Cheap flights from Windsor, ON to Caribbean from C$ 326

YQG — SJU
10 Dec — 17 Dec1
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

Sat 5/127:20 p.m. -
1 stop25h 20m
Tue 8/1212:50 p.m. -
1 stop22h 05m
Deal found 7/11C$ 643
Sun 6/127:20 p.m. -
1 stop25h 20m
Sun 13/1210:40 p.m. -
1 stop21h 05m
Deal found 8/11C$ 645
Sat 7/1110:35 a.m. -
2 stops50h 10m
Fri 13/117:45 p.m. -
2 stops23h 53m
Deal found 7/11C$ 902
Fri 18/125:35 p.m. -
Nonstop4h 10m
Fri 8/112:40 p.m. -
Nonstop4h 35m
Deal found 7/11C$ 913

Find flight deals from Windsor to Caribbean

Round-trip from

C$ 580

One-way from

C$ 326
Air Canada
  • Air Canada
  • 8/1-15/1
  • 2 total stops
  • 37h 35m total
  • Windsor to Caribbean
Air Canada
  • Air Canada
  • 8/1-31/12
  • 1 total stop
  • 10h 05m total
  • Windsor to Caribbean

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

Fri 8/1

10:35 a.m.-9:40 p.m.

1 stop10h 05m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 326

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 19/2

7:20 p.m.-11:55 a.m.

1 stop15h 35m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 354

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 19/2

7:00 a.m.-7:15 p.m.

2 stops35h 15m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 413

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Tue 15/12

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

2 stops12h 00m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 461
Quickest round-trip

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 8/1

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$ 470

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Sat 13/3

7:20 p.m.-6:00 p.m.

2 stops21h 40m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 484

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$ 538

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Thu 24/12

7:20 p.m.-2:00 p.m.

2 stops17h 40m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 554

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Fri 8/1

7:00 a.m.-12:10 p.m.

3 stops28h 10m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 641

WindsorPunta Cana

YQG Windsor - PUJ Punta Cana

YQGPUJ

Windsor

Tue 22/12

7:20 p.m.-11:55 a.m.

1 stop15h 35m

Punta Cana

Wed 31/12

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

Nonstop0h 00m

C$ 667

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

Showing 1-10 of 19 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.

Food

6.7

Overall

7.7

Comfort

7.3

Crew

8.5

Boarding

7.9

Entertainment

7.0

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

Food

6.7

Overall

7.7

Comfort

7.3

Crew

8.5

Boarding

7.9

Entertainment

7.0

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

Food

6.7

Overall

7.7

Comfort

7.3

Crew

8.5

Boarding

7.9

Entertainment

7.0

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 4h 10m. The distance between Windsor, Ontario and Caribbean is about 2972 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

  • 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?

    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

Top airline flying from Windsor to Caribbean

AirlineCheapestAverageFlexibilityOn-time
Air TransatCheapestC$ 766AverageC$ 906FlexibilityNo cancel feeOn-time50%
Search Air Transat flights

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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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