Cheap flights from Windsor, ON to Caribbean from C$ 326
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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — SJU
10 Dec — 17 Dec1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheap flight deals from Windsor to Caribbean
Enter your travel dates to find the best prices.
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Best
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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 10 November 2026.
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
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 10 November 2026.
Thu 4/27:20 p.m. -
1 stop25h 20m
Wed 17/210:40 p.m. -
1 stop21h 05m
Deal found 10/11C$ 729
Fri 8/15:35 p.m. -
Nonstop4h 10m
Fri 15/112:40 p.m. -
Nonstop4h 35m
Deal found 10/11C$ 910
Sun 6/127:20 p.m. -
2 stops17h 25m
Sun 13/128:04 p.m. -
3 stops23h 47m
Deal found 8/11C$ 1,007
Sat 20/37:20 p.m. -
2 stops22h 40m
Fri 26/37:00 p.m. -
2 stops23h 45m
Deal found 9/11C$ 739
Sun 28/37:20 p.m. -
2 stops41h 45m
Fri 2/41:55 p.m. -
2 stops52h 49m
Deal found 5/11C$ 775
Sat 20/37:00 a.m. -
1 stop27h 30m
Fri 26/311:40 a.m. -
Nonstop4h 35m
Deal found 9/11C$ 976
Sat 27/37:00 a.m. -
1 stop27h 30m
Sun 4/410:55 p.m. -
1 stop19h 56m
Deal found 8/11C$ 1,012
Sat 27/37:00 a.m. -
1 stop27h 30m
Fri 2/411:40 a.m. -
Nonstop4h 35m
Deal found 6/11C$ 1,055
Fri 12/310:35 a.m. -
1 stop10h 05m
Fri 26/312:05 p.m. -
1 stop21h 50m
Deal found 5/11C$ 1,177
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 10 November 2026.
Fri 15/15:35 p.m. -
Nonstop4h 10m
Fri 22/112:40 p.m. -
Nonstop4h 35m
Deal found 9/11C$ 909
Fri 8/15:35 p.m. -
Nonstop4h 10m
Fri 15/112:40 p.m. -
Nonstop4h 35m
Deal found 10/11C$ 910
Fri 18/125:35 p.m. -
Nonstop4h 10m
Fri 8/112:40 p.m. -
Nonstop4h 35m
Deal found 7/11C$ 913
Fri 18/125:35 p.m. -
Nonstop4h 10m
Fri 25/1212:40 p.m. -
Nonstop4h 35m
Deal found 5/11C$ 919
Fri 12/35:35 p.m. -
Nonstop4h 10m
Fri 26/311:40 a.m. -
Nonstop4h 35m
Deal found 5/11C$ 1,163
Fri 26/35:35 p.m. -
Nonstop4h 10m
Fri 2/411:40 a.m. -
Nonstop4h 35m
Deal found 6/11C$ 1,187
Last-minute flights from Windsor to Caribbean
Discover last-minute flight deals from Windsor to Caribbean. Data last updated 10 November 2026 and is based on user searches.
Sat 7/1110:35 a.m. -
2 stops50h 10m
Fri 13/117:45 p.m. -
2 stops23h 53m
Deal found 7/11C$ 902
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
Fri 18/125:35 p.m. -
Nonstop4h 10m
Fri 8/112:40 p.m. -
Nonstop4h 35m
Deal found 7/11C$ 913
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 10 November 2026.
Fri 8/110:35 a.m. -
1 stop10h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/11C$ 326
Fri 12/210:35 a.m. -
1 stop10h 05m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/11C$ 354
Fri 19/27:00 a.m. -
2 stops35h 15m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/11C$ 413
Tue 15/1210:35 a.m. -
2 stops12h 00m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/11C$ 461
Fri 8/15:35 p.m. -
Nonstop4h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/11C$ 470
Sat 13/37:20 p.m. -
2 stops21h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/11C$ 484
Fri 19/25:35 p.m. -
Nonstop4h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 8/11C$ 538
Thu 24/127:20 p.m. -
2 stops17h 40m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 9/11C$ 554
Tue 22/1210:35 a.m. -
2 stops50h 25m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/11C$ 598
Tue 15/127:00 a.m. -
3 stops35h 55m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 6/11C$ 628
Fri 8/17:00 a.m. -
3 stops28h 10m
Wed 31/1212:00 a.m. -
Nonstop0h 00m
Deal found 7/11C$ 641
Find flight deals from Windsor to Caribbean
Keep the following information in mind while searching for Windsor to Caribbean flight deals. Data was last updated 10 November 2026.
Customize your flight search to find flights from Windsor to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated 10 November 2026.
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.
YQG-PUJ
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
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated 10 November 2026.
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.
Had to bus to the plane which made priority boarding at the back of the bus
Related info for your journey
Find useful and relevant information for your journey from Windsor to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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?
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.
Discover the top airline that operate flights from Windsor to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated 10 November 2026.
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
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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