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Cheap flights from Windsor, ON to Caribbean from C$ 294

YQG — SJU
18 Nov — 25 Nov1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Windsor to Caribbean

Enter your travel dates to find the best prices.

Cheapest flights from Windsor to Caribbean

Wed 2/127:20 p.m. -
1 stop25h 20m
Wed 9/1212:50 p.m. -
1 stop22h 05m
Deal found 19/10C$ 547
Sat 28/117:20 p.m. -
1 stop25h 20m
Fri 4/1210:40 p.m. -
1 stop12h 15m
Deal found 19/10C$ 572
Tue 17/117:20 p.m. -
1 stop25h 20m
Thu 3/1210:40 p.m. -
1 stop12h 15m
Deal found 18/10C$ 575
Mon 30/117:20 p.m. -
1 stop25h 20m
Thu 3/123:35 p.m. -
1 stop28h 10m
Deal found 18/10C$ 578
Tue 17/117:20 p.m. -
1 stop25h 20m
Wed 2/123:15 p.m. -
2 stops43h 40m
Deal found 18/10C$ 580
Sat 21/117:20 p.m. -
2 stops51h 15m
Tue 1/127:45 p.m. -
2 stops24h 00m
Deal found 18/10C$ 585
Tue 3/1110:35 a.m. -
2 stops12h 00m
Thu 12/117:35 p.m. -
1 stop24h 05m
Deal found 16/10C$ 592
Sat 31/1010:35 a.m. -
1 stop25h 35m
Wed 4/113:30 p.m. -
1 stop19h 25m
Deal found 14/10C$ 608

Find flight deals from Windsor to Caribbean

Round-trip from

C$ 547

One-way from

C$ 294
Air Canada
  • Air Canada
  • 2/12-9/12
  • 2 total stops
  • 47h 25m total
  • Windsor to Caribbean
Search Deals
Air Canada
  • Air Canada
  • 2/12-31/12
  • 1 total stop
  • 25h 20m total
  • Windsor to Caribbean
Search Deals

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Wed 2/12

7:20 p.m.-11:35 p.m.

2 stops27h 15m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 308

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Mon 30/11

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

1 stop25h 20m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 311

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Mon 1/3

7:00 a.m.-2:35 p.m.

2 stops30h 35m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 430

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 22/1

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

2 stops17h 25m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 447

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 15/1

7:20 p.m.-6:45 p.m.

2 stops22h 25m

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 15/1

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$ 465

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Mon 15/3

7:00 a.m.-1:35 p.m.

2 stops30h 35m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 476

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Wed 2/12

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

1 stop25h 20m

Punta Cana

Wed 9/12

12:50 p.m.-9:55 a.m.

1 stop22h 05m

C$ 547

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 28/11

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

1 stop25h 20m

Punta Cana

Fri 4/12

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

2 stops24h 00m

C$ 577

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Mon 30/11

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

1 stop25h 20m

Punta Cana

Thu 3/12

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

2 stops39h 10m

C$ 581

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/10

Showing 1-10 of 17 resultsSorted by cheapest first
1
2

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.
Estimated round-trip price

Cheapflights Insights

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

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
7.7
Good
583 reviews
Check prices

Entertainment

7.1

Food

6.8

Crew

8.5

Overall

7.7

Comfort

7.3

Boarding

8.0

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
7.7
Good
583 reviews
Air Transat
7.7
Good
583 reviews
Check prices

Entertainment

7.1

Food

6.8

Crew

8.5

Overall

7.7

Comfort

7.3

Boarding

8.0

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
11,782 reviews
Air Transat
7.7
Good
583 reviews
Check prices

Entertainment

7.1

Food

6.8

Crew

8.5

Overall

7.7

Comfort

7.3

Boarding

8.0

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 25h 20m. 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 - Montego Bay Sangster Intl or Windsor - San Juan Luis Munoz Marin 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 for Windsor to Caribbean

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Top airline flying from Windsor to Caribbean

AirlineCheapestAverageFlexibilityOn-time
Air TransatCheapestC$ 744AverageC$ 945FlexibilityNo cancel feeOn-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.

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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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