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

Departing from Windsor, Ontario to Caribbean will take you 10h 05m. The distance between Windsor, Ontario and Caribbean is about 2972 km.

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 40.0 mm.

If weather is an important factor for your trip to Caribbean, 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?

When deciding which route to take from Windsor, Ontario to Caribbean consider Windsor - Punta Cana, Windsor - San Juan Luis Munoz Marin Intl or Windsor - Montego Bay Sangster Intl as they are the most popular.

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Windsor, Ontario to Caribbean as you normally would.

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

For a flight from Windsor to Caribbean, you will be flying from Windsor. Windsor (YQG) is just 8.0 km from the centre of the city.

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

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

How can I find direct flights from Windsor to Caribbean?

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

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

Yes. Cheapflights offers flight deals from Windsor to Caribbean 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$ 315+ Cheap Flights from Windsor, ON to Caribbean

Cheap flight deals from Windsor to Caribbean

Enter your travel dates to find the best prices.

Cheapest

Best

Direct

Last-minute

One-way

Cheapest flights from Windsor to Caribbean
Explore the most affordable flight options available from Windsor to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 August 2026.

Sun 6/127:20 p.m. -

1 stop25h 20m

Fri 11/121:05 p.m. -

1 stop21h 50m

Deal found 27/8C$ 513

Tue 3/1110:35 a.m. -

1 stop10h 05m

Sun 8/1110:40 p.m. -

1 stop12h 15m

Deal found 24/8C$ 537

Wed 4/117:20 p.m. -

1 stop25h 20m

Sun 8/1110:40 p.m. -

1 stop21h 05m

Deal found 24/8C$ 538

Sat 31/107:20 p.m. -

1 stop26h 20m

Wed 4/113:30 p.m. -

1 stop28h 15m

Deal found 26/8C$ 569

Mon 16/117:20 p.m. -

2 stops24h 40m

Wed 18/118:25 a.m. -

2 stops26h 30m

Deal found 27/8C$ 644

Mon 26/107:20 p.m. -

2 stops28h 16m

Thu 29/107:25 a.m. -

2 stops26h 30m

Deal found 26/8C$ 652

Fri 4/127:20 p.m. -

1 stop22h 00m

Tue 8/121:50 p.m. -

1 stop28h 55m

Deal found 27/8C$ 702

Sat 10/107:25 p.m. -

2 stops18h 20m

Sat 17/104:55 p.m. -

2 stops16h 27m

Deal found 25/8C$ 795

Fri 9/107:25 p.m. -

1 stop16h 55m

Fri 16/1012:30 p.m. -

1 stop19h 52m

Deal found 25/8C$ 825

Tue 13/107:25 p.m. -

1 stop16h 55m

Tue 20/1012:30 p.m. -

1 stop19h 52m

Deal found 29/8C$ 1,389

Sat 19/127:20 p.m. -

1 stop17h 10m

Sat 26/125:50 p.m. -

2 stops17h 05m

Deal found 28/8C$ 1,419

Sat 26/127:20 p.m. -

1 stop17h 10m

Sun 3/18:05 a.m. -

2 stops11h 40m

Deal found 27/8C$ 2,179

Best flights from Windsor to Caribbean
Discover carefully curated flight deals from Windsor to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 August 2026.

