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 July 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$ 354 Cheap Flights from Windsor, Ontario to Caribbean in 2026

Find the cheapest flights from Windsor, Ontario to Caribbean

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:20 p.m. - 2:40 p.m.

YQG

SJU

18h 20m

2 stops

3:35 p.m. - 9:55 a.m.

SJU

YQG

19h 20m

2 stops

C$ 501Air Canada

Fri, 4 Dec - Sat, 12 Dec

7:20 p.m. - 1:30 p.m.

YQG

SJU

17h 10m

1 stop

3:35 p.m. - 9:55 a.m.

SJU

YQG

19h 20m

2 stops

C$ 587Air Canada

Fri, 4 Dec - Sat, 12 Dec

4:05 p.m. - 8:38 p.m.

YQG

SJU

28h 33m

2 stops

1:00 a.m. - 7:02 p.m.

SJU

YQG

18h 02m

2 stops

C$ 624Air Canada

Tue, 22 Sep - Wed, 23 Sep

7:45 p.m. - 1:53 p.m.

YQG

SJU

18h 08m

2 stops

6:45 p.m. - 7:02 p.m.

SJU

YQG

24h 17m

2 stops

C$ 630Air Canada

Mon, 21 Sep - Fri, 25 Sep

10:35 a.m. - 5:20 p.m.

YQG

MBJ

6h 45m

1 stop

2:20 p.m. - 9:55 a.m.

MBJ

YQG

19h 35m

2 stops

C$ 643Air Canada

Sat, 5 Dec - Sun, 6 Dec

10:35 a.m. - 6:35 p.m.

YQG

PUJ

7h 00m

1 stop

10:40 p.m. - 9:55 a.m.

PUJ

YQG

12h 15m

1 stop

C$ 650Air Canada

Fri, 20 Nov - Thu, 26 Nov

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

YQG

PUJ

19h 40m

1 stop

4:25 p.m. - 9:22 a.m.

PUJ

YQG

16h 57m

1 stop

C$ 681Air Canada

Thu, 6 Aug - Wed, 12 Aug

7:45 p.m. - 3:15 p.m.

YQG

PUJ

19h 30m

1 stop

12:55 p.m. - 3:22 p.m.

PUJ

YQG

26h 27m

1 stop

C$ 684Air Canada

Tue, 28 Jul - Mon, 3 Aug

4:30 p.m. - 3:45 p.m.

YQG

MBJ

24h 15m

2 stops

4:55 p.m. - 3:46 p.m.

MBJ

YQG

21h 51m

2 stops

C$ 1,737Multiple Airlines

Sat, 15 Aug - Sun, 30 Aug

4:00 p.m. - 4:38 p.m.

YQG

SJU

24h 38m

2 stops

1:19 p.m. - 3:10 p.m.

SJU

YQG

49h 51m

2 stops

C$ 1,955WestJet

Mon, 24 Aug - Mon, 31 Aug

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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

4 Dec

YQG7:20 p.m.Windsor

18h 20m

2 stops

SJU2:40 p.m.San Juan Luis Munoz Marin Intl

12 Dec

SJU3:35 p.m.San Juan Luis Munoz Marin Intl

19h 20m

2 stops

YQG9:55 a.m.Windsor

C$ 501

Air Canada

4 Dec

YQG7:20 p.m.Windsor

17h 10m

1 stop

SJU1:30 p.m.San Juan Luis Munoz Marin Intl

12 Dec

SJU3:35 p.m.San Juan Luis Munoz Marin Intl

19h 20m

2 stops

YQG9:55 a.m.Windsor

C$ 587

Air Canada

22 Sep

YQG4:05 p.m.Windsor

28h 33m

2 stops

SJU8:38 p.m.San Juan Luis Munoz Marin Intl

23 Sep

SJU1:00 a.m.San Juan Luis Munoz Marin Intl

18h 02m

2 stops

YQG7:02 p.m.Windsor

C$ 624

Air Transat flights from Windsor, Ontario to Caribbean

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

Air Transat

18 Dec

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

24 Dec

PUJ3:35 p.m.Punta Cana

29h 16m

1 stop

YQG7:51 p.m.Windsor

C$ 937

Air Transat

18 Dec

YQG5:35 p.m.Windsor

4h 10m

PUJ10:45 p.m.Punta Cana

24 Dec

PUJ3:35 p.m.Punta Cana

29h 16m

1 stop

YQG7:51 p.m.Windsor

C$ 955

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Fri 4/12

7:20 p.m.-2:40 p.m.

2 stops18h 20m

San Juan Luis Munoz Marin Intl

Sat 12/12

3:35 p.m.-9:55 a.m.

2 stops19h 20m

C$ 501

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Fri 4/12

7:20 p.m.-1:30 p.m.

1 stop17h 10m

San Juan Luis Munoz Marin Intl

Sat 12/12

3:35 p.m.-9:55 a.m.

2 stops19h 20m

C$ 587

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Tue 22/9

4:05 p.m.-8:38 p.m.

2 stops28h 33m

San Juan Luis Munoz Marin Intl

Wed 23/9

1:00 a.m.-7:02 p.m.

2 stops18h 02m

C$ 624

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Mon 21/9

7:45 p.m.-1:53 p.m.

2 stops18h 08m

San Juan Luis Munoz Marin Intl

Fri 25/9

6:45 p.m.-7:02 p.m.

2 stops24h 17m

C$ 630

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 5/12

10:35 a.m.-5:20 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Sun 6/12

2:20 p.m.-9:55 a.m.

2 stops19h 35m

C$ 643

Quickest round-trip

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Fri 20/11

10:35 a.m.-6:35 p.m.

1 stop7h 00m

Punta Cana

Thu 26/11

10:40 p.m.-9:55 a.m.

1 stop12h 15m

C$ 650

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Thu 6/8

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

1 stop19h 40m

Punta Cana

Wed 12/8

4:25 p.m.-9:22 a.m.

1 stop16h 57m

C$ 681

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Tue 28/7

7:45 p.m.-3:15 p.m.

1 stop19h 30m

Punta Cana

Mon 3/8

12:55 p.m.-3:22 p.m.

1 stop26h 27m

C$ 684

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Sat 15/8

4:30 p.m.-3:45 p.m.

2 stops24h 15m

Montego Bay Sangster Intl

Sun 30/8

4:55 p.m.-3:46 p.m.

2 stops21h 51m

C$ 1,737

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Mon 24/8

4:00 p.m.-4:38 p.m.

2 stops24h 38m

San Juan Luis Munoz Marin Intl

Mon 31/8

1:19 p.m.-3:10 p.m.

2 stops49h 51m

C$ 1,955

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 27% 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	None

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

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

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 July 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$ 745	Free Cancellation	Rating 7.8 564 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.