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 November 2025, there is 1 operator 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$ 308 Cheap Flights from Windsor to Caribbean Islands in 2025/26

1 adult

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Find the cheapest flights from Windsor, Ontario to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:50 p.m. - 4:35 p.m.YQG-PUJ

19h 45m1 stop

3:15 p.m. - 7:14 p.m.PUJ-YQG

28h 59m1 stop

C$ 543Air Canada

Find Deal

Sat, 6 Dec - Tue, 9 Dec

7:50 p.m. - 4:35 p.m.YQG-PUJ

19h 45m1 stop

10:25 p.m. - 7:14 p.m.PUJ-YQG

21h 49m1 stop

C$ 545Air Canada

Find Deal

Sat, 6 Dec - Tue, 9 Dec

7:50 p.m. - 3:45 p.m.YQG-PUJ

42h 55m2 stops

10:25 p.m. - 9:04 a.m.PUJ-YQG

11h 39m1 stop

C$ 557Air Canada

Find Deal

Sat, 6 Dec - Tue, 9 Dec

7:50 p.m. - 12:30 p.m.YQG-MBJ

16h 40m1 stop

1:30 p.m. - 9:04 a.m.MBJ-YQG

19h 34m1 stop

C$ 570Air Canada

Find Deal

Fri, 23 Jan - Mon, 26 Jan

9:45 a.m. - 12:45 p.m.YQG-PUJ

26h 00m1 stop

2:15 p.m. - 9:04 a.m.PUJ-YQG

18h 49m1 stop

C$ 578Air Canada

Find Deal

Sat, 7 Mar - Wed, 11 Mar

7:50 p.m. - 1:00 p.m.YQG-PUJ

17h 10m2 stops

9:20 p.m. - 7:14 p.m.PUJ-YQG

21h 54m1 stop

C$ 583Air Canada

Find Deal

Sun, 29 Mar - Thu, 2 Apr

7:50 p.m. - 11:35 p.m.YQG-PUJ

27h 45m2 stops

11:55 a.m. - 7:14 p.m.PUJ-YQG

31h 19m2 stops

C$ 586Air Canada

Find Deal

Sun, 29 Mar - Thu, 2 Apr

7:50 p.m. - 11:35 p.m.YQG-PUJ

27h 45m2 stops

11:55 a.m. - 7:14 p.m.PUJ-YQG

31h 19m2 stops

C$ 587Air Canada

Find Deal

Sun, 29 Mar - Thu, 2 Apr

7:50 p.m. - 4:35 p.m.YQG-PUJ

19h 45m1 stop

5:45 p.m. - 9:04 a.m.PUJ-YQG

16h 19m1 stop

C$ 588Air Canada

Find Deal

Sat, 6 Dec - Tue, 9 Dec

7:50 p.m. - 9:45 p.m.YQG-PUJ

48h 55m2 stops

5:45 p.m. - 9:04 a.m.PUJ-YQG

16h 19m1 stop

C$ 590Air Canada

Find Deal

Sun, 1 Feb - Sat, 7 Feb

Air Canada flights from Windsor, Ontario to Caribbean Islands

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

Air Canada

27 Nov

YQG7:50 p.m.Windsor

16h 55m

1 stop

PUJ1:45 p.m.Punta Cana

30 Nov

PUJ10:25 p.m.Punta Cana

11h 39m

1 stop

YQG9:04 a.m.Windsor

C$ 540

Find similar

Air Canada

27 Nov

YQG7:50 p.m.Windsor

16h 55m

1 stop

PUJ1:45 p.m.Punta Cana

30 Nov

PUJ10:25 p.m.Punta Cana

11h 39m

1 stop

YQG9:04 a.m.Windsor

C$ 542

Find similar

Air Canada

27 Nov

YQG7:50 p.m.Windsor

27h 55m

2 stops

PUJ12:45 a.m.Punta Cana

30 Nov

PUJ10:25 p.m.Punta Cana

21h 49m

1 stop

YQG7:14 p.m.Windsor

C$ 543

Find similar

Lufthansa flights from Windsor, Ontario to Caribbean Islands

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

Lufthansa

6 Dec

YQG9:45 a.m.Windsor

31h 10m

2 stops

PUJ5:55 p.m.Punta Cana

9 Dec

PUJ7:10 p.m.Punta Cana

49h 04m

2 stops

YQG7:14 p.m.Windsor

C$ 13,411

Find similar

Lufthansa

6 Dec

YQG9:45 a.m.Windsor

31h 10m

2 stops

PUJ5:55 p.m.Punta Cana

9 Dec

PUJ7:10 p.m.Punta Cana

25h 04m

2 stops

YQG7:14 p.m.Windsor

C$ 13,415

Find similar

Lufthansa

6 Dec

YQG9:45 a.m.Windsor

31h 10m

2 stops

PUJ5:55 p.m.Punta Cana

9 Dec

PUJ7:10 p.m.Punta Cana

49h 04m

2 stops

YQG7:14 p.m.Windsor

C$ 13,419

Find similar

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

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 6/12

7:50 p.m.-4:35 p.m.

