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

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

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

Prices for flights from Windsor Airport to Caribbean refresh daily.

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

As of August 2026, there is 1 operator available to choose from for flights from Windsor Airport to Caribbean.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Windsor Airport to Caribbean.

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

The travel and health documents required for your trip to Caribbean 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. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

C$ 473 Cheap Flights from Windsor, Ontario to Caribbean in 2026

Find the cheapest flights from Windsor, Ontario to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:35 a.m. - 4:20 p.m.YQG Windsor-MBJ Montego Bay Sangster Intl

6h 45m1 stop Toronto Pearson Intl

1:50 p.m. - 6:45 p.m.MBJ Montego Bay Sangster Intl-YQG Windsor

28h 55m1 stop Toronto Pearson Intl

C$ 478Air Canada

Sat, 31 Oct - Tue, 3 Nov

10:35 a.m. - 4:20 p.m.YQG Windsor-MBJ Montego Bay Sangster Intl

6h 45m1 stop Toronto Pearson Intl

1:50 p.m. - 6:45 p.m.MBJ Montego Bay Sangster Intl-YQG Windsor

28h 55m1 stop Toronto Pearson Intl

C$ 501Air Canada

Sat, 31 Oct - Tue, 3 Nov

10:35 a.m. - 4:20 p.m.YQG Windsor-MBJ Montego Bay Sangster Intl

6h 45m1 stop Toronto Pearson Intl

1:50 p.m. - 6:45 p.m.MBJ Montego Bay Sangster Intl-YQG Windsor

28h 55m1 stop Toronto Pearson Intl

C$ 516Air Canada

Sat, 31 Oct - Tue, 3 Nov

10:35 a.m. - 4:20 p.m.YQG Windsor-MBJ Montego Bay Sangster Intl

6h 45m1 stop Toronto Pearson Intl

1:50 p.m. - 6:45 p.m.MBJ Montego Bay Sangster Intl-YQG Windsor

28h 55m1 stop Toronto Pearson Intl

C$ 518Air Canada

Sat, 31 Oct - Tue, 3 Nov

7:20 p.m. - 1:50 p.m.YQG Windsor-PUJ Punta Cana

18h 30m1 stop Toronto Pearson Intl

10:40 p.m. - 6:45 p.m.PUJ Punta Cana-YQG Windsor

21h 05m1 stop Toronto Pearson Intl

C$ 520Air Canada

Sat, 31 Oct - Tue, 3 Nov

7:20 p.m. - 1:50 p.m.YQG Windsor-PUJ Punta Cana

18h 30m1 stop Toronto Pearson Intl

12:35 p.m. - 6:45 p.m.PUJ Punta Cana-YQG Windsor

31h 10m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 524Air Canada

Sat, 31 Oct - Tue, 3 Nov

10:35 a.m. - 10:35 p.m.YQG Windsor-PUJ Punta Cana

12h 00m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

3:15 p.m. - 6:45 p.m.PUJ Punta Cana-YQG Windsor

28h 30m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

C$ 530Air Canada

Sat, 31 Oct - Tue, 3 Nov

7:20 p.m. - 1:50 p.m.YQG Windsor-PUJ Punta Cana

18h 30m1 stop Toronto Pearson Intl

10:40 p.m. - 6:45 p.m.PUJ Punta Cana-YQG Windsor

21h 05m1 stop Toronto Pearson Intl

C$ 537Air Canada

Sat, 31 Oct - Tue, 3 Nov

5:35 p.m. - 10:45 p.m.YQG Windsor-PUJ Punta Cana

4h 10mdirect

12:40 p.m. - 4:15 p.m.PUJ Punta Cana-YQG Windsor

4h 35mdirect

C$ 813Air Transat

Fri, 8 Jan - Fri, 15 Jan

5:35 p.m. - 10:45 p.m.YQG Windsor-PUJ Punta Cana

4h 10mdirect

12:40 p.m. - 4:15 p.m.PUJ Punta Cana-YQG Windsor

4h 35mdirect

C$ 910Air Transat

Fri, 5 Feb - Fri, 12 Feb

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Air Canada flights from Windsor, Ontario to Caribbean

