196:30 pm
NAS
-
YYZ
Nonstop3h 15m
Air Canada
Deal found 6/21$331
This Air Canada deal was found by Cheapflights users on 6/21. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:40 pm
YYZ
-
NAS
2 stops13h 55m
Air Canada
Sun 10/186:30 pm
NAS
-
YYZ
Nonstop3h 15m
Air Canada
Deal found 6/21$334
This FlightHub deal was found by Cheapflights users on 6/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/279:25 am
YYZ
-
AUA
Nonstop5h 15m
WestJet
Tue 11/34:30 pm
AUA
-
YYZ
Nonstop5h 32m
WestJet
Deal found 6/17$337
This Avianca deal was found by Cheapflights users on 6/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:15 pm
YYZ
-
AUA
2 stops17h 30m
Avianca
Sun 8/2311:50 am
AUA
-
YYZ
1 stop19h 30m
Avianca
Deal found 6/22$338
This Avianca deal was found by Cheapflights users on 6/20. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:15 pm
YYZ
-
AUA
2 stops17h 30m
Avianca
Mon 8/3111:50 am
AUA
-
YYZ
2 stops12h 45m
Avianca
Deal found 6/20$339
This United Airlines deal was found by Cheapflights users on 6/18. 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.
Sat 6/207:30 am
YYZ
-
NAS
1 stop27h 58m
United Airlines
Tue 6/232:35 pm
NAS
-
YYZ
1 stop7h 48m
United Airlines
Deal found 6/18$340
This FlightHub deal was found by Cheapflights users on 6/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:25 am
YYZ
-
AUA
Nonstop5h 15m
WestJet
Thu 12/174:30 pm
AUA
-
YYZ
Nonstop5h 32m
WestJet
Deal found 6/17$340

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 June 22, 2026.

Round-trip from

$311
(Arajet)

One-way from

$145
(Air Canada)

Popular in

August

Cheapest in

October

Average price

$467
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. 5% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 22, 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

TorontoSanto Domingo

YYZ - SDQ

YYZSDQ

Toronto Pearson Intl

Sat 9/26

12:40 pm-9:40 pm

1 stop9h 00m

Santo Domingo Las Americas

Fri 10/2

1:40 am-11:40 am

1 stop10h 00m

$363

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Wed 10/14

2:45 pm-1:47 pm

2 stops23h 02m

Nassau Intl

Sun 10/18

2:53 pm-10:36 pm

1 stop7h 43m

$365

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Wed 10/14

7:43 pm-1:47 pm

2 stops18h 04m

Nassau Intl

Tue 10/20

2:35 pm-10:23 pm

1 stop7h 48m

$365

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Wed 10/14

3:53 pm-1:47 pm

1 stop21h 54m

Nassau Intl

Mon 10/19

2:53 pm-10:04 am

2 stops19h 11m

$365

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sat 7/4

8:45 am-2:57 pm

1 stop6h 12m

Nassau Intl

Sat 7/11

3:59 pm-11:59 pm

1 stop8h 00m

$370

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sun 9/20

7:30 am-1:33 pm

1 stop6h 03m

Nassau Intl

Sun 9/27

2:53 pm-10:36 pm

1 stop7h 43m

$370

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sat 8/29

6:10 am-1:47 pm

1 stop7h 37m

Nassau Intl

Tue 9/1

12:35 pm-12:13 am

2 stops11h 38m

$375

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Mon 7/27

9:00 pm-1:29 pm

2 stops16h 29m

Nassau Intl

Sun 8/2

3:59 pm-11:59 pm

1 stop8h 00m

$375

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Tue 7/7

11:00 am-12:33 pm

2 stops25h 33m

Simpson Bay Princess Juliana

Wed 7/15

3:50 pm-3:46 pm

2 stops23h 56m

$401

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 7/18

8:45 am-12:33 pm

2 stops27h 48m

Simpson Bay Princess Juliana

Wed 7/22

3:50 pm-11:54 pm

1 stop8h 04m

$401

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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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

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 $413). Flying from Toronto Pearson Intl Airport to Caribbean Islands in December is currently the most expensive (average of $574). 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 June 22, 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 33% on the flight price compared to flying in the morning, which is usually more expensive.

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 59 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.

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 June 22, 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
231 reviews

Boarding

8.0

Food

6.8

Entertainment

6.7

Comfort

7.8

Overall

7.9

Crew

8.3

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
231 reviews
Caribbean Airlines
7.9
Good
231 reviews

Boarding

8.0

Food

6.8

Entertainment

6.7

Comfort

7.8

Overall

7.9

Crew

8.3

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
556 reviews
Caribbean Airlines
7.9
Good
231 reviews

Boarding

8.0

Food

6.8

Entertainment

6.7

Comfort

7.8

Overall

7.9

Crew

8.3

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
3,377 reviews
Caribbean Airlines
7.9
Good
231 reviews

Boarding

8.0

Food

6.8

Entertainment

6.7

Comfort

7.8

Overall

7.9

Crew

8.3

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
11,236 reviews
Caribbean Airlines
7.9
Good
231 reviews

Boarding

8.0

Food

6.8

Entertainment

6.7

Comfort

7.8

Overall

7.9

Crew

8.3

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
269 reviews
Caribbean Airlines
7.9
Good
231 reviews

Boarding

8.0

Food

6.8

Entertainment

6.7

Comfort

7.8

Overall

7.9

Crew

8.3

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 3h 20m. Toronto Pearson Intl Airport and Caribbean Islands are separated by a distance of 1292 mi. Generally, flights for this route are nonstop.

  • 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 ($103), 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 - Santo Domingo Las Americas or Toronto Pearson Intl - Montego Bay Sangster Intl, Toronto Pearson Intl - Punta Cana 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 Air Canada Rouge (100%), Delta (100%) or WestJet (100%) 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 $673 for a flight from Toronto Pearson Intl Airport to Caribbean Islands. The cheapest flight overall is $513 while the most popular route, (Toronto Pearson Intl - Punta Cana) is currently priced at $257.

  • 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 $413). Flying from Toronto Pearson Intl Airport to Caribbean Islands in December is currently the most expensive (average of $574). 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 June 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$154Average$421FlexibilityNo cancel feeOn-time69%
Air TransatCheapest$163Average$473FlexibilityNo cancel feeOn-time50%
Air CanadaCheapest$164Average$659FlexibilityNo cancel feeOn-time67%
Flair AirlinesCheapest$168Average$403FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$184Average$383FlexibilityNo cancel feeOn-time71%
ArajetCheapest$208Average$343FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$233Average$521FlexibilityNo cancel feeOn-time60%
Porter AirlinesCheapest$268Average$348FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$273Average$544FlexibilityNo cancel feeOn-time71%

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