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

Air Canada and Air Transat are the most popular carriers 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 October 2025, 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$ 377 Cheap Flights from Windsor to Caribbean in 2025/26

1 adult

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Find the cheapest flights from Windsor, Ontario to Caribbean

Round-trip

One-way

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:50 p.m. - 2:00 p.m.YQG-PUJ

17h 10m2 stops

1:05 p.m. - 7:14 p.m.PUJ-YQG

7h 09m1 stop

C$ 553Air Canada

Find Deal

Sun, 7 Dec - Wed, 10 Dec

9:45 a.m. - 9:35 p.m.YQG-PUJ

10h 50m1 stop

7:40 p.m. - 7:14 p.m.PUJ-YQG

24h 34m2 stops

C$ 578Air Canada

Find Deal

Wed, 14 Jan - Wed, 21 Jan

7:50 p.m. - 2:00 p.m.YQG-PUJ

17h 10m2 stops

7:40 p.m. - 7:14 p.m.PUJ-YQG

24h 34m2 stops

C$ 609Air Canada

Find Deal

Wed, 14 Jan - Wed, 21 Jan

9:45 a.m. - 9:35 p.m.YQG-PUJ

10h 50m1 stop

3:35 p.m. - 9:04 a.m.PUJ-YQG

18h 29m2 stops

C$ 613Air Canada

Find Deal

Thu, 27 Nov - Thu, 4 Dec

7:50 p.m. - 12:45 a.m.YQG-PUJ

27h 55m2 stops

3:35 p.m. - 9:04 a.m.PUJ-YQG

18h 29m2 stops

C$ 616Air Canada

Find Deal

Thu, 27 Nov - Thu, 4 Dec

7:50 p.m. - 8:25 p.m.YQG-PUJ

24h 35m1 stop

6:40 p.m. - 7:14 p.m.PUJ-YQG

24h 34m2 stops

C$ 633Air Canada

Find Deal

Sun, 29 Mar - Fri, 3 Apr

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

4h 10mdirect

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

4h 35mdirect

C$ 758Air Transat

Find Deal

Fri, 9 Jan - Fri, 23 Jan

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

4h 10mdirect

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

4h 35mdirect

C$ 760Air Transat

Find Deal

Fri, 9 Jan - Fri, 23 Jan

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

4h 10mdirect

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

4h 35mdirect

C$ 913Air Transat

Find Deal

Fri, 20 Feb - Fri, 27 Feb

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

20h 00m3 stops

3:35 p.m. - 9:04 a.m.PUJ-YQG

18h 29m2 stops

C$ 975Multiple Airlines

Find Deal

Sun, 7 Dec - Wed, 10 Dec

Air Canada flights from Windsor, Ontario to Caribbean

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

Air Canada

7 Dec

YQG7:50 p.m.Windsor

17h 10m

2 stops

PUJ2:00 p.m.Punta Cana

10 Dec

PUJ1:05 p.m.Punta Cana

7h 09m

1 stop

YQG7:14 p.m.Windsor

C$ 553

Find similar

Air Canada

14 Jan

YQG9:45 a.m.Windsor

10h 50m

1 stop

PUJ9:35 p.m.Punta Cana

21 Jan

PUJ7:40 p.m.Punta Cana

24h 34m

2 stops

YQG7:14 p.m.Windsor

C$ 578

Find similar

Air Canada

14 Jan

YQG7:50 p.m.Windsor

17h 10m

2 stops

PUJ2:00 p.m.Punta Cana

21 Jan

PUJ7:40 p.m.Punta Cana

24h 34m

2 stops

YQG7:14 p.m.Windsor

C$ 609

Find similar

Air Transat flights from Windsor, Ontario to Caribbean

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

Air Transat

9 Jan

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

23 Jan

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 758

Find similar

Air Transat

9 Jan

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

23 Jan

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 760

Find similar

Air Transat

20 Feb

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

27 Feb

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 913

Find similar

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

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 7/12

7:50 p.m.-2:00 p.m.

2 stops17h 10m

Punta Cana

Wed 10/12

1:05 p.m.-7:14 p.m.

1 stop7h 09m

C$ 553

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Wed 14/1

9:45 a.m.-9:35 p.m.

