Flights to Caribbean Islands

C$ 455 Cheap flights to Caribbean Islands

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight to Caribbean Islands departing on 30/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Recent flights found to popular cities in Caribbean Islands

Find flights to these popular cities in Caribbean Islands from your nearest airport.
Air Canada
30 May
YYZ
7h 40m
1 stop
PUJ
3 Jun
PUJ
15h 33m
1 stop
YYZ
C$ 455
Arajet
20 Jun
YYZ
4h 30m
PUJ
27 Jun
PUJ
4h 30m
YYZ
C$ 456
Arajet
19 Jun
YYZ
4h 30m
PUJ
27 Jun
PUJ
4h 30m
YYZ
C$ 458
Arajet
19 Jun
YYZ
4h 30m
PUJ
28 Jun
PUJ
4h 30m
YYZ
C$ 461
Arajet
22 Jun
YYZ
4h 47m
PUJ
27 Jun
PUJ
4h 30m
YYZ
C$ 467
Air Canada
9 Jul
YYZ
16h 55m
1 stop
PUJ
16 Jul
PUJ
15h 20m
1 stop
YYZ
C$ 469
Arajet
20 Jun
YYZ
4h 30m
PUJ
27 Jun
PUJ
4h 30m
YYZ
C$ 470
Arajet
19 Jun
YYZ
4h 30m
PUJ
27 Jun
PUJ
4h 30m
YYZ
C$ 477
Arajet
8 Jun
YUL
4h 40m
PUJ
14 Jun
PUJ
4h 45m
YUL
C$ 481
Arajet
15 Jun
YUL
4h 40m
PUJ
21 Jun
PUJ
4h 45m
YUL
C$ 484
Arajet
12 Jun
YYZ
4h 30m
PUJ
21 Jun
PUJ
4h 30m
YYZ
C$ 488
Arajet
17 Jun
YYZ
4h 30m
PUJ
23 Jun
PUJ
4h 30m
YYZ
C$ 489
WestJet
14 Jun
YYZ
4h 15m
MBJ
18 Jun
MBJ
4h 15m
YYZ
C$ 524
Air Canada
3 Sep
YHZ
8h 05m
1 stop
MBJ
10 Sep
MBJ
19h 19m
1 stop
YHZ
C$ 525
Air Transat
14 Jun
YYZ
4h 05m
MBJ
21 Jun
MBJ
4h 05m
YYZ
C$ 527
Air Transat
14 Jun
YYZ
4h 05m
MBJ
21 Jun
MBJ
4h 05m
YYZ
C$ 528
Air Transat
31 May
YYZ
4h 05m
MBJ
7 Jun
MBJ
4h 05m
YYZ
C$ 529
Air Transat
31 May
YYZ
4h 05m
MBJ
7 Jun
MBJ
4h 05m
YYZ
C$ 531
WestJet
30 Jul
YOW
18h 20m
1 stop
MBJ
3 Aug
MBJ
27h 50m
1 stop
YOW
C$ 531
WestJet
28 Aug
YUL
25h 45m
1 stop
MBJ
3 Sep
MBJ
27h 00m
1 stop
YUL
C$ 533
Air Transat
31 May
YYZ
4h 05m
MBJ
7 Jun
MBJ
4h 05m
YYZ
C$ 538
WestJet
23 Jul
YHZ
24h 15m
1 stop
MBJ
6 Aug
MBJ
20h 00m
1 stop
YHZ
C$ 539
WestJet
11 Sep
YUL
25h 45m
1 stop
MBJ
18 Sep
MBJ
10h 40m
1 stop
YUL
C$ 539
Air Canada
3 Sep
YHZ
8h 05m
1 stop
MBJ
10 Sep
MBJ
21h 19m
2 stops
YHZ
C$ 542
Avianca
8 Nov
YYZ
10h 05m
1 stop
AUA
29 Nov
AUA
13h 45m
1 stop
YYZ
C$ 459
Avianca
21 Jun
YYZ
14h 55m
1 stop
AUA
28 Jun
AUA
19h 30m
1 stop
YYZ
C$ 461
Avianca
8 Nov
YYZ
15h 25m
1 stop
AUA
29 Nov
AUA
13h 45m
1 stop
YYZ
C$ 462
WestJet
28 May
YUL
18h 55m
1 stop
AUA
