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C$ 175+ 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 17/5. Fares are subject to change and may not be available on all flights or dates of travel.
— SJU
4 May — 11 May1
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 29 April 2025.

Round-trip from

C$ 446

One-way from

C$ 175

Popular in

December

Cheapest in

September

Average price

C$ 697
WestJet
  • WestJet
  • 26/5-13/6
  • Nonstop
  • 8h 26m total
  • Toronto to Montego Bay
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United Airlines
  • United Airlines
  • 17/5
  • 1 total stop
  • 21h 51m total
  • Toronto to Caribbean Islands
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Highest demand for flights based on searches. 8% potential increase in price (C$ 90 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 April 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 29 April 2025
Explore Caribbean Islands
Flights to Montego Bay
Flights to Punta Cana
Flights to Kingston
Flights to Port of Spain
Flights to Nassau
Flights to Oranjestad

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 29 April 2025.

Sat 3/52:45 p.m.YYZ - SJU
1 stop9h 09mUnited Airlines
Fri 9/51:05 a.m.SJU - YYZ
1 stop8h 14mUnited Airlines
Deal found 28/4C$ 344
Sat 3/512:40 p.m.YYZ - SJU
1 stop11h 29mAmerican Airlines
Wed 7/57:15 a.m.SJU - YYZ
1 stop7h 44mAmerican Airlines
Deal found 28/4C$ 371
Fri 11/71:55 p.m.YYZ - KIN
Nonstop4h 15mFlair Airlines
Fri 18/76:25 p.m.KIN - YYZ
Nonstop4h 25mFlair Airlines
Deal found 28/4C$ 382
Wed 4/66:55 p.m.YYZ - KIN
1 stop14h 58mMultiple Airlines
Wed 11/66:25 p.m.KIN - YYZ
Nonstop4h 25mMultiple Airlines
Deal found 28/4C$ 391
Thu 1/57:15 a.m.YYZ - PUJ
1 stop7h 00mAmerican Airlines
Thu 8/53:16 p.m.PUJ - YYZ
1 stop21h 14mAmerican Airlines
Deal found 28/4C$ 402
Sat 31/59:15 a.m.YYZ - PUJ
Nonstop4h 28mMultiple Airlines
Tue 3/66:10 a.m.PUJ - YYZ
Nonstop4h 30mMultiple Airlines
Deal found 28/4C$ 409
Wed 7/59:00 p.m.YYZ - PUJ
2 stops18h 35mUnited Airlines
Wed 14/54:35 p.m.PUJ - YYZ
2 stops21h 35mUnited Airlines
Deal found 28/4C$ 410
Wed 7/511:15 a.m.YYZ - KIN
Nonstop4h 15mWestJet
Wed 21/53:30 p.m.KIN - YYZ
Nonstop4h 22mWestJet
Deal found 28/4C$ 412
Sat 25/1011:40 a.m.YYZ - PUJ
Nonstop4h 47mArajet
Fri 31/101:05 p.m.PUJ - YYZ
Nonstop4h 50mArajet
Deal found 27/4C$ 416
Sat 14/69:15 a.m.YYZ - PUJ
Nonstop4h 28mWestJet
Sat 21/62:45 p.m.PUJ - YYZ
Nonstop4h 43mWestJet
Deal found 27/4C$ 417
Sun 29/66:10 a.m.YYZ - NAS
1 stop9h 48mUnited Airlines
Sun 6/74:01 p.m.NAS - YYZ
1 stop27h 36mUnited Airlines
Deal found 28/4C$ 420
Wed 7/57:00 a.m.YYZ - NAS
Nonstop3h 23mWestJet
Mon 12/511:15 a.m.NAS - YYZ
Nonstop3h 25mWestJet
Deal found 28/4C$ 421

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 29 April 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

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Sun 11/5

2:45 p.m.-11:54 p.m.

1 stop9h 09m

San Juan Luis Munoz Marin Intl

Fri 16/5

1:05 a.m.-9:19 a.m.

1 stop8h 14m

C$ 344

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Fri 11/7

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

Nonstop4h 15m

Kingston Norman Manley

Fri 18/7

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

Nonstop4h 25m

C$ 382

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Wed 4/6

6:55 p.m.-8:53 a.m.

1 stop14h 58m

Kingston Norman Manley

Wed 11/6

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

Nonstop4h 25m

C$ 391

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Fri 9/5

3:45 p.m.-10:45 a.m.

1 stop19h 00m

Punta Cana

Tue 13/5

4:53 p.m.-10:15 a.m.

1 stop17h 22m

C$ 402

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Fri 30/5

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

Nonstop4h 28m

Punta Cana

Sun 1/6

4:15 p.m.-8:58 p.m.

Nonstop4h 43m

C$ 407

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 31/5

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

Nonstop4h 28m

Punta Cana

Tue 3/6

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

Nonstop4h 30m

C$ 409

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Mon 12/5

3:00 p.m.-12:40 p.m.

2 stops21h 40m

Punta Cana

Wed 14/5

4:35 p.m.-1:42 p.m.

2 stops21h 07m

C$ 410

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Wed 7/5

11:15 a.m.-2:30 p.m.

Nonstop4h 15m

Kingston Norman Manley

Wed 21/5

3:30 p.m.-8:52 p.m.

Nonstop4h 22m

C$ 412

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Sun 29/6

6:10 a.m.-3:58 p.m.

1 stop9h 48m

Nassau Intl

Sun 6/7

4:01 p.m.-7:37 p.m.

1 stop27h 36m

C$ 420

TorontoNassau

YYZ - NAS

YYZNAS

Toronto Pearson Intl

Fri 9/5

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

Nonstop3h 23m

Nassau Intl

Mon 12/5

11:15 a.m.-2:40 p.m.

Nonstop3h 25m

C$ 421

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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 59 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$ 204

Air Canada

Air Canada

From C$ 210

Caribbean Airlines

Caribbean Airlines

From C$ 329

Flair Airlines

Flair Airlines

From C$ 208

What are the cheapest airlines that fly to Caribbean Islands?

The cheapest airlines flying from Toronto to Caribbean Islands are Canada Jetlines, United Airlines 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).

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 29 April 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
151 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

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
151 reviews
Caribbean Airlines
8.2
Very good
151 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

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
7,929 reviews
Caribbean Airlines
8.2
Very good
151 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

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
385 reviews
Caribbean Airlines
8.2
Very good
151 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

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
1,410 reviews
Caribbean Airlines
8.2
Very good
151 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

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
8,696 reviews
Caribbean Airlines
8.2
Very good
151 reviews
Check prices

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

6.8

Food

6.8

Overall

8.2

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, Canada Jetlines 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$ 217, however they can be found for as little as C$ 94.

  • 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 0 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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