1 stop10h 50m

Punta Cana

Wed 21/1

7:40 p.m.-7:14 p.m.

2 stops24h 34m

C$ 578

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Wed 14/1

7:50 p.m.-2:00 p.m.

2 stops17h 10m

Punta Cana

Wed 21/1

7:40 p.m.-7:14 p.m.

2 stops24h 34m

C$ 609

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Thu 27/11

9:45 a.m.-9:35 p.m.

1 stop10h 50m

Punta Cana

Thu 4/12

3:35 p.m.-9:04 a.m.

2 stops18h 29m

C$ 613

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Thu 27/11

7:50 p.m.-12:45 a.m.

2 stops27h 55m

Punta Cana

Thu 4/12

3:35 p.m.-9:04 a.m.

2 stops18h 29m

C$ 616

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 29/3

7:50 p.m.-8:25 p.m.

1 stop24h 35m

Punta Cana

Fri 3/4

6:40 p.m.-7:14 p.m.

2 stops24h 34m

C$ 633

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Fri 9/1

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

Nonstop4h 10m

Punta Cana

Fri 23/1

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

Nonstop4h 35m

C$ 758

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Fri 9/1

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

Nonstop4h 10m

Punta Cana

Fri 23/1

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

Nonstop4h 35m

C$ 760

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Fri 20/2

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

Nonstop4h 10m

Punta Cana

Fri 27/2

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

Nonstop4h 35m

C$ 913

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sun 7/12

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

3 stops20h 00m

Punta Cana

Wed 10/12

3:35 p.m.-9:04 a.m.

2 stops18h 29m

C$ 975

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

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?

On average, the least expensive day to fly to Caribbean from Windsor, Ontario is on a Sunday. momondo users have found tickets for Sunday departures for as low as C$ 726. However, this price may fluctuate depending on the airline, the season, and holidays. 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 on Friday is C$ 907.

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

Our data shows that the cheapest Windsor, Ontario to Caribbean flights are usually those with departure times in the morning. Our users have found flights to Caribbean in the morning for as low as C$ 737. In the afternoon is when there is more demand to fly to Caribbean, so prices are often more expensive at around C$ 907 per ticket.

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

You could potentially save up to 55% 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

Fastest flight time	4h 10m
Direct flights	Sat
Airports in Caribbean	1 airport

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 is 1 airport near Caribbean: Punta Cana (PUJ)

Search flight deals

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 October 2025, 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 Canada	PriceFrom C$ 563	Free Cancellation	Rating 7.1 10,381 reviews		Search Air Canada 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.

An easier way to manage your Caribbean 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

Sat 29/11

Sat 6/12

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Find better results for your trip to Caribbean

Popular Cities in Caribbean

Flights to Punta Canafrom C$ 328

Flights to Montego Bayfrom C$ 401

Flights to Oranjestadfrom C$ 408

Flights to Kingstonfrom C$ 480

Flights to Fort-de-Francefrom C$ 533

Flights to Simpson Bayfrom C$ 380

Flights to Pointe-à-Pitrefrom C$ 568

Flights to San Juanfrom C$ 334

Flights to Bridgetownfrom C$ 426

Flights to Nassaufrom C$ 366

Flights to Puerto Platafrom C$ 423

Flights to Willemstadfrom C$ 339

Cheap flights from Windsor, Ontario to Caribbean from C$ 377

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Windsor, Ontario to Caribbean departing on 27/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Windsor, Ontario to Caribbean

Cheap round-trip flights

Cheap one-way flights

Cheap direct flights

Air Canada flights from Windsor, Ontario to Caribbean

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

Air Transat flights from Windsor, Ontario to Caribbean

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

momondo Fare Finder

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

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

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

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

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

You could potentially save up to 55% on your flight if you consider stops on a Windsor, Ontario to Caribbean flight.

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

Air Canada and Air Transat are the most popular carriers operating from Windsor to Caribbean

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

Fastest flight time

Direct flights

Airports in Caribbean

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

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

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

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

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

Best airlines flying from Windsor, Ontario to Caribbean

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean 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

Popular Cities in Caribbean

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