Wed 4/117:20 p.m. -

1 stop25h 20m

Sun 8/1110:40 p.m. -

1 stop21h 05m

Deal found 24/8C$ 538

Sat 31/107:20 p.m. -

1 stop26h 20m

Wed 4/113:30 p.m. -

1 stop28h 15m

Deal found 25/8C$ 569

Sat 23/110:35 a.m. -

2 stops28h 02m

Sat 30/12:48 p.m. -

2 stops27h 57m

Deal found 28/8C$ 1,180

Mon 16/117:20 p.m. -

2 stops24h 40m

Tue 17/112:05 a.m. -

2 stops17h 40m

Deal found 28/8C$ 644

Mon 23/1110:35 a.m. -

2 stops12h 00m

Fri 27/117:45 p.m. -

2 stops15h 10m

Deal found 29/8C$ 651

Mon 26/107:20 p.m. -

2 stops28h 16m

Thu 29/107:25 a.m. -

2 stops26h 30m

Deal found 25/8C$ 652

Fri 8/17:20 p.m. -

1 stop25h 20m

Fri 22/11:05 p.m. -

1 stop21h 50m

Deal found 26/8C$ 677

Fri 4/127:20 p.m. -

1 stop22h 00m

Tue 8/121:50 p.m. -

1 stop28h 55m

Deal found 27/8C$ 702

Wed 3/27:20 p.m. -

2 stops17h 25m

Wed 10/27:45 p.m. -

2 stops15h 10m

Deal found 27/8C$ 717

Sat 10/107:25 p.m. -

2 stops18h 20m

Sat 17/104:55 p.m. -

2 stops16h 27m

Deal found 25/8C$ 795

Fri 9/107:25 p.m. -

1 stop16h 55m

Fri 16/1012:30 p.m. -

1 stop19h 52m

Deal found 25/8C$ 825

Tue 13/107:25 p.m. -

1 stop16h 55m

Tue 20/1012:30 p.m. -

1 stop19h 52m

Deal found 29/8C$ 1,389

Sat 19/127:20 p.m. -

1 stop17h 10m

Sat 26/125:50 p.m. -

2 stops17h 05m

Deal found 28/8C$ 1,419

Sat 26/125:05 p.m. -

2 stops20h 00m

Sun 3/11:25 p.m. -

3 stops30h 26m

Deal found 27/8C$ 3,860

Sat 26/127:20 p.m. -

1 stop17h 10m

Sun 3/18:05 a.m. -

2 stops11h 40m

Deal found 27/8C$ 2,179

Sun 20/1210:35 a.m. -

2 stops10h 47m

Sat 26/122:25 p.m. -

1 stop20h 30m

Deal found 28/8C$ 3,306

Find flight deals from Windsor to Caribbean

Round-trip from	C$ 513
One-way from	C$ 315

Air Canada
6/12-11/12
2 total stops
47h 10m total
Windsor to Caribbean

Search Deals

Air Canada
1/11
1 total stop
25h 20m total
Windsor to Caribbean

Search Deals

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Wed 4/11

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

1 stop25h 20m

Punta Cana

Sun 8/11

10:40 p.m.-6:45 p.m.

1 stop21h 05m

C$ 538

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$ 569

WindsorSan Juan

YQG Windsor - SJU San Juan Luis Munoz Marin Intl

YQGSJU

Windsor

Mon 16/11

7:20 p.m.-9:00 p.m.

2 stops24h 40m

San Juan Luis Munoz Marin Intl

Tue 17/11

2:05 a.m.-6:45 p.m.

2 stops17h 40m

C$ 644

Quickest round-trip

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Mon 23/11

10:35 a.m.-11:35 p.m.

2 stops12h 00m

Punta Cana

Fri 27/11

7:45 p.m.-9:55 a.m.

2 stops15h 10m

C$ 651

WindsorSan Juan

YQG Windsor - SJU San Juan Luis Munoz Marin Intl

YQGSJU

Windsor

Mon 26/10

7:20 p.m.-11:36 p.m.

2 stops28h 16m

San Juan Luis Munoz Marin Intl

Thu 29/10

7:25 a.m.-9:55 a.m.

2 stops26h 30m

C$ 652

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 8/1

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

1 stop25h 20m

Punta Cana

Fri 22/1

1:05 p.m.-9:55 a.m.

1 stop21h 50m

C$ 677

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Fri 4/12

7:20 p.m.-5:20 p.m.

1 stop22h 00m

Montego Bay Sangster Intl

Tue 8/12

1:50 p.m.-6:45 p.m.

1 stop28h 55m

C$ 702

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Wed 3/2

7:20 p.m.-1:45 p.m.

2 stops17h 25m

Punta Cana

Wed 10/2

7:45 p.m.-9:55 a.m.

2 stops15h 10m

C$ 717

WindsorSan Juan

YQG Windsor - SJU San Juan Luis Munoz Marin Intl

YQGSJU

Windsor

Sat 10/10

7:25 p.m.-1:45 p.m.

2 stops18h 20m

San Juan Luis Munoz Marin Intl

Sat 17/10

4:55 p.m.-9:22 a.m.

2 stops16h 27m

C$ 795

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Fri 9/10

7:25 p.m.-11:20 a.m.

1 stop16h 55m

Montego Bay Sangster Intl

Fri 16/10

12:30 p.m.-9:22 a.m.

