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C$ 124+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
17 Jun — 24 Jun1
1 adult

Flights to Caribbean Islands in 2025

Find the latest flights to Caribbean Islands in 2025, 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 12 June 2025.

Round-trip from

C$ 425

One-way from

C$ 124

Popular in

December

Cheapest in

September

Average price

C$ 547
WestJet
  • WestJet
  • 15/6-15/7
  • Nonstop
  • 8h 26m total
  • Toronto to Montego Bay
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WestJet
  • WestJet
  • 9/8
  • Nonstop
  • 3h 23m total
  • Toronto to Caribbean Islands
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Highest demand for flights based on searches. 11% potential increase in price (C$ 114 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease (C$ 41 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 12 June 2025
Explore Caribbean Islands
Flights to Montego Bay
Flights to Punta Cana
Flights to Kingston
Flights to Oranjestad
Flights to Nassau
Flights to Port of Spain

Find flight deals to Caribbean Islands

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 12 June 2025.

Sat 12/71:55 p.m.YYZ - KIN
Nonstop4h 15mFlair Airlines
Sat 19/76:25 p.m.KIN - YYZ
Nonstop4h 25mFlair Airlines
Deal found 11/6C$ 338
Wed 12/1112:30 p.m.YYZ - SJU
1 stop10h 01mAmerican Airlines
Tue 25/116:30 a.m.SJU - YYZ
1 stop9h 55mAmerican Airlines
Deal found 12/6C$ 365
Wed 3/125:30 a.m.YYZ - PUJ
Nonstop4h 55mArajet
Thu 22/17:40 p.m.PUJ - YYZ
Nonstop4h 50mArajet
Deal found 9/6C$ 379
Sat 20/97:00 a.m.YYZ - PUJ
1 stop7h 24mUnited Airlines
Wed 24/94:35 p.m.PUJ - YYZ
2 stops16h 44mUnited Airlines
Deal found 10/6C$ 383
Fri 17/107:00 a.m.YYZ - SJU
1 stop7h 44mUnited Airlines
Wed 29/101:20 p.m.SJU - YYZ
1 stop10h 09mUnited Airlines
Deal found 10/6C$ 383
Sat 27/910:00 a.m.YYZ - PUJ
Nonstop4h 25mMultiple Airlines
Sat 4/106:10 a.m.PUJ - YYZ
Nonstop4h 30mMultiple Airlines
Deal found 11/6C$ 386
Sat 26/79:15 a.m.YYZ - PUJ
Nonstop4h 28mWestJet
Mon 28/711:45 a.m.PUJ - YYZ
Nonstop4h 40mWestJet
Deal found 10/6C$ 388
Fri 13/67:25 p.m.YYZ - PUJ
1 stop15h 25mAmerican Airlines
Sun 15/611:44 a.m.PUJ - YYZ
1 stop9h 46mAmerican Airlines
Deal found 10/6C$ 403
Tue 17/68:15 a.m.YYZ - KIN
Nonstop4h 10mMultiple Airlines
Mon 15/96:25 p.m.KIN - YYZ
Nonstop4h 25mMultiple Airlines
Deal found 10/6C$ 409
Wed 9/76:00 a.m.YYZ - NAS
1 stop11h 35mAmerican Airlines
Wed 16/72:45 p.m.NAS - YYZ
1 stop8h 09mAmerican Airlines
Deal found 10/6C$ 413
Sat 23/87:00 a.m.YYZ - NAS
Nonstop3h 23mWestJet
Sat 30/811:15 a.m.NAS - YYZ
Nonstop3h 25mWestJet
Deal found 10/6C$ 417
Mon 8/97:30 a.m.YYZ - NAS
1 stop6h 01mUnited Airlines
Sat 13/92:33 p.m.NAS - YYZ
2 stops19h 31mUnited Airlines
Deal found 9/6C$ 418

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 12 June 2025.
Use the filters below to find and compare flights to Caribbean Islands that are best for you.

Fly from

Toronto

Route

Depart

Return

Price

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Mon 14/7

1:55 p.m.-5:10 p.m.

Nonstop4h 15m

Kingston Norman Manley

Mon 28/7

6:25 p.m.-11:50 p.m.

Nonstop4h 25m

C$ 336

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Wed 12/11

12:30 p.m.-11:31 p.m.

1 stop10h 01m

San Juan Luis Munoz Marin Intl

Tue 25/11

6:30 a.m.-3:25 p.m.

1 stop9h 55m

C$ 365

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Wed 3/12

5:30 a.m.-11:25 a.m.

Nonstop4h 55m

Punta Cana

Tue 20/1

7:15 p.m.-11:05 p.m.

Nonstop4h 50m

C$ 379

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 20/9

7:00 a.m.-2:24 p.m.

1 stop7h 24m

Punta Cana

Wed 24/9

4:35 p.m.-9:19 a.m.

2 stops16h 44m

C$ 383

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Fri 17/10

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

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Wed 29/10

1:20 p.m.-11:29 p.m.

1 stop10h 09m

C$ 383

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 27/9

10:00 a.m.-2:25 p.m.

Nonstop4h 25m

Punta Cana

Sat 4/10

6:10 a.m.-10:40 a.m.

Nonstop4h 30m

C$ 386

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 26/7

9:15 a.m.-1:43 p.m.

Nonstop4h 28m

Punta Cana

Mon 28/7

11:45 a.m.-4:25 p.m.

Nonstop4h 40m

C$ 388

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Wed 9/7

6:00 a.m.-5:35 p.m.

1 stop11h 35m

Nassau Intl

Wed 16/7

2:45 p.m.-10:54 p.m.

1 stop8h 09m

C$ 413

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sat 19/7

7:00 a.m.-10:23 a.m.

Nonstop3h 23m

Nassau Intl

Wed 24/9

6:30 p.m.-9:55 p.m.

Nonstop3h 25m

C$ 417

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sat 6/9

7:30 a.m.-1:31 p.m.

1 stop6h 01m

Nassau Intl

Sat 13/9

2:33 p.m.-2:28 p.m.

2 stops23h 55m

C$ 418

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/6

Showing 1-10 of 60 results
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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 14 hours 12 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.

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 16 December 2024.

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

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 Caribbean Airlines.

WestJet
WestJet
From C$ 210
Air Canada
Air Canada
From C$ 210
Caribbean Airlines
Caribbean Airlines
From C$ 330
Flair Airlines
Flair Airlines
From C$ 194

What are the cheapest airlines that fly to Caribbean Islands?

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

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 12 June 2025.
Get a feel of what it's like to fly with Caribbean Airlines, Delta and Air Transat to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Caribbean Airlines
8.2
Very good
157 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Delta
8.0
Very good
7,950 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Air Transat
7.8
Good
396 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
Copa Airlines
7.5
Good
1,451 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.
United Airlines
7.4
Good
8,790 reviews
Caribbean Airlines
8.2
Very good
157 reviews
Check prices

Entertainment

6.8

Boarding

8.2

Comfort

7.9

Food

6.8

Overall

8.2

Crew

8.5

Reviews

1 / 9
6.0
Good

Anonymous,Mar 2025

JFK - GEO

Air hostesses were friendly. There should be more options for tea.

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, American Airlines is rated the highest out of the airlines that fly to Caribbean Islands.

  • How much is a round-trip flight to Caribbean Islands?

    A round-trip flight to Caribbean Islands will typically cost around C$ 216, however they can be found for as little as C$ 184.

  • 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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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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