24 Jun
AUA
9h 20m
1 stop
YUL
C$ 463
Avianca
26 Aug
YYZ
13h 55m
2 stops
AUA
31 Aug
AUA
12h 45m
2 stops
YYZ
C$ 463
Avianca
23 Aug
YYZ
13h 55m
2 stops
AUA
31 Aug
AUA
12h 40m
2 stops
YYZ
C$ 465
WestJet
28 May
YUL
18h 55m
1 stop
AUA
23 Jun
AUA
25h 40m
1 stop
YUL
C$ 466
Avianca
9 Jun
YYZ
17h 30m
2 stops
AUA
23 Jun
AUA
12h 40m
2 stops
YYZ
C$ 466
Avianca
30 May
YYZ
30h 55m
1 stop
AUA
6 Jun
AUA
30h 10m
1 stop
YYZ
C$ 470
Avianca
18 Oct
YYZ
9h 50m
1 stop
AUA
26 Oct
AUA
11h 30m
1 stop
YYZ
C$ 472
Avianca
27 Oct
YYZ
10h 05m
1 stop
AUA
4 Nov
AUA
11h 30m
1 stop
YYZ
C$ 473
Avianca
18 Oct
YYZ
14h 55m
1 stop
AUA
27 Oct
AUA
19h 30m
1 stop
YYZ
C$ 474
Air Canada
28 May
YUL
5h 05m
FDF
11 Jun
FDF
5h 20m
YUL
C$ 516
Air Transat
30 May
YUL
5h 05m
FDF
6 Jun
FDF
5h 15m
YUL
C$ 527
Air Canada
30 May
YUL
5h 05m
FDF
6 Jun
FDF
5h 20m
YUL
C$ 531
Air Canada
28 May
YUL
5h 05m
FDF
11 Jun
FDF
5h 20m
YUL
C$ 536
Air Canada
30 May
YUL
5h 05m
FDF
6 Jun
FDF
5h 20m
YUL
C$ 538
Air Transat
30 May
YUL
5h 05m
FDF
6 Jun
FDF
5h 15m
YUL
C$ 546
Air Canada
28 May
YUL
5h 05m
FDF
1 Jun
FDF
15h 27m
1 stop
YUL
C$ 550
Air Canada
28 May
YUL
5h 05m
FDF
23 Jun
FDF
5h 20m
YUL
C$ 554
Air Transat
13 Jun
YUL
5h 05m
FDF
25 Jun
FDF
5h 15m
YUL
C$ 564
Air Transat
3 Sep
YUL
5h 05m
FDF
10 Sep
FDF
5h 15m
YUL
C$ 565
Air Transat
27 Aug
YUL
5h 05m
FDF
3 Sep
FDF
5h 15m
YUL
C$ 568
Air Transat
3 Sep
YUL
5h 05m
FDF
10 Sep
FDF
5h 15m
YUL
C$ 569
Flair Airlines
15 Jun
YYZ
4h 15m
KIN
22 Jun
KIN
4h 25m
YYZ
C$ 459
Flair Airlines
19 Jun
YYZ
4h 15m
KIN
22 Jun
KIN
4h 25m
YYZ
C$ 462
Flair Airlines
15 Jun
YYZ
4h 15m
KIN
22 Jun
KIN
4h 25m
YYZ
C$ 463
Flair Airlines
15 Jun
YYZ
4h 15m
KIN
22 Jun
KIN
4h 25m
YYZ
C$ 470
Flair Airlines
15 Jun
YYZ
4h 15m
KIN
22 Jun
KIN
4h 25m
YYZ
C$ 473
Flair Airlines
12 Jun
YYZ
4h 15m
KIN
19 Jun
KIN
4h 25m
YYZ
C$ 477
Flair Airlines
12 Jun
YYZ
4h 15m
KIN
15 Jun
KIN
4h 25m
YYZ
C$ 478
Flair Airlines
5 Jun
YYZ
4h 15m
KIN
15 Jun
KIN
4h 25m
YYZ
C$ 480
Flair Airlines
5 Jun
YYZ
4h 15m
KIN
15 Jun
KIN
4h 25m
YYZ
C$ 481
Flair Airlines
19 Jun
YYZ
4h 15m
KIN
29 Jun
KIN
4h 25m
YYZ
C$ 483
Flair Airlines
19 Jun
YYZ
4h 15m
KIN
29 Jun
KIN
4h 25m
YYZ
C$ 484
Flair Airlines
5 Jun
YYZ
4h 15m
KIN
15 Jun
KIN
4h 25m
YYZ
C$ 485

