C$ 157 Find Cheap Flights to Caribbean in 2026

1 adult

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Canada to Caribbean

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Canada to Caribbean

Enter your travel dates to find the best prices.

9:30 a.m. - 2:20 p.m.

YYZ

SXM

4h 50mdirect

3:10 p.m. - 8:15 p.m.

SXM

YYZ

5h 05mdirect

C$ 422WestJet

Sun, 14 Jun - Thu, 18 Jun

9:30 a.m. - 2:20 p.m.

YYZ

SXM

4h 50mdirect

3:20 p.m. - 8:25 p.m.

SXM

YYZ

5h 05mdirect

C$ 427WestJet

Sun, 14 Jun - Sun, 21 Jun

12:20 p.m. - 5:00 p.m.

YYZ

SXM

4h 40mdirect

6:00 p.m. - 11:00 p.m.

SXM

YYZ

5h 00mdirect

C$ 433Air Canada

Sat, 13 Jun - Sat, 20 Jun

12:20 p.m. - 5:00 p.m.

YYZ

SXM

4h 40mdirect

6:00 p.m. - 11:00 p.m.

SXM

YYZ

5h 00mdirect

C$ 436Air Canada

Sat, 13 Jun - Sat, 20 Jun

9:35 a.m. - 12:33 p.m.

YYZ

SXM

26h 58m

1 stop

3:50 p.m. - 11:54 p.m.

SXM

YYZ

8h 04m

1 stop

C$ 447United Airlines

Thu, 9 Jul - Tue, 14 Jul

2:30 p.m. - 12:33 p.m.

YYZ

SXM

22h 03m

1 stop

3:50 p.m. - 9:54 a.m.

SXM

YYZ

18h 04m

2 stops

C$ 449United Airlines

Thu, 9 Jul - Thu, 16 Jul

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

YYZ

KIN

4h 15mdirect

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

KIN

YYZ

4h 25mdirect

C$ 461Flair Airlines

Fri, 12 Jun - Mon, 22 Jun

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

YYZ

KIN

4h 15mdirect

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

KIN

YYZ

4h 25mdirect

C$ 469Flair Airlines

Mon, 15 Jun - Mon, 22 Jun

12:40 p.m. - 3:45 p.m.

YYZ

MBJ

4h 05mdirect

4:55 p.m. - 10:00 p.m.

MBJ

YYZ

4h 05mdirect

C$ 487Air Transat

Sun, 6 Sep - Sun, 20 Sep

12:40 p.m. - 3:45 p.m.

YYZ

MBJ

4h 05mdirect

4:55 p.m. - 10:00 p.m.

MBJ

YYZ

4h 05mdirect

C$ 489Air Transat

Sun, 6 Sep - Sun, 20 Sep

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 14/6

9:30 a.m.-2:20 p.m.

Nonstop4h 50m

Simpson Bay Princess Juliana

Thu 18/6

3:10 p.m.-8:15 p.m.

Nonstop5h 05m

C$ 422

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sun 14/6

9:30 a.m.-2:20 p.m.

Nonstop4h 50m

Simpson Bay Princess Juliana

Sun 21/6

3:20 p.m.-8:25 p.m.

Nonstop5h 05m

C$ 427

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 13/6

12:20 p.m.-5:00 p.m.

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 20/6

6:00 p.m.-11:00 p.m.

Nonstop5h 00m

C$ 433

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 13/6

12:20 p.m.-5:00 p.m.

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 20/6

6:00 p.m.-11:00 p.m.

Nonstop5h 00m

C$ 436

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 9/7

9:35 a.m.-12:33 p.m.

1 stop26h 58m

Simpson Bay Princess Juliana

Tue 14/7

3:50 p.m.-11:54 p.m.

1 stop8h 04m

C$ 447

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 9/7

2:30 p.m.-12:33 p.m.

1 stop22h 03m

Simpson Bay Princess Juliana

Thu 16/7

3:50 p.m.-9:54 a.m.

