What is the cheapest airline that flies from Windsor to Caribbean Islands?

Air Canada is the most popular carrier operating from Windsor to Caribbean Islands

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

Prices for flights from Windsor Airport to Caribbean Islands are updated daily.

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

As of April 2026, there are 2 operators available to choose from for flights from Windsor Airport to Caribbean Islands.

How old do you have to be to fly from Windsor Airport to Caribbean Islands?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Windsor Airport to Caribbean Islands.

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

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 302 Cheap Flights from Windsor to Caribbean Islands in 2026

1 adult

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Find the cheapest flights from Windsor, Ontario to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:45 p.m. - 11:20 a.m.

YQG

MBJ

16h 35m

1 stop

12:30 p.m. - 3:22 p.m.

MBJ

YQG

25h 52m

1 stop

C$ 526Air Canada

Thu, 23 Jul - Thu, 30 Jul

7:45 p.m. - 11:20 a.m.

YQG

MBJ

16h 35m

1 stop

12:30 p.m. - 3:22 p.m.

MBJ

YQG

25h 52m

1 stop

C$ 527Air Canada

Sat, 1 Aug - Wed, 5 Aug

7:45 p.m. - 11:20 a.m.

YQG

MBJ

16h 35m

1 stop

12:30 p.m. - 3:22 p.m.

MBJ

YQG

25h 52m

1 stop

C$ 529Air Canada

Sat, 1 Aug - Wed, 5 Aug

7:45 p.m. - 1:55 p.m.

YQG

PUJ

18h 10m

2 stops

5:25 p.m. - 3:24 p.m.

PUJ

YQG

21h 59m

2 stops

C$ 562Air Canada

Mon, 25 May - Mon, 1 Jun

4:05 p.m. - 3:25 p.m.

YQG

PUJ

23h 20m

1 stop

4:25 p.m. - 3:24 p.m.

PUJ

YQG

22h 59m

1 stop

C$ 563Air Canada

Mon, 1 Jun - Mon, 8 Jun

10:05 a.m. - 3:25 p.m.

YQG

PUJ

29h 20m

1 stop

4:20 p.m. - 9:22 a.m.

PUJ

YQG

17h 02m

1 stop

C$ 565Air Canada

Tue, 16 Jun - Sat, 20 Jun

10:05 a.m. - 3:25 p.m.

YQG

PUJ

29h 20m

1 stop

4:20 p.m. - 7:07 p.m.

PUJ

YQG

26h 47m

1 stop

C$ 566Air Canada

Tue, 16 Jun - Sat, 20 Jun

7:45 p.m. - 3:25 p.m.

YQG

PUJ

19h 40m

1 stop

5:25 p.m. - 3:24 p.m.

PUJ

YQG

21h 59m

2 stops

C$ 568Air Canada

Mon, 1 Jun - Mon, 8 Jun

10:05 a.m. - 3:25 p.m.

YQG

PUJ

29h 20m

1 stop

5:05 p.m. - 3:22 p.m.

PUJ

YQG

22h 17m

2 stops

C$ 570Air Canada

Tue, 16 Jun - Sat, 20 Jun

7:45 p.m. - 4:30 p.m.

YQG

PUJ

20h 45m

2 stops

5:25 p.m. - 3:24 p.m.

PUJ

YQG

21h 59m

2 stops

C$ 572Air Canada

Mon, 1 Jun - Mon, 8 Jun

Air Canada flights from Windsor, Ontario to Caribbean Islands

Our best Air Canada deals on Windsor, Ontario to Caribbean Islands flight tickets

Air Canada

23 Jul

YQG7:45 p.m.Windsor

16h 35m

1 stop

MBJ11:20 a.m.Montego Bay Sangster Intl

30 Jul

MBJ12:30 p.m.Montego Bay Sangster Intl

25h 52m

1 stop

YQG3:22 p.m.Windsor

C$ 526

Air Canada

1 Aug

YQG7:45 p.m.Windsor

16h 35m

1 stop

MBJ11:20 a.m.Montego Bay Sangster Intl

5 Aug

MBJ12:30 p.m.Montego Bay Sangster Intl

25h 52m

1 stop

YQG3:22 p.m.Windsor

C$ 527

Air Canada

1 Aug

YQG7:45 p.m.Windsor

16h 35m

1 stop

MBJ11:20 a.m.Montego Bay Sangster Intl

5 Aug

MBJ12:30 p.m.Montego Bay Sangster Intl

25h 52m

1 stop

YQG3:22 p.m.Windsor

C$ 529

WestJet flights from Windsor, Ontario to Caribbean Islands

Our best WestJet deals on Windsor, Ontario to Caribbean Islands flight tickets

WestJet

1 Aug

YQG4:00 p.m.Windsor

44h 45m

2 stops

MBJ11:45 a.m.Montego Bay Sangster Intl

5 Aug

MBJ12:45 p.m.Montego Bay Sangster Intl

49h 25m

2 stops

YQG3:10 p.m.Windsor

C$ 1,395

WestJet

1 Aug

YQG4:00 p.m.Windsor

27h 30m

2 stops

MBJ6:30 p.m.Montego Bay Sangster Intl

5 Aug

MBJ12:45 p.m.Montego Bay Sangster Intl

49h 25m

2 stops

YQG3:10 p.m.Windsor

C$ 1,434

WestJet

1 Aug

YQG4:00 p.m.Windsor

44h 45m

2 stops

MBJ11:45 a.m.Montego Bay Sangster Intl

5 Aug

MBJ12:45 p.m.Montego Bay Sangster Intl

49h 25m

2 stops

YQG3:10 p.m.Windsor

C$ 1,444

momondo Fare Finder

Use the filters below to find and compare flights from Windsor, Ontario to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Thu 23/7