Find the cheapest flights from Canada to Caribbean Islands

Recent round-trip flight deals from Canada to Caribbean Islands

Enter your travel dates to find the best prices.
WestJet Logo
9:30 a.m. - 2:20 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
3:10 p.m. - 8:15 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 425WestJet
Mon, 22 Jun - Thu, 25 Jun
WestJet Logo
9:30 a.m. - 2:20 p.m.
YYZ
-
SXM
4h 50mdirect
WestJet Logo
3:20 p.m. - 8:25 p.m.
SXM
-
YYZ
5h 05mdirect
C$ 426WestJet
Sun, 14 Jun - Sun, 21 Jun
Air Canada Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 434Air Canada
Sat, 6 Jun - Sat, 13 Jun
Air Canada Logo
12:20 p.m. - 5:00 p.m.
YYZ
-
SXM
4h 40mdirect
Air Canada Logo
6:00 p.m. - 11:00 p.m.
SXM
-
YYZ
5h 00mdirect
C$ 440Air Canada
Sat, 6 Jun - Sat, 13 Jun
Flair Airlines Logo
1:55 p.m. - 5:10 p.m.
YYZ
-
KIN
4h 15mdirect
Flair Airlines Logo
6:25 p.m. - 11:50 p.m.
KIN
-
YYZ
4h 25mdirect
C$ 459Flair Airlines
Mon, 15 Jun - Mon, 22 Jun
Flair Airlines Logo
1:55 p.m. - 5:10 p.m.
YYZ
-
KIN
4h 15mdirect
Flair Airlines Logo
6:25 p.m. - 11:50 p.m.
KIN
-
YYZ
4h 25mdirect
C$ 462Flair Airlines
Fri, 19 Jun - Mon, 22 Jun
Air Transat Logo
12:40 p.m. - 3:45 p.m.
YYZ
-
MBJ
4h 05mdirect
Air Transat Logo
4:55 p.m. - 10:00 p.m.
MBJ
-
YYZ
4h 05mdirect
C$ 491Air Transat
Sun, 27 Sep - Sun, 4 Oct
Air Transat Logo
12:40 p.m. - 3:45 p.m.
YYZ
-
MBJ
4h 05mdirect
Air Transat Logo
4:55 p.m. - 10:00 p.m.
MBJ
-
YYZ
4h 05mdirect
C$ 494Air Transat
Sun, 11 Oct - Sun, 18 Oct
United Airlines Logo
7:30 a.m. - 12:50 a.m.
YYZ
-
POS
17h 20m
1 stop
United Airlines Logo
12:30 a.m. - 5:56 p.m.
POS
-
YYZ
17h 26m
2 stops
C$ 621United Airlines
Tue, 11 Aug - Fri, 21 Aug
United Airlines Logo
12:45 p.m. - 11:23 p.m.
YYZ
-
POS
34h 38m
2 stops
United Airlines Logo
12:30 a.m. - 11:59 p.m.
POS
-
YYZ
23h 29m
2 stops
C$ 623United Airlines
Fri, 29 May - Fri, 5 Jun

momondo Fare Finder

 
Locate flights to Caribbean Islands that fit your budget, with regularly updated fares and availability. In the last 7 days, momondo users made a total of 96,600 searches and data was last updated on 18 May 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

