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C$ 155+ Cheap flights 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 15/8. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
22 Aug — 29 Aug1
1 adult
1 adult, Economy, 0 bags

Flights to Caribbean Islands in 2026

Enter your travel dates to find the best prices.

Cheapest flights to Caribbean Islands
Explore the most affordable flight options available to Caribbean Islands. Find the lowest fares based on data from user searches, with prices last updated on 23 July 2026.

Fri 25/96:30 a.m.
YYZ
-
SJU
1 stop9h 50m
Arajet
Tue 29/94:30 p.m.
SJU
-
YYZ
1 stop7h 25m
Arajet
Deal found 22/7C$ 324
Sat 5/912:40 p.m.
YYZ
-
SJU
1 stop6h 50m
Arajet
Tue 15/94:30 p.m.
SJU
-
YYZ
1 stop7h 25m
Arajet
Deal found 21/7C$ 330
Sat 25/712:55 p.m.
YYZ
-
NAS
Nonstop3h 20m
Air Transat
Sat 1/86:05 p.m.
NAS
-
YYZ
Nonstop3h 25m
Air Transat
Deal found 21/7C$ 359
Sat 22/81:45 p.m.
YYZ
-
NAS
Nonstop3h 20m
Air Transat
Sat 29/86:05 p.m.
NAS
-
YYZ
Nonstop3h 25m
Air Transat
Deal found 21/7C$ 372
Wed 22/712:55 p.m.
YYZ
-
NAS
Nonstop3h 20m
Air Transat
Sat 25/75:15 p.m.
NAS
-
YYZ
Nonstop3h 25m
Air Transat
Deal found 21/7C$ 375
Sat 15/81:45 p.m.
YYZ
-
NAS
Nonstop3h 20m
Porter Airlines
Sat 22/86:05 p.m.
NAS
-
YYZ
Nonstop3h 25m
Porter Airlines
Deal found 20/7C$ 406
Sat 12/912:40 p.m.
YYZ
-
SJU
1 stop6h 50m
Multiple Airlines
Sat 19/95:12 p.m.
SJU
-
YYZ
1 stop20h 53m
Multiple Airlines
Deal found 20/7C$ 407
Sat 12/912:40 p.m.
YYZ
-
SJU
1 stop6h 50m
Multiple Airlines
Sun 20/95:12 p.m.
SJU
-
YYZ
1 stop27h 43m
Multiple Airlines
Deal found 20/7C$ 409
Tue 15/97:00 a.m.
YYZ
-
SJU
1 stop7h 44m
United Airlines
Tue 15/91:00 a.m.
SJU
-
YYZ
1 stop8h 19m
United Airlines
Deal found 22/7C$ 410
Sat 26/97:00 a.m.
YYZ
-
SJU
1 stop7h 44m
United Airlines
Sat 26/91:00 a.m.
SJU
-
YYZ
1 stop8h 19m
United Airlines
Deal found 21/7C$ 412
Thu 3/92:10 p.m.
YYZ
-
NAS
Nonstop3h 20m
Air Canada
Thu 10/96:30 p.m.
NAS
-
YYZ
Nonstop3h 15m
Air Canada
Deal found 20/7C$ 426
Sun 4/107:45 a.m.
YYZ
-
NAS
Nonstop3h 25m
WestJet
Sun 11/1012:00 p.m.
NAS
-
YYZ
Nonstop3h 30m
WestJet
Deal found 21/7C$ 433

Find flights to Caribbean Islands

Browse one-way and round-trip flights deals to Caribbean Islands on Cheapflights. Flight deals are based on user searches and were last updated on 23 July 2026
Explore Caribbean Islands
Flights to Montego Bay
Flights to Punta Cana
Flights to Kingston
Flights to Oranjestad
Flights to Nassau
Flights to Bridgetown
Flights to Port of Spain
Flights to Puerto Plata
Flights to Simpson Bay
Flights to San Juan
Flights to St. George's
Flights to Willemstad
Flights to Kingstown
Flights to Providenciales
Flights to Castries
Flights to Pointe-à-Pitre
Flights to Fort-de-France
Flights to George Town
Flights to Santo Domingo
Flights to St. John's

Find flight deals to Caribbean Islands

Find the latest flights to Caribbean Islands in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 23 July 2026.

Round-trip from

C$ 524

One-way from

C$ 155

Popular in

December

Cheapest in

November

Average price

C$ 662
Porter Airlines
  • Porter Airlines
  • 5/1-12/1
  • Nonstop
  • 8h 18m total
  • Toronto to Montego Bay
Search Deals
Porter Airlines
  • Porter Airlines
  • 15/8
  • Nonstop
  • 3h 20m total
  • Toronto to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 0% potential increase in price.
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 629,999 searches and data was last updated on 23 July 2026.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Tue 15/9

7:00 a.m.-2:44 p.m.

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Tue 15/9

1:00 a.m.-9:19 a.m.

1 stop8h 19m

C$ 410

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Tue 29/9

6:10 a.m.-3:42 p.m.

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Tue 6/10

1:25 p.m.-10:23 p.m.

1 stop8h 58m

C$ 420

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Sat 12/9

7:00 a.m.-2:44 p.m.

