Flights to Caribbean Islands

C$ 380 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 14/10. 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.
United Airlines
26 Oct
YQB
23h 15m
2 stops
PUJ
2 Nov
PUJ
18h 42m
2 stops
YQB
United Airlines
4 Oct
YOW
17h 11m
1 stop
PUJ
8 Oct
PUJ
19h 10m
2 stops
YOW
United Airlines
4 Oct
YOW
20h 12m
2 stops
PUJ
8 Oct
PUJ
19h 10m
2 stops
YOW
Multiple Airlines
20 Sep
YYZ
38h 10m
2 stops
PUJ
27 Sep
PUJ
4h 30m
YYZ
Air Transat
25 Sep
YYZ
19h 45m
1 stop
PUJ
2 Oct
PUJ
28h 20m
1 stop
YYZ
Air Canada
14 Sep
YTZ
19h 00m
1 stop
PUJ
17 Sep
PUJ
21h 20m
1 stop
YTZ
Air Transat
27 Oct
YYZ
4h 20m
PUJ
9 Nov
PUJ
9h 05m
1 stop
YYZ
Air Canada
14 Sep
YTZ
18h 05m
2 stops
PUJ
17 Sep
PUJ
21h 20m
1 stop
YTZ
Air Transat
4 Nov
YYZ
4h 20m
PUJ
9 Nov
PUJ
9h 05m
1 stop
YYZ
Air Transat
5 Nov
YTZ
21h 25m
1 stop
PUJ
12 Nov
PUJ
11h 55m
1 stop
YTZ
Air Transat
2 Dec
YYZ
4h 20m
PUJ
15 Dec
PUJ
4h 35m
YYZ
Air Canada
7 Oct
YTZ
11h 25m
2 stops
PUJ
15 Oct
PUJ
10h 49m
1 stop
YTZ
United Airlines
30 Oct
YOW
28h 01m
2 stops
MBJ
5 Nov
MBJ
22h 51m
2 stops
YOW
United Airlines
30 Oct
YOW
18h 16m
2 stops
MBJ
5 Nov
MBJ
22h 51m
2 stops
YOW
United Airlines
3 Jan
YHZ
8h 37m
1 stop
MBJ
10 Jan
MBJ
20h 17m
2 stops
YHZ
United Airlines
3 Jan
YHZ
8h 37m
1 stop
MBJ
10 Jan
MBJ
20h 17m
2 stops
YHZ
United Airlines
5 Sep
YUL
22h 49m
2 stops
MBJ
19 Sep
MBJ
20h 48m
2 stops
YUL
American Airlines
5 Sep
YUL
22h 39m
2 stops
MBJ
19 Sep
MBJ
21h 04m
2 stops
YUL
United Airlines
7 Nov
YUL
25h 12m
2 stops
MBJ
12 Nov
MBJ
24h 28m
2 stops
YUL
American Airlines
6 Oct
YUL
18h 26m
2 stops
MBJ
18 Oct
MBJ
11h 35m
2 stops
YUL
American Airlines
29 Sep
YUL
8h 29m
1 stop
MBJ
7 Oct
MBJ
20h 50m
1 stop
YUL
WestJet
1 Nov
YUL
30h 44m
1 stop
MBJ
11 Nov
MBJ
29h 18m
1 stop
YUL
United Airlines
19 Sep
YUL
22h 49m
2 stops
MBJ
17 Oct
MBJ
25h 08m
2 stops
YUL
United Airlines
3 Oct
YUL
29h 15m
2 stops
MBJ
10 Oct
MBJ
25h 08m
2 stops
YUL
United Airlines
14 Oct
YQB
9h 15m
1 stop
AUA
28 Oct
AUA
21h 38m
2 stops
YQB
United Airlines
29 Sep
YUL
9h 15m
1 stop
AUA
7 Oct
AUA
22h 35m
2 stops
YUL
United Airlines
3 Nov
YOW
17h 10m
1 stop
AUA
12 Nov
AUA
19h 16m
2 stops
YOW
United Airlines
3 Nov
YOW
18h 45m
2 stops
AUA
12 Nov
