How long is the flight from Windsor, Ontario to Caribbean Islands?

For as low as C$ 537, Air Canada can have you in Caribbean Islands from Windsor, Ontario in 26h 20m. Windsor, Ontario and Caribbean Islands are separated by a distance of 2972 km.

In terms of precipitation, rainfall in Caribbean Islands ranges from 40.0 - 180.0 mm per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Caribbean Islands when rainfall is around 40.0 mm.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

What are the most popular routes from Windsor, Ontario to Caribbean Islands?

The most popular flight routes from Windsor, Ontario to Caribbean Islands are Windsor - Punta Cana, Windsor - Montego Bay Sangster Intl and Windsor - San Juan Luis Munoz Marin Intl.

What is the cheapest time of day to fly from YQG to EPX?

When flying from Windsor, Ontario to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What airport do you fly from for flights from Windsor to Caribbean Islands?

Windsor (YQG), located 8.0 km from the city centre, is the airport you fly out of when you book flights from Windsor to Caribbean Islands.

Can I find deals for flights from Windsor to Caribbean Islands that include hotel bookings?

Yes. In addition to deals on Windsor to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Windsor to Caribbean Islands?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Windsor to Caribbean Islands.

Can I find deals for business class flights from Windsor to Caribbean Islands?

Yes. Cheapflights offers flight deals from Windsor to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

C$ 239+ Cheap Flights from Windsor, ON to Caribbean Islands

Cheap flight deals from Windsor to Caribbean Islands

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

Cheapest flights from Windsor to Caribbean Islands
Explore the most affordable flight options available from Windsor to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 7 September 2026.

Sat 31/107:20 p.m. -

1 stop26h 20m

Wed 4/113:30 p.m. -

1 stop28h 15m

Deal found 2/9C$ 537

Sun 29/117:20 p.m. -

1 stop25h 20m

Sun 6/127:35 p.m. -

1 stop15h 20m

Deal found 7/9C$ 552

Thu 10/94:05 p.m. -

2 stops24h 00m

Thu 17/94:20 p.m. -

1 stop26h 42m

Deal found 2/9C$ 634

Mon 26/1010:35 a.m. -

2 stops33h 25m

Wed 28/101:05 a.m. -

2 stops17h 40m

Deal found 6/9C$ 661

Tue 27/1010:35 a.m. -

2 stops27h 39m

Tue 10/112:54 p.m. -

2 stops19h 01m

Deal found 7/9C$ 700

Tue 27/1010:35 a.m. -

1 stop26h 15m

Tue 10/111:50 p.m. -

1 stop20h 05m

Deal found 7/9C$ 704

Fri 4/127:20 p.m. -

1 stop22h 00m

Tue 8/121:50 p.m. -

1 stop28h 55m

Deal found 6/9C$ 783

Sat 5/1210:35 a.m. -

1 stop6h 45m

Tue 8/121:50 p.m. -

1 stop28h 55m

Deal found 4/9C$ 784

Tue 6/107:25 p.m. -

1 stop16h 55m

Tue 13/1012:30 p.m. -

1 stop19h 52m

Deal found 7/9C$ 1,065

Find flight deals from Windsor to Caribbean Islands

Round-trip from	C$ 537
One-way from	C$ 239

Air Canada
31/10-4/11
2 total stops
54h 35m total
Windsor to Caribbean Islands

Search Deals

Air Canada
19/10-31/12
1 total stop
26h 15m total
Windsor to Caribbean Islands

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Windsor to Caribbean Islands 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

Mon 1/3

7:20 p.m.-12:35 p.m.

1 stop17h 15m

Montego Bay Sangster Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 347

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Sun 31/1

10:35 a.m.-12:50 p.m.

1 stop26h 15m

Montego Bay Sangster Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 374

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 19/2

10:35 a.m.-12:10 p.m.

1 stop24h 35m

Punta Cana

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 376

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Thu 1/10

4:05 p.m.-3:20 p.m.

1 stop23h 15m

Punta Cana

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 448

Quickest round-trip

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 19/2

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

Nonstop4h 10m

Punta Cana

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 483

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Mon 1/3

7:00 a.m.-1:30 p.m.

2 stops30h 30m

Montego Bay Sangster Intl

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 515

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 31/10

7:20 p.m.-9:40 p.m.

1 stop26h 20m

Punta Cana

Wed 4/11

3:30 p.m.-6:45 p.m.

1 stop28h 15m

C$ 537

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sun 29/11

7:20 p.m.-9:40 p.m.

1 stop25h 20m

Punta Cana

Sun 6/12

7:35 p.m.-9:55 a.m.

1 stop15h 20m

C$ 552

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Thu 1/10

4:05 p.m.-12:48 p.m.

3 stops20h 43m

Punta Cana

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 610

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Tue 6/10

7:25 p.m.-4:05 p.m.

2 stops20h 40m

Punta Cana

Wed 31/12

12:00 a.m.-11:30 p.m.

Nonstop0h 00m

C$ 634

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 22 resultsSorted by cheapest first

Best time to book a flight from Windsor to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Windsor with our price prediction graph.