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Sat 19/9

4:55 p.m.-11:54 p.m.

1 stop6h 59m

C$ 420

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Sat 5/9

7:00 a.m.-2:44 p.m.

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Fri 11/9

4:55 p.m.-11:54 p.m.

1 stop6h 59m

C$ 420

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Fri 25/9

7:00 a.m.-2:44 p.m.

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Tue 29/9

4:55 p.m.-11:54 p.m.

1 stop6h 59m

C$ 420

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Fri 23/10

6:10 a.m.-3:42 p.m.

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Fri 30/10

4:50 p.m.-11:52 p.m.

1 stop7h 02m

C$ 443

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Thu 29/10

10:53 a.m.-8:00 p.m.

1 stop9h 07m

San Juan Luis Munoz Marin Intl

Sun 1/11

8:25 a.m.-4:47 p.m.

1 stop9h 22m

C$ 462

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Fri 23/10

6:10 a.m.-3:42 p.m.

1 stop9h 32m

San Juan Luis Munoz Marin Intl

Fri 30/10

2:20 p.m.-7:20 p.m.

Nonstop5h 00m

C$ 485

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 31/10

11:50 a.m.-4:37 p.m.

Nonstop4h 47m

Punta Cana

Sat 7/11

6:02 a.m.-9:52 a.m.

Nonstop4h 50m

C$ 493

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sat 12/12

7:00 a.m.-5:49 p.m.

1 stop10h 49m

Nassau Intl

Tue 15/12

12:25 p.m.-3:53 p.m.

Nonstop3h 28m

C$ 496

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/7

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 to Caribbean Islands

How long is the flight to Caribbean Islands?

On average, a flight from Toronto to Caribbean Islands takes 12 hours 47 minutes. Flights to Caribbean Islands from other popular cities in Canada will vary in length. Below are a few examples of popular routes and their flight times.

What are the most popular airlines that fly to Caribbean Islands?

The most popular airlines flying from Toronto to Caribbean Islands are WestJet, Air Canada and Flair Airlines.

WestJet
WestJet
From C$ 185
Air Canada
Air Canada
From C$ 242
Air Transat
Air Transat
From C$ 300
United Airlines
United Airlines
From C$ 168

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Toronto to Caribbean Islands are United Airlines, WestJet and American Airlines.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 40.0 - 180.0 mm per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Caribbean Islands when rainfall is around 40.0 mm.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

When is the best time to book a flight to Caribbean Islands?

To ensure you get the cheapest price possible for a flight to Caribbean Islands, you should look to book at least 68 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.

When is the cheapest time to fly to Caribbean Islands?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Caribbean Islands. Price data was last updated on 18 July 2026.

Users looking for the lowest fares to Caribbean Islands should consider flying on Tuesday afternoons, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday evenings, when prices are usually at their highest.

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 23 July 2026.
See what other customers who have flown with Caribbean Airlines,Air Transat, andWestJet 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
229 reviews
Check prices

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Crew

8.3

Entertainment

6.7

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
229 reviews
Caribbean Airlines
7.9
Good
229 reviews
Check prices

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Crew

8.3

Entertainment

6.7

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
566 reviews
Caribbean Airlines
7.9
Good
229 reviews
Check prices

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Crew

8.3

Entertainment

6.7

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
3,411 reviews
Caribbean Airlines
7.9
Good
229 reviews
Check prices

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Crew

8.3

Entertainment

6.7

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
11,371 reviews
Caribbean Airlines
7.9
Good
229 reviews
Check prices

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Crew

8.3

Entertainment

6.7

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
273 reviews
Caribbean Airlines
7.9
Good
229 reviews
Check prices

Overall

7.9

Food

6.8

Boarding

8.0

Comfort

7.8

Crew

8.3

Entertainment

6.7

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

FAQs about flying to Caribbean Islands

  • Can I find cheaper flights to Caribbean Islands if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Caribbean Islands on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Caribbean Islands?

    Based on reviews from Cheapflights users, United Airlines is rated the highest out of the airlines that fly to Caribbean Islands.

  • Where does the fastest flight to Caribbean Islands depart from?

    For those looking to save time traveling to Caribbean Islands, Toronto offers the quickest one-way flight (3 hours 20 minutes).

  • Does San Juan Luis Munoz Marin Intl have rental cars?

    Yes. Those touching down at San Juan Luis Munoz Marin Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to San Juan Luis Munoz Marin Intl?

    Yes. San Juan Luis Munoz Marin Intl has hotels nearby for those requiring accommodations. San Juan Airport Hotel is the closest property to San Juan Luis Munoz Marin Intl (0.0 km away from San Juan Luis Munoz Marin Intl).

See more FAQs

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How does Cheapflights help users find flights to Caribbean Islands?

When you search for this flight to Caribbean Islands, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the best flight for you.

Why should you use Cheapflights to find cheap flight tickets to Caribbean Islands?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands.

Can Cheapflights find flights to Caribbean Islands with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights to Caribbean Islands, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights to Caribbean Islands become cheaper?

Of course! You can track prices for flights to Caribbean Islands and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals to set up your price alerts.

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