AUA
19h 16m
2 stops
YOW
United Airlines
3 Nov
YOW
25h 30m
2 stops
AUA
12 Nov
AUA
26h 02m
2 stops
YOW
United Airlines
25 Oct
YUL
26h 55m
2 stops
AUA
1 Nov
AUA
30h 23m
2 stops
YUL
United Airlines
6 Sep
YOW
22h 50m
2 stops
AUA
13 Sep
AUA
19h 15m
2 stops
YOW
United Airlines
10 Nov
YUL
21h 40m
2 stops
AUA
17 Nov
AUA
20h 53m
2 stops
YUL
United Airlines
14 Oct
YQB
9h 15m
1 stop
AUA
23 Oct
AUA
23h 16m
2 stops
YQB
United Airlines
5 Jan
YUL
30h 50m
2 stops
AUA
12 Jan
AUA
26h 58m
1 stop
YUL
American Airlines
29 Sep
YUL
22h 09m
2 stops
AUA
7 Oct
AUA
18h 40m
2 stops
YUL
WestJet
19 Nov
YUL
7h 55m
1 stop
AUA
26 Nov
AUA
9h 13m
1 stop
YUL
Flair Airlines
29 Sep
YYZ
4h 15m
KIN
8 Oct
KIN
4h 25m
YYZ
Flair Airlines
24 Sep
YYZ
4h 15m
KIN
1 Oct
KIN
4h 25m
YYZ
Flair Airlines
24 Sep
YYZ
4h 15m
KIN
3 Oct
KIN
4h 25m
YYZ
Multiple Airlines
22 Sep
YYZ
4h 10m
KIN
1 Oct
KIN
4h 25m
YYZ
Flair Airlines
17 Sep
YYZ
4h 15m
KIN
30 Oct
KIN
4h 25m
YYZ
Flair Airlines
17 Sep
YYZ
4h 15m
KIN
30 Oct
KIN
4h 25m
YYZ
Flair Airlines
17 Sep
YYZ
4h 15m
KIN
1 Oct
KIN
4h 25m
YYZ
Flair Airlines
26 Sep
YYZ
4h 15m
KIN
3 Oct
KIN
4h 25m
YYZ
WestJet
19 Sep
YYZ
4h 13m
KIN
26 Sep
KIN
4h 20m
YYZ
WestJet
13 Sep
YYZ
4h 13m
KIN
27 Sep
KIN
4h 20m
YYZ
Multiple Airlines
12 Sep
YYZ
4h 13m
KIN
17 Sep
KIN
4h 25m
YYZ
Flair Airlines
17 Sep
YYZ
4h 15m
KIN
19 Sep
KIN
4h 25m
YYZ
United Airlines
25 Oct
YOW
19h 28m
2 stops
SXM
1 Nov
SXM
7h 54m
1 stop
YOW
United Airlines
25 Oct
YOW
16h 49m
2 stops
SXM
1 Nov
SXM
19h 26m
2 stops
YOW
United Airlines
25 Oct
YOW
21h 32m
1 stop
SXM
1 Nov
SXM
7h 54m
1 stop
YOW
United Airlines
15 Nov
YQB
24h 02m
1 stop
SXM
22 Nov
SXM
22h 13m
2 stops
YQB
United Airlines
1 Nov
YQB
25h 02m
1 stop
SXM
8 Nov
SXM
24h 33m
1 stop
YQB
United Airlines
1 Nov
YQB
25h 02m
1 stop
SXM
8 Nov
SXM
24h 33m
1 stop
YQB
United Airlines
15 Nov
YQB
32h 57m
2 stops
SXM
22 Nov
SXM
22h 13m
2 stops
YQB
Air Transat
6 Dec
YYZ
4h 45m
SXM
13 Dec
SXM
5h 25m
YYZ
Air Transat
6 Dec
YYZ
4h 45m
SXM
13 Dec
SXM
5h 25m
YYZ
American Airlines
2 Jan
YYZ
19h 54m
1 stop
SXM
15 Jan
SXM
7h 43m
1 stop
YYZ
Air Transat
8 Nov
YYZ
4h 45m
SXM
13 Nov
SXM
8h 47m
1 stop
YYZ
United Airlines
15 Nov
YYZ
8h 05m
1 stop
SXM
22 Nov
SXM
22h 01m
2 stops
YYZ