7:45 p.m.-11:20 a.m.

1 stop16h 35m

Montego Bay Sangster Intl

Thu 30/7

12:30 p.m.-3:22 p.m.

1 stop25h 52m

C$ 526

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 1/8

7:45 p.m.-11:20 a.m.

1 stop16h 35m

Montego Bay Sangster Intl

Wed 5/8

12:30 p.m.-3:22 p.m.

1 stop25h 52m

C$ 527

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 1/8

7:45 p.m.-11:20 a.m.

1 stop16h 35m

Montego Bay Sangster Intl

Wed 5/8

12:30 p.m.-3:22 p.m.

1 stop25h 52m

C$ 529

Quickest round-trip

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Mon 25/5

7:45 p.m.-1:55 p.m.

2 stops18h 10m

Punta Cana

Mon 1/6

5:25 p.m.-3:24 p.m.

2 stops21h 59m

C$ 562

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Mon 1/6

4:05 p.m.-3:25 p.m.

1 stop23h 20m

Punta Cana

Mon 8/6

4:25 p.m.-3:24 p.m.

1 stop22h 59m

C$ 563

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Tue 16/6

10:05 a.m.-3:25 p.m.

1 stop29h 20m

Punta Cana

Sat 20/6

4:20 p.m.-9:22 a.m.

1 stop17h 02m

C$ 565

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Tue 16/6

10:05 a.m.-3:25 p.m.

1 stop29h 20m

Punta Cana

Sat 20/6

4:20 p.m.-7:07 p.m.

1 stop26h 47m

C$ 566

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Mon 1/6

7:45 p.m.-3:25 p.m.

1 stop19h 40m

Punta Cana

Mon 8/6

5:25 p.m.-3:24 p.m.

2 stops21h 59m

C$ 568

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Tue 16/6

10:05 a.m.-3:25 p.m.

1 stop29h 20m

Punta Cana

Sat 20/6

5:05 p.m.-3:22 p.m.

2 stops22h 17m

C$ 570

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Mon 1/6

7:45 p.m.-4:30 p.m.

2 stops20h 45m

Punta Cana

Mon 8/6

5:25 p.m.-3:24 p.m.

2 stops21h 59m

C$ 572

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Windsor, Ontario to Caribbean Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest Windsor to Caribbean Islands flight route?

Fly from Windsor to Punta Cana for the best Windsor - Caribbean Islands flight prices

What cabin class options are available on Windsor to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Windsor to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Windsor, Ontario to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Windsor, Ontario to Caribbean Islands.

Cheap Windsor, Ontario to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Windsor, Ontario to Caribbean Islands

Fastest flight time	13h 45m
Direct flights	None

The fastest flight from Windsor, Ontario to Caribbean Islands takes 13h 45m

There are no direct flights from Windsor, Ontario to Caribbean Islands. There are no popular flight routes from Windsor, Ontario to Caribbean Islands.

Search flight deals

Frequently asked questions about flying from Windsor, Ontario to Caribbean Islands

When did momondo last update prices for flights from Windsor Airport to Caribbean Islands?
Prices for flights from Windsor Airport to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Windsor Airport to Caribbean Islands?
As of April 2026, there are 2 operators available to choose from for flights from Windsor Airport to Caribbean Islands.
How old do you have to be to fly from Windsor Airport to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Windsor Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Windsor, Ontario to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Windsor, Ontario to Caribbean Islands is De Havilland (Bombardier) DHC-8-400 Dash 8Q, representing 26.35% of all bookings. The subsequent popular models are Boeing 737-700 Passenger/BBJ1 (winglets) at 20.58%, Boeing 737 MAX 8 at 11.19%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 9.03%.

Best airlines flying from Windsor, Ontario to Caribbean Islands

Compare and see reviews for airlines that fly from Windsor, Ontario to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 484	Free Cancellation	Rating 7.1 10,916 reviews		Search Air Canada flights
Air Transat	PriceFrom C$ 729	Free Cancellation	Rating 7.7 535 reviews		Search Air Transat flights

Why use momondo?

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

It is quick and easy to find Windsor to Caribbean Islands flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Caribbean Islands that suits you.

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

Yes. All flights to Caribbean Islands from Windsor on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Windsor to Caribbean Islands?

Once you have performed a search for Windsor to Caribbean Islands flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

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