1 stop19h 45m

Punta Cana

Tue 9/12

3:15 p.m.-7:14 p.m.

1 stop28h 59m

C$ 543

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 6/12

7:50 p.m.-4:35 p.m.

1 stop19h 45m

Punta Cana

Tue 9/12

10:25 p.m.-7:14 p.m.

1 stop21h 49m

C$ 545

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 6/12

7:50 p.m.-3:45 p.m.

2 stops42h 55m

Punta Cana

Tue 9/12

10:25 p.m.-9:04 a.m.

1 stop11h 39m

C$ 557

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Fri 23/1

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

1 stop16h 40m

Montego Bay Sangster Intl

Mon 26/1

1:30 p.m.-9:04 a.m.

1 stop19h 34m

C$ 570

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 7/3

9:45 a.m.-12:45 p.m.

1 stop26h 00m

Punta Cana

Wed 11/3

2:15 p.m.-9:04 a.m.

1 stop18h 49m

C$ 578

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 29/3

7:50 p.m.-1:00 p.m.

2 stops17h 10m

Punta Cana

Thu 2/4

9:20 p.m.-7:14 p.m.

1 stop21h 54m

C$ 583

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 29/3

7:50 p.m.-11:35 p.m.

2 stops27h 45m

Punta Cana

Thu 2/4

11:55 a.m.-7:14 p.m.

2 stops31h 19m

C$ 586

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 29/3

7:50 p.m.-11:35 p.m.

2 stops27h 45m

Punta Cana

Thu 2/4

11:55 a.m.-7:14 p.m.

2 stops31h 19m

C$ 587

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 6/12

7:50 p.m.-4:35 p.m.

1 stop19h 45m

Punta Cana

Tue 9/12

5:45 p.m.-9:04 a.m.

1 stop16h 19m

C$ 588

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 1/2

7:50 p.m.-9:45 p.m.

2 stops48h 55m

Punta Cana

Sat 7/2

5:45 p.m.-9:04 a.m.

1 stop16h 19m

C$ 590

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Windsor, Ontario to Caribbean Islands is on a Sunday when prices can be found for as low as C$ 733. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Caribbean Islands on Friday is C$ 916.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the morning. momondo users have found flights departing from Windsor, Ontario to Caribbean Islands in the morning for as low as C$ 745. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the afternoon are often more expensive with an average ticket price of C$ 916.

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

You could potentially save up to 30% on your flight if you consider stops on a Windsor, Ontario to Caribbean Islands flight.

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	4h 10m
Direct flights	Sat
Airports in Caribbean Islands	1 airport

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

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

There is 1 airport near Caribbean Islands: Punta Cana (PUJ)

Search flight deals

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 November 2025, there is 1 operator 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 44.16% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 9.52%, Canadair (Bombardier) Regional Jet 900 at 7.36%, and Airbus A321-100/200 at 5.19%.

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$ 569	Free Cancellation	Rating 7.1 10,481 reviews		Search Air Canada 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.

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.

Start using Trips

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Cheap flights from Windsor, Ontario to Caribbean Islands from C$ 308

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

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Trusted and free

Price Alerts

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Find the cheapest flights from Windsor, Ontario to Caribbean Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

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Air Canada flights from Windsor, Ontario to Caribbean Islands

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

Lufthansa flights from Windsor, Ontario to Caribbean Islands

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

momondo Fare Finder

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

See travel insights to Caribbean Islands from

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

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

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

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

You could potentially save up to 30% on your flight if you consider stops on a Windsor, Ontario to Caribbean Islands flight.

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

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

Direct flights

Airports in Caribbean Islands

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

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

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

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

What is the most popular plane model from Windsor, Ontario to Caribbean Islands?

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

Why use momondo?

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

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

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

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

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean Islands

Popular Cities in Caribbean Islands

Popular flights according to clicks in the last 7 days on momondo