Find the cheapest flights from Canada to Caribbean Islands

Recent round-trip flight deals from Canada to Caribbean Islands

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$ 416Flair Airlines
Find Deal
Mon, 29 Sep - Wed, 8 Oct
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$ 427Flair Airlines
Find Deal
Wed, 24 Sep - Wed, 1 Oct
Air Transat Logo
6:00 p.m. - 1:45 p.m.YYZ-PUJ
19h 45m1 stop
Air Transat Logo
3:05 p.m. - 7:25 p.m.PUJ-YYZ
28h 20m1 stop
C$ 449Air Transat
Find Deal
Thu, 25 Sep - Thu, 2 Oct
Air Transat Logo
5:10 p.m. - 9:30 p.m.YYZ-PUJ
4h 20mdirect
Air Transat Logo
11:55 p.m. - 8:00 a.m.PUJ-YYZ
9h 05m1 stop
C$ 451Air Transat
Find Deal
Mon, 27 Oct - Sun, 9 Nov
Air Canada Logo
12:30 a.m. - 1:00 p.m.YYZ-PUJ
12h 30m1 stop
Air Canada Logo
3:15 p.m. - 6:50 p.m.PUJ-YYZ
4h 35mdirect
C$ 455Air Canada
Find Deal
Sat, 25 Oct - Wed, 5 Nov
United Airlines Logo
2:45 p.m. - 10:22 p.m.YYZ-SJU
6h 37m1 stop
United Airlines Logo
8:10 a.m. - 7:45 p.m.SJU-YYZ
12h 35m1 stop
C$ 455United Airlines
Find Deal
Tue, 11 Nov - Mon, 17 Nov
WestJet Logo
11:15 a.m. - 2:28 p.m.YYZ-KIN
4h 13mdirect
WestJet Logo
3:30 p.m. - 8:50 p.m.KIN-YYZ
4h 20mdirect
C$ 459WestJet
Find Deal
Fri, 19 Sep - Fri, 26 Sep
WestJet Logo
11:15 a.m. - 2:28 p.m.YYZ-KIN
4h 13mdirect
WestJet Logo
3:30 p.m. - 8:50 p.m.KIN-YYZ
4h 20mdirect
C$ 460WestJet
Find Deal
Sat, 13 Sep - Sat, 27 Sep
Air Canada Logo
12:30 a.m. - 1:25 p.m.YYZ-PUJ
12h 55m1 stop
Air Canada Logo
10:45 a.m. - 11:14 p.m.PUJ-YYZ
12h 29m1 stop
C$ 462Air Canada
Find Deal
Sun, 21 Sep - Wed, 8 Oct
United Airlines Logo
3:00 p.m. - 11:57 p.m.YYZ-SJU
8h 57m1 stop
United Airlines Logo
1:05 a.m. - 9:19 a.m.SJU-YYZ
8h 14m1 stop
C$ 469United Airlines
Find Deal
Fri, 26 Sep - Mon, 29 Sep

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

Fly from

Route

Depart

Return

Price

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Mon 29/9

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

Nonstop4h 15m

Kingston Norman Manley

Wed 8/10

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

Nonstop4h 25m

C$ 416

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Wed 24/9

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

Nonstop4h 15m

Kingston Norman Manley

Wed 1/10

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

Nonstop4h 25m

C$ 427

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Thu 25/9

6:00 p.m.-1:45 p.m.

1 stop19h 45m

Punta Cana

Thu 2/10

3:05 p.m.-7:25 p.m.

1 stop28h 20m

C$ 449

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Mon 27/10

5:10 p.m.-9:30 p.m.

Nonstop4h 20m

Punta Cana

Sun 9/11

11:55 p.m.-8:00 a.m.

1 stop9h 05m

C$ 451

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sat 25/10

12:30 a.m.-1:00 p.m.

1 stop12h 30m

Punta Cana

Wed 5/11

3:15 p.m.-6:50 p.m.

Nonstop4h 35m

C$ 455

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Tue 11/11

2:45 p.m.-10:22 p.m.

1 stop6h 37m

San Juan Luis Munoz Marin Intl

Mon 17/11

8:10 a.m.-7:45 p.m.

1 stop12h 35m

C$ 455

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Fri 19/9

11:15 a.m.-2:28 p.m.

Nonstop4h 13m

Kingston Norman Manley

Fri 26/9

3:30 p.m.-8:50 p.m.

Nonstop4h 20m

C$ 459

TorontoKingston

YYZ - KIN

YYZKIN

Toronto Pearson Intl

Sat 13/9

11:15 a.m.-2:28 p.m.

Nonstop4h 13m

Kingston Norman Manley

Sat 27/9

3:30 p.m.-8:50 p.m.

Nonstop4h 20m

C$ 460

TorontoPunta Cana

YYZ - PUJ

YYZPUJ

Toronto Pearson Intl

Sun 21/9

12:30 a.m.-1:25 p.m.

1 stop12h 55m

Punta Cana

Wed 8/10

10:45 a.m.-11:14 p.m.

1 stop12h 29m

C$ 462

TorontoSan Juan

YYZ - SJU

YYZSJU

Toronto Pearson Intl

Fri 26/9

3:00 p.m.-11:57 p.m.

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Mon 29/9

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

1 stop8h 14m

C$ 469

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$ 594. 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$ 658.

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$ 185

Best Round-Trip Price

C$ 416

Fastest flight time

4h 10m

Popular in

December
The best one-way flight price to Caribbean Islands from Canada in the last 72 hours is C$ 185 (Toronto Pearson Intl to Oranjestad Reina Beatrix).
The best round-trip flight price to Caribbean Islands from Canada in the last 72 hours is C$ 416 (Toronto Pearson Intl to Kingston Norman Manley).
The fastest flight to Caribbean Islands from Canada takes 4h 10m (Toronto Pearson Intl to Kingston Norman Manley).
December has the highest demand for flights to Caribbean Islands, with a 10% 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 Tuesday 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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Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 2/9
Tue 9/9

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Popular Flights to Caribbean Islands

Popular routes according to searches in the past day on momondo