C$ 164 Find Cheap Flights to Caribbean in 2026

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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

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

SXM

YYZ

5h 05mdirect

C$ 390WestJet

Mon, 1 Jun - Thu, 4 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$ 393WestJet

Thu, 27 Aug - Mon, 31 Aug

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$ 398WestJet

Sun, 14 Jun - Thu, 18 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$ 413Flair Airlines

Fri, 5 Jun - Mon, 15 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$ 417Flair Airlines

Wed, 17 Jun - Wed, 24 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$ 448Air Transat

Sun, 14 Jun - Sun, 21 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$ 450Air Transat

Sun, 14 Jun - Sun, 21 Jun

8:15 a.m. - 11:20 a.m.

YYZ

MBJ

4h 05mdirect

12:30 p.m. - 5:40 p.m.

MBJ

YYZ

4h 10mdirect

C$ 459Air Canada

Wed, 2 Sep - Wed, 9 Sep

8:15 a.m. - 11:20 a.m.

YYZ

MBJ

4h 05mdirect

12:30 p.m. - 5:40 p.m.

MBJ

YYZ

4h 10mdirect

C$ 461Air Canada

Tue, 1 Sep - Tue, 8 Sep

2:20 p.m. - 1:40 p.m.

YUL

CUR

23h 20m

2 stops

2:50 p.m. - 1:09 p.m.

CUR

YUL

22h 19m

1 stop

C$ 549United Airlines

Fri, 15 May - Sat, 23 May

Fly from

Route

Depart

Return

Price

Cheapest round-trip

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 1/6

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Thu 4/6

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

Nonstop5h 05m

C$ 390

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Thu 27/8

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Mon 31/8

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

Nonstop5h 05m

C$ 393

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

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

Nonstop5h 05m

C$ 398

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Fri 5/6

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

Nonstop4h 15m

Kingston Norman Manley

Mon 15/6

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

Nonstop4h 25m

C$ 413

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Wed 17/6

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

Nonstop4h 15m

Kingston Norman Manley

Wed 24/6

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

Nonstop4h 25m

C$ 417

Quickest round-trip

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Sun 14/6

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

Nonstop4h 05m

Montego Bay Sangster Intl

Sun 21/6

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

Nonstop4h 05m

C$ 448

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Sun 14/6

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

Nonstop4h 05m

Montego Bay Sangster Intl

Sun 21/6

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

Nonstop4h 05m

C$ 450

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Wed 2/9

8:15 a.m.-11:20 a.m.

Nonstop4h 05m

Montego Bay Sangster Intl

Wed 9/9

12:30 p.m.-5:40 p.m.

Nonstop4h 10m

C$ 459

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Tue 1/9

8:15 a.m.-11:20 a.m.

Nonstop4h 05m

Montego Bay Sangster Intl

Tue 8/9

12:30 p.m.-5:40 p.m.

Nonstop4h 10m

C$ 461

MontrealWillemstad

YUL - CUR

YULCUR

Montreal Pierre Elliott Trudeau Intl

Fri 15/5

2:20 p.m.-1:40 p.m.

2 stops23h 20m

Willemstad Hato Int.

Sat 23/5

2:50 p.m.-1:09 p.m.

1 stop22h 19m

C$ 549

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$ 703 - C$ 1,334

CHEAPEST COUNTRY	Martinique	31% cheaper	Users typically spent C$ 310 less on flights to Martinique
MOST EXPENSIVE COUNTRY	Guadeloupe	32% more expensive	Users typically spent C$ 321 more on trips to Guadeloupe
MOST POPULAR COUNTRY TO FLY TO	Dominican Republic	270% 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$ 429, 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$ 1,252

Cheap Caribbean flight deals and tips

Summary info about Caribbean flight prices, duration and airlines

Best One-Way Price	C$ 164
Best Round-Trip Price	C$ 390
Fastest flight time	4h 05m
Popular in	December

The best one-way flight price to Caribbean from Canada in the last 72 hours is C$ 164 (Toronto Pearson Intl to Bridgetown Grantley Adams Intl).

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The best round-trip flight price to Caribbean from Canada in the last 72 hours is C$ 390 (Toronto Pearson Intl to Simpson Bay Princess Juliana).

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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 10% price increase on average.

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Frequently asked questions about flying to Caribbean

Where is it cheapest to fly into Caribbean?

When travelling to Caribbean, George Town Owen Roberts Intl airport in George Town offers the cheapest overall flights with an average airfare of C$ 153, while the second most affordable option is Nassau Intl airport with an average airfare of C$ 154 for Nassau.

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 28 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.