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 February 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$ 371 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

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:40 a.m. - 4:50 p.m.

YQG

MBJ

32h 10m

2 stops

2:30 p.m. - 7:09 p.m.

MBJ

YQG

27h 39m

1 stop

C$ 735Air Canada

Sat, 28 Mar - Tue, 31 Mar

9:40 a.m. - 4:50 p.m.

YQG

MBJ

32h 10m

2 stops

2:30 p.m. - 9:04 a.m.

MBJ

YQG

17h 34m

1 stop

C$ 788Air Canada

Sat, 28 Mar - Tue, 31 Mar

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

YQG

MBJ

22h 00m

2 stops

12:30 p.m. - 9:04 a.m.

MBJ

YQG

19h 34m

1 stop

C$ 789Air Canada

Sat, 28 Mar - Tue, 31 Mar

7:50 p.m. - 11:30 a.m.

YQG

MBJ

16h 40m

1 stop

12:30 p.m. - 9:04 a.m.

MBJ

YQG

19h 34m

1 stop

C$ 806Air Canada

Tue, 24 Mar - Tue, 7 Apr

9:40 a.m. - 5:05 p.m.

YQG

MBJ

32h 25m

2 stops

2:05 p.m. - 9:04 a.m.

MBJ

YQG

17h 59m

1 stop

C$ 813Air Canada

Sat, 21 Mar - Sat, 28 Mar

9:40 a.m. - 11:05 a.m.

YQG

PUJ

24h 25m

1 stop

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

PUJ

YQG

11h 29m

1 stop

C$ 834Air Canada

Sat, 7 Mar - Wed, 11 Mar

9:40 a.m. - 12:45 p.m.

YQG

PUJ

27h 05m

1 stop

12:25 p.m. - 9:04 a.m.

PUJ

YQG

20h 39m

1 stop

C$ 884Air Canada

Sat, 21 Mar - Sat, 28 Mar

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

YQG

MBJ

16h 35m

1 stop

12:15 p.m. - 3:24 p.m.

MBJ

YQG

26h 09m

1 stop

C$ 889Air Canada

Wed, 3 Jun - Wed, 10 Jun

7:35 a.m. - 12:30 p.m.

YQG

PUJ

28h 55m

1 stop

5:01 p.m. - 7:33 p.m.

PUJ

YQG

50h 32m

2 stops

C$ 1,027Multiple Airlines

Mon, 23 Mar - Mon, 30 Mar

9:40 a.m. - 5:05 p.m.

YQG

MBJ

32h 25m

2 stops

12:00 p.m. - 7:33 p.m.

MBJ

YQG

30h 33m

3 stops

C$ 1,038Multiple Airlines

Sat, 21 Mar - Sat, 28 Mar

Air Canada flights from Windsor, Ontario to Caribbean Islands

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

Air Canada

28 Mar

YQG9:40 a.m.Windsor

32h 10m

2 stops

MBJ4:50 p.m.Montego Bay Sangster Intl

31 Mar

MBJ2:30 p.m.Montego Bay Sangster Intl

27h 39m

1 stop

YQG7:09 p.m.Windsor

C$ 735

Air Canada

28 Mar

YQG9:40 a.m.Windsor

32h 10m

2 stops

MBJ4:50 p.m.Montego Bay Sangster Intl

31 Mar

MBJ2:30 p.m.Montego Bay Sangster Intl

17h 34m

1 stop

YQG9:04 a.m.Windsor

C$ 788

Air Canada

28 Mar

YQG7:50 p.m.Windsor

22h 00m

2 stops

MBJ4:50 p.m.Montego Bay Sangster Intl

31 Mar

MBJ12:30 p.m.Montego Bay Sangster Intl

19h 34m

1 stop

YQG9:04 a.m.Windsor

C$ 789

Air Transat flights from Windsor, Ontario to Caribbean Islands

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

Air Transat

27 Feb

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

6 Mar

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 1,211

Air Transat

6 Mar

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

20 Mar

PUJ11:40 a.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 1,237

Air Transat

27 Feb

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

6 Mar

PUJ12:40 p.m.Punta Cana

4h 35m

YQG4:15 p.m.Windsor

C$ 1,254

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

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 28/3

9:40 a.m.-4:50 p.m.

2 stops32h 10m

Montego Bay Sangster Intl

Tue 31/3

2:30 p.m.-7:09 p.m.

1 stop27h 39m

C$ 735

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 28/3

9:40 a.m.-4:50 p.m.

2 stops32h 10m

Montego Bay Sangster Intl

Tue 31/3

2:30 p.m.-9:04 a.m.

1 stop17h 34m

C$ 788

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 28/3

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

2 stops22h 00m

Montego Bay Sangster Intl

Tue 31/3

12:30 p.m.-9:04 a.m.

1 stop19h 34m

C$ 789

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Tue 24/3

7:50 p.m.-11:30 a.m.

1 stop16h 40m

Montego Bay Sangster Intl

Tue 7/4

12:30 p.m.-9:04 a.m.

1 stop19h 34m

C$ 806

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 21/3

9:40 a.m.-5:05 p.m.

2 stops32h 25m

Montego Bay Sangster Intl

Sat 28/3

2:05 p.m.-9:04 a.m.

1 stop17h 59m

C$ 813

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 7/3

9:40 a.m.-11:05 a.m.

1 stop24h 25m

Punta Cana

Wed 11/3

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

1 stop11h 29m

C$ 834

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 21/3

9:40 a.m.-12:45 p.m.

1 stop27h 05m

Punta Cana

Sat 28/3

12:25 p.m.-9:04 a.m.

1 stop20h 39m

C$ 884

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Wed 3/6

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

1 stop16h 35m

Montego Bay Sangster Intl

Wed 10/6

12:15 p.m.-3:24 p.m.

1 stop26h 09m

C$ 889

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Mon 23/3

7:35 a.m.-12:30 p.m.

1 stop28h 55m

Punta Cana

Mon 30/3

5:01 p.m.-7:33 p.m.

2 stops50h 32m

C$ 1,027

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 21/3

9:40 a.m.-5:05 p.m.

2 stops32h 25m

Montego Bay Sangster Intl

Sat 28/3

12:00 p.m.-7:33 p.m.

3 stops30h 33m

C$ 1,038

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?

You could potentially save up to 9% 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	99 airports

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 are 99 airports in Caribbean Islands. From Windsor, Ontario there are direct flights to 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 February 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 34.08% of all bookings. The subsequent popular models are Boeing 737-700 Passenger/BBJ1 (winglets) at 16.14%, Airbus A321-100/200 at 8.97%, and Canadair (Bombardier) Regional Jet 900 at 5.83%.

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$ 478	Free Cancellation	Rating 7.1 10,742 reviews		Search Air Canada flights
Air Transat	PriceFrom C$ 720	Free Cancellation	Rating 7.7 511 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.