1 stop19h 52m

C$ 825

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/8

Showing 1-10 of 24 resultsSorted by cheapest first

Best time to book a flight from Windsor to Caribbean

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

YQG-PUJ

YQG-SJU

YQG-MBJ

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

YQG-0CB

YQG-PUJ

YQG-SJU

YQG-MBJ

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

Reviews of airlines servicing Caribbean

Get a feel of what it's like to fly with Air Transat and Air Canada from Windsor to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of 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

11,550 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?
For a flight from Windsor to Caribbean, you will be flying from Windsor. Windsor (YQG) is just 8.0 km from the centre of the city.
How long is the flight from Windsor, Ontario to Caribbean?
Departing from Windsor, Ontario to Caribbean will take you 10h 05m. The distance between Windsor, Ontario and Caribbean is about 2972 km.
What are the most popular routes from Windsor, Ontario to Caribbean?
When deciding which route to take from Windsor, Ontario to Caribbean consider Windsor - Punta Cana, Windsor - San Juan Luis Munoz Marin Intl or Windsor - Montego Bay Sangster Intl as they are the most popular.
Can I find deals for flights from Windsor to Caribbean that include hotel bookings?
Yes. In addition to deals on Windsor to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Windsor to Caribbean?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Windsor to Caribbean.
Can I find deals for business class flights from Windsor to Caribbean?
Yes. Cheapflights offers flight deals from Windsor to Caribbean 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

Alternative routes

Complete your trip

Direct flights to

Flights by cabin class

Other flight options

Popular flights

Top countries

Top destinations

Alternative routes for Windsor to Caribbean

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Top airline flying from Windsor to Caribbean

Airline	Cheapest	Average	Flexibility	On-time
Air Transat	CheapestC$ 731	AverageC$ 901	FlexibilityNo cancel fee	On-time50%	Search Air Transat flights

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

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Windsor to Caribbean. 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?

Millions of users choose and trust Cheapflights to book the best flight deals from Windsor to Caribbean for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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

Yes! Cheapflights helps users easily find flights from Windsor to Caribbean with no change fees.

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

Yes! Start tracking prices for Windsor to Caribbean flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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Cheap flights from Windsor, ON to Caribbean from C$ 315

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel.

Cheap flight deals from Windsor to Caribbean

Cheapest flights from Windsor to CaribbeanExplore the most affordable flight options available from Windsor to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 August 2026.

Explore the most affordable flight options available from Windsor to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 August 2026.

Best flights from Windsor to CaribbeanDiscover carefully curated flight deals from Windsor to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 August 2026.

Discover carefully curated flight deals from Windsor to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 August 2026.

Direct flights from Windsor to CaribbeanExplore direct flight options from Windsor to Caribbean based on user searches, and compare prices and availability for your desired travel dates. Data last updated 29 August 2026.

Explore direct flight options from Windsor to Caribbean based on user searches, and compare prices and availability for your desired travel dates. Data last updated 29 August 2026.

Last-minute flights from Windsor to CaribbeanDiscover last-minute flight deals from Windsor to Caribbean. Data last updated 29 August 2026 and is based on user searches.

Discover last-minute flight deals from Windsor to Caribbean. Data last updated 29 August 2026 and is based on user searches.

One-way flights from Windsor to CaribbeanSearch for one-way flight options from Windsor to Caribbean. Find affordable one-way fares based on user searches. Data last updated 29 August 2026.

Search for one-way flight options from Windsor to Caribbean. Find affordable one-way fares based on user searches. Data last updated 29 August 2026.

Find flight deals from Windsor to Caribbean

Round-trip from

One-way from

Cheapflights Fare Finder

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

Best time to book a flight from Windsor to Caribbean

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

Cheapflights Insights

Reviews of airlines servicing Caribbean

Get a feel of what it's like to fly with Air Transat and Air Canada from Windsor to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of 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?

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

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

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

How can I find direct flights from Windsor to Caribbean?

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

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

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

Complete your trip

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

Direct flights to

Book a non-stop flight to one of these other cities located in .

Search flights from Windsor to Caribbean by cabin class

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

Windsor and Caribbean flights

Browse other Windsor and Caribbean flight options. Last updated on 29 August 2026.

Popular flight searches

Check out other popular destinations found by fellow travellers in 2026

Fly to Caribbean countries

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Consider these flights travelling from Windsor to Caribbean.

Top airline flying from Windsor to Caribbean

Fly with Cheapflights

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

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

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

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

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Travel Smart

Cheapest flights from Windsor to Caribbean
Explore the most affordable flight options available from Windsor to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 29 August 2026.

Best flights from Windsor to Caribbean
Discover carefully curated flight deals from Windsor to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 29 August 2026.

Direct flights from Windsor to Caribbean
Explore direct flight options from Windsor to Caribbean based on user searches, and compare prices and availability for your desired travel dates. Data last updated 29 August 2026.

Last-minute flights from Windsor to Caribbean
Discover last-minute flight deals from Windsor to Caribbean. Data last updated 29 August 2026 and is based on user searches.

One-way flights from Windsor to Caribbean
Search for one-way flight options from Windsor to Caribbean. Find affordable one-way fares based on user searches. Data last updated 29 August 2026.