YQG-PUJ

YQG-MBJ

YQG-SJU

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Windsor to Caribbean Islands

YQG-zzEPX

YQG-PUJ

YQG-MBJ

YQG-SJU

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Caribbean Islands

Check out reviews from past customers who have flown with Air Transat and Air Canada from Windsor to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Air Transat

7.8

Good

576 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus

Air Transat

7.8

Good

576 reviews

Air Transat

7.8

Good

576 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus

Air Canada

7.1

Good

11,593 reviews

Air Transat

7.8

Good

576 reviews

Check prices

Reviews

1 / 20

8.0

Excellent

Paul,Jul 2026

YUL - LGW

Had to bus to the plane which made priority boarding at the back of the bus

Related info for your journey

What airport do you fly from for flights from Windsor to Caribbean Islands?
Windsor (YQG), located 8.0 km from the city centre, is the airport you fly out of when you book flights from Windsor to Caribbean Islands.
How long is the flight from Windsor, Ontario to Caribbean Islands?
For as low as C$ 537, Air Canada can have you in Caribbean Islands from Windsor, Ontario in 26h 20m. Windsor, Ontario and Caribbean Islands are separated by a distance of 2972 km.
What are the most popular routes from Windsor, Ontario to Caribbean Islands?
The most popular flight routes from Windsor, Ontario to Caribbean Islands are Windsor - Punta Cana, Windsor - Montego Bay Sangster Intl and Windsor - San Juan Luis Munoz Marin Intl.
Can I find deals for flights from Windsor to Caribbean Islands that include hotel bookings?
Yes. In addition to deals on Windsor to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Windsor to Caribbean Islands?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Windsor to Caribbean Islands.
Can I find deals for business class flights from Windsor to Caribbean Islands?
Yes. Cheapflights offers flight deals from Windsor to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Windsor to Caribbean Islands

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Top airline flying from Windsor to Caribbean Islands

Airline	Cheapest	Average	Flexibility	On-time
Air Transat	CheapestC$ 729	AverageC$ 925	FlexibilityNo cancel fee	On-time50%	Search Air Transat flights

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How does Cheapflights help users find flights from Windsor to Caribbean Islands?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Windsor to Caribbean Islands. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Windsor to Caribbean Islands?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands from Windsor.

Can Cheapflights find flights from Windsor to Caribbean Islands with no change fees?

Certainly. Search results for flights to Caribbean Islands from Windsor shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Windsor to Caribbean Islands become cheaper?

Yes, Cheapflights offers price alerts on Windsor to Caribbean Islands flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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Cheap flights from Windsor, ON to Caribbean Islands from C$ 239

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/10. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Windsor to Caribbean Islands

Cheapest flights from Windsor to Caribbean IslandsExplore the most affordable flight options available from Windsor to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 7 September 2026.

Explore the most affordable flight options available from Windsor to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 7 September 2026.

Best flights from Windsor to Caribbean IslandsDiscover carefully curated flight deals from Windsor to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Discover carefully curated flight deals from Windsor to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Direct flights from Windsor to Caribbean IslandsExplore direct flight options from Windsor to Caribbean Islands based on user searches, and compare prices and availability for your desired travel dates. Data last updated 7 September 2026.

Explore direct flight options from Windsor to Caribbean Islands based on user searches, and compare prices and availability for your desired travel dates. Data last updated 7 September 2026.

Last-minute flights from Windsor to Caribbean IslandsDiscover last-minute flight deals from Windsor to Caribbean Islands. Data last updated 7 September 2026 and is based on user searches.

Discover last-minute flight deals from Windsor to Caribbean Islands. Data last updated 7 September 2026 and is based on user searches.

One-way flights from Windsor to Caribbean IslandsSearch for one-way flight options from Windsor to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.

Search for one-way flight options from Windsor to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.

Find flight deals from Windsor to Caribbean Islands

Round-trip from

One-way from

Cheapflights Fare Finder

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

Best time to book a flight from Windsor to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Windsor with our price prediction graph.

Cheapflights Insights

Reviews of airlines servicing Caribbean Islands

Check out reviews from past customers who have flown with Air Transat and Air Canada from Windsor to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

What airport do you fly from for flights from Windsor to Caribbean Islands?

How long is the flight from Windsor, Ontario to Caribbean Islands?

What are the most popular routes from Windsor, Ontario to Caribbean Islands?

Can I find deals for flights from Windsor to Caribbean Islands that include hotel bookings?

How can I find direct flights from Windsor to Caribbean Islands?

Can I find deals for business class flights from Windsor to Caribbean Islands?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Windsor to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.

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Search flights from Windsor to Caribbean Islands by cabin class

Find flights from Windsor to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Windsor and Caribbean Islands flights

Browse other Windsor and Caribbean Islands flight options. Last updated on 7 September 2026.

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Windsor to Caribbean Islands flights

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Top airline flying from Windsor to Caribbean Islands

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How does Cheapflights help users find flights from Windsor to Caribbean Islands?

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Can Cheapflights find flights from Windsor to Caribbean Islands with no change fees?

Can Cheapflights notify me if prices for flights from Windsor to Caribbean Islands become cheaper?

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Travel Smart

Cheapest flights from Windsor to Caribbean Islands
Explore the most affordable flight options available from Windsor to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 7 September 2026.

Best flights from Windsor to Caribbean Islands
Discover carefully curated flight deals from Windsor to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 7 September 2026.

Direct flights from Windsor to Caribbean Islands
Explore direct flight options from Windsor to Caribbean Islands based on user searches, and compare prices and availability for your desired travel dates. Data last updated 7 September 2026.

Last-minute flights from Windsor to Caribbean Islands
Discover last-minute flight deals from Windsor to Caribbean Islands. Data last updated 7 September 2026 and is based on user searches.

One-way flights from Windsor to Caribbean Islands
Search for one-way flight options from Windsor to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated 7 September 2026.