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

Air Canada

31 Oct

YQG10:35 a.m.Windsor

6h 45m

1 stop

MBJ4:20 p.m.Montego Bay Sangster Intl

3 Nov

MBJ1:50 p.m.Montego Bay Sangster Intl

28h 55m

1 stop

YQG6:45 p.m.Windsor

C$ 478

Air Canada

31 Oct

YQG10:35 a.m.Windsor

6h 45m

1 stop

MBJ4:20 p.m.Montego Bay Sangster Intl

3 Nov

MBJ1:50 p.m.Montego Bay Sangster Intl

28h 55m

1 stop

YQG6:45 p.m.Windsor

C$ 501

Air Canada

31 Oct

YQG10:35 a.m.Windsor

6h 45m

1 stop

MBJ4:20 p.m.Montego Bay Sangster Intl

3 Nov

MBJ1:50 p.m.Montego Bay Sangster Intl

28h 55m

1 stop

YQG6:45 p.m.Windsor

C$ 516

Air Transat flights from Windsor, Ontario to Caribbean

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

Air Transat

5 Feb

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

12 Feb

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 910

Air Transat

5 Feb

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

12 Feb

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 929

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Sat 31/10

10:35 a.m.-4:20 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Tue 3/11

1:50 p.m.-6:45 p.m.

1 stop28h 55m

C$ 478

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Sat 31/10

10:35 a.m.-4:20 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Tue 3/11

1:50 p.m.-6:45 p.m.

1 stop28h 55m

C$ 501

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Sat 31/10

10:35 a.m.-4:20 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Tue 3/11

1:50 p.m.-6:45 p.m.

1 stop28h 55m

C$ 516

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Sat 31/10

10:35 a.m.-4:20 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Tue 3/11

1:50 p.m.-6:45 p.m.

1 stop28h 55m

C$ 518

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 31/10

7:20 p.m.-1:50 p.m.

1 stop18h 30m

Punta Cana

Tue 3/11

10:40 p.m.-6:45 p.m.

1 stop21h 05m

C$ 520

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 31/10

7:20 p.m.-1:50 p.m.

1 stop18h 30m

Punta Cana

Tue 3/11

12:35 p.m.-6:45 p.m.

2 stops31h 10m

C$ 524

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 31/10

10:35 a.m.-10:35 p.m.

2 stops12h 00m

Punta Cana

Tue 3/11

3:15 p.m.-6:45 p.m.

2 stops28h 30m

C$ 530

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 31/10

7:20 p.m.-1:50 p.m.

1 stop18h 30m

Punta Cana

Tue 3/11

10:40 p.m.-6:45 p.m.

1 stop21h 05m

C$ 537

Quickest round-trip

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 8/1

5:35 p.m.-10:45 p.m.

Nonstop4h 10m

Punta Cana

Fri 15/1

12:40 p.m.-4:15 p.m.

Nonstop4h 35m

C$ 813

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 5/2

5:35 p.m.-10:45 p.m.

Nonstop4h 10m

Punta Cana

Fri 12/2

12:40 p.m.-4:15 p.m.

Nonstop4h 35m

C$ 910

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first

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

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 flight route?

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

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

There is only 1 cabin class available to choose from on Windsor, Ontario to Caribbean 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 flights?

You could potentially save up to 17% on your flight if you consider stops on a Windsor, Ontario to Caribbean flight.

Cheap Windsor, Ontario to Caribbean flight deals and tips

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

Best price found	C$ 473
Fastest flight time	4h 10m
Direct flights	Sat
Airports in Caribbean	196 airports

The best one-way flight to Caribbean from Windsor, Ontario in the past 72 hours is C$ 473. The best round-trip flight deal from Windsor, Ontario to Caribbean found on momondo in the last 72 hours is C$ 478.

The fastest flight from Windsor, Ontario to Caribbean takes 4h 10m

Direct flights go from Windsor, Ontario to Caribbean on Saturday. There are no airlines offering direct flights.

There are 196 airports in Caribbean. From Windsor, Ontario there are direct flights to Punta Cana (PUJ).

Search flight deals

Frequently asked questions about flying from Windsor, Ontario to Caribbean

When did momondo last update prices for flights from Windsor Airport to Caribbean?
Prices for flights from Windsor Airport to Caribbean refresh daily.
How many operators does momondo search for flights from Windsor Airport to Caribbean?
As of August 2026, there is 1 operator available to choose from for flights from Windsor Airport to Caribbean.
How old do you have to be to fly from Windsor Airport to Caribbean?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Windsor Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean 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. 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?
Based on momondo bookings for flights between Windsor, Ontario and Caribbean, the leading plane model is Airbus A321-100/200, making up 100.00% of the total bookings.

Best airlines flying from Windsor, Ontario to Caribbean

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

Airline	Rating	Free Cancellation	Price
Air Transat	PriceFrom C$ 725	Free Cancellation	Rating 7.8 574 reviews		Search Air Transat flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Windsor to Caribbean. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Caribbean 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?

momondo provides multiple filters to help you find the best flight to Caribbean from Windsor. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Price alerts on flights to Caribbean from Windsor are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.