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Mon 22/6

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

Nonstop4h 50m

Simpson Bay Princess Juliana

Thu 25/6

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

Nonstop5h 05m

C$ 425

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$ 426

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/6

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

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 13/6

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

Nonstop5h 00m

C$ 434

TorontoSimpson Bay

YYZ - SXM

YYZSXM

Toronto Pearson Intl

Sat 6/6

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

Nonstop4h 40m

Simpson Bay Princess Juliana

Sat 13/6

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

Nonstop5h 00m

C$ 440

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$ 459

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Fri 19/6

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$ 462
Quickest round-trip

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Sun 27/9

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

Nonstop4h 05m

Montego Bay Sangster Intl

Sun 4/10

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

Nonstop4h 05m

C$ 491

TorontoMontego Bay

YYZ - MBJ

YYZMBJ

Toronto Pearson Intl

Sun 11/10

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

Nonstop4h 05m

Montego Bay Sangster Intl

Sun 18/10

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

Nonstop4h 05m

C$ 494

TorontoPort of Spain

YYZ - POS

YYZPOS

Toronto Pearson Intl

Tue 11/8

7:30 a.m.-12:50 a.m.

1 stop17h 20m

Port of Spain Piarco Intl

Fri 21/8

12:30 a.m.-5:56 p.m.

2 stops17h 26m

C$ 621

TorontoPort of Spain

YYZ - POS

YYZPOS

Toronto Pearson Intl

Fri 29/5

12:45 p.m.-11:23 p.m.

2 stops34h 38m

Port of Spain Piarco Intl

Fri 5/6

12:30 a.m.-11:59 p.m.

2 stops23h 29m

C$ 623

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Caribbean Islands from

Caribbean Islands flights insights and trends

Explore insights for your Caribbean Islands flight to craft the best travel plan

See prices from:

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Canada to Caribbean Islands is on a Wednesday when prices can be found for as low as C$ 600. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Caribbean Islands on Thursday is C$ 648.

Cheapest flights to cities in Caribbean Islands

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

Cheap Caribbean Islands flight deals and tips

Summary info about Caribbean Islands flight prices, duration and airlines

Best One-Way Price

C$ 157

Best Round-Trip Price

C$ 425

Fastest flight time

4h 05m

Popular in

December
The best one-way flight price to Caribbean Islands from Canada in the last 72 hours is C$ 157 (Toronto Pearson Intl to Bridgetown Grantley Adams Intl).
The best round-trip flight price to Caribbean Islands from Canada in the last 72 hours is C$ 425 (Toronto Pearson Intl to Simpson Bay Princess Juliana).
The fastest flight to Caribbean Islands from Canada takes 4h 05m (Toronto Pearson Intl to Montego Bay Sangster Intl).
December has the highest demand for flights to Caribbean Islands, with a 8% price increase on average.

Frequently asked questions about flying to Caribbean Islands

Which airlines fly to Caribbean Islands?

What is the best day of the week to fly to Caribbean Islands?

Flying to Caribbean Islands on a Wednesday or Monday is your best option since this is when flight prices tend to be at their lowest for the week. The most expensive day of the week to fly to Caribbean Islands is on a Thursday.

When did momondo last update prices for flights to Caribbean Islands?

Prices for flights to Caribbean Islands are refreshed on a daily basis.

How many operators does momondo search for flights to Caribbean Islands?

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel to Caribbean Islands.

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

The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights to Caribbean Islands. Millions of users trust and use momondo every year so you are in good company.

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

Yes. momondo enables you to select and highlight flights to Caribbean Islands with this policy.

How can momondo help me find flights to Caribbean Islands?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight to Caribbean Islands.

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

If you are simply researching potential flights to Caribbean Islands, momondo offers a useful price alert feature which will track prices for flights to Caribbean Islands and alert you when they change.

An easier way to manage your Caribbean Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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1 adult
Wed 17/6
Wed 24/6

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Popular Flights to Caribbean Islands

Popular routes according to searches in the past day on momondo