2 stops18h 04m

C$ 449

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Fri 12/6

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

Nonstop4h 15m

Kingston Norman Manley

Mon 22/6

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

Nonstop4h 25m

C$ 461

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Mon 15/6

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

Nonstop4h 15m

Kingston Norman Manley

Mon 22/6

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

Nonstop4h 25m

C$ 469

Quickest round-trip

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Sun 6/9

12:40 p.m.-3:45 p.m.

Nonstop4h 05m

Montego Bay Sangster Intl

Sun 20/9

4:55 p.m.-10:00 p.m.

Nonstop4h 05m

C$ 487

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Sun 6/9

12:40 p.m.-3:45 p.m.

Nonstop4h 05m

Montego Bay Sangster Intl

Sun 20/9

4:55 p.m.-10:00 p.m.

Nonstop4h 05m

C$ 489

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Flight prices to countries in Caribbean

Interested in flights to Caribbean? Find the countries in Caribbean that you can fly to for the biggest bang for your buck

	Price	C$ 608 - C$ 1,368

CHEAPEST COUNTRY	St. Maarten	39% cheaper	Users typically spent C$ 393 less on flights to St. Maarten
MOST EXPENSIVE COUNTRY	Curaçao	37% more expensive	Users typically spent C$ 366 more on trips to Curaçao
MOST POPULAR COUNTRY TO FLY TO	Dominican Republic	223% more popular	As a popular travel destination, more of our users plan to visit Dominican Republic than any other country in Caribbean

Where are the most popular flight destinations in Caribbean?

The most popular flight destination in Caribbean, according to our users, is Dominican Republic, followed by Jamaica, Cuba, The Bahamas and Puerto Rico.

Cheapest flights to cities in Caribbean

Click on the cities below to find out when it's cheapest to fly to Caribbean, from Canada

San Juan Luis Munoz Marin Intl Airport

Caribbean

Cheapest flight to Caribbean from San Juan Luis Munoz Marin Intl Airport

Road Town

When booking a flight to Caribbean, the best-priced flight will typically be to Road Town for C$ 436, which is 66% less than the continental average.

Most expensive flight to Caribbean from San Juan Luis Munoz Marin Intl Airport

St. George's

Flights to Caribbean are typically 40% more expensive when flying to St. George's, where the average price is C$ 1,271

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	C$ 157
Best Round-Trip Price	C$ 422
Fastest flight time	4h 05m
Popular in	December

The best one-way flight price to Caribbean from Canada in the last 5 days is C$ 157 (Toronto Pearson Intl to Bridgetown Grantley Adams Intl).

Search Deals

The best round-trip flight price to Caribbean from Canada in the last 5 days is C$ 422 (Toronto Pearson Intl to Simpson Bay Princess Juliana).

Search Deals

The fastest flight to Caribbean from Canada takes 4h 05m (Toronto Pearson Intl to Montego Bay Sangster Intl).

Search Deals

December has the highest demand for flights to Caribbean, with a 6% price increase on average.

Search Deals

Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

When travelling to Caribbean, San Juan Luis Munoz Marin Intl airport in San Juan offers the cheapest overall flights with an average airfare of C$ 151, while the second most affordable option is George Town Owen Roberts Intl airport with an average airfare of C$ 155 for George Town.

When did momondo last update prices for flights to Caribbean?

Prices for flights to Caribbean are updated daily.

How many operators does momondo search for flights to Caribbean?

As of May 2026, there are 24 operators available to choose from for flights to Caribbean.

How old do you have to be to fly to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The travel and health documents you'll need for your trip to Caribbean may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Why use momondo?

Why should I use momondo to find a flight deal to Caribbean?

We help find the flight that best suits your needs; momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight for you.

Can I find flights to Caribbean with flexible booking policies on momondo?

All flight searches to Caribbean on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights to Caribbean?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as filter your options to help you make an informed choice when booking flights to Caribbean.

I’m not ready to book a flight to Caribbean right now. Can momondo alert me if prices change?

Yes. momondo can track flight prices for Caribbean and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.