Find flights
When to book
Airlines
FAQs

Cheap flights from Windsor, ON to Caribbean from C$ 396

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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — SJU
31 Mar — 7 Apr1
1 adult

Cheap flight deals from Windsor to Caribbean

Keep the following information in mind while searching for Windsor to Caribbean flight deals. Data was last updated 26 March 2025.

Round-trip from

C$ 685

One-way from

C$ 396
Air Canada
  • Air Canada
  • 20/5-27/5
  • 2 total stops
  • 46h 16m total
  • Windsor to Caribbean
Search Deals
Air Canada
  • Air Canada
  • 8/5
  • 2 total stops
  • 21h 15m total
  • Windsor to Caribbean
Search Deals

Find flight deals from Windsor to Caribbean

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 26 March 2025.

Tue 20/510:15 a.m.YQG - MBJ
1 stop26h 00mAir Canada
Tue 27/512:15 p.m.MBJ - YQG
1 stop20h 16mAir Canada
Deal found 25/3C$ 685
Sat 5/410:10 a.m.YQG - PUJ
1 stop13h 45mAir Canada
Sat 12/46:25 a.m.PUJ - YQG
1 stop11h 44mAir Canada
Deal found 24/3C$ 718
Thu 24/410:10 a.m.YQG - MBJ
2 stops30h 00mMultiple Airlines
Wed 7/52:17 p.m.MBJ - YQG
2 stops24h 09mMultiple Airlines
Deal found 24/3C$ 844
Thu 17/46:45 p.m.YQG - PUJ
2 stops21h 44mMultiple Airlines
Mon 21/41:50 p.m.PUJ - YQG
2 stops28h 19mMultiple Airlines
Deal found 25/3C$ 1,158
Sun 22/610:15 a.m.YQG - SJU
2 stops13h 39mAir Canada
Fri 27/61:05 a.m.SJU - YQG
2 stops14h 14mAir Canada
Deal found 25/3C$ 1,642

Cheapflights Fare Finder

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 629,999 searches. Data last updated 26 March 2025.
Use the filters below to find and compare flights from Windsor to Caribbean that are best for you.

Fly from

Windsor

Fly to

Caribbean

Route

Depart

Return

Price

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Tue 20/5

10:15 a.m.-11:15 a.m.

1 stop26h 00m

Montego Bay Sangster Intl

Tue 27/5

12:15 p.m.-9:31 a.m.

1 stop20h 16m

C$ 685

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Sat 5/4

6:45 p.m.-12:45 p.m.

2 stops18h 00m

Punta Cana

Sat 12/4

6:25 a.m.-6:09 p.m.

1 stop11h 44m

C$ 718

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Thu 24/4

10:10 a.m.-3:10 p.m.

2 stops30h 00m

Montego Bay Sangster Intl

Wed 7/5

2:17 p.m.-3:26 p.m.

2 stops24h 09m

C$ 844

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Thu 17/4

6:45 p.m.-4:29 p.m.

2 stops21h 44m

Punta Cana

Mon 21/4

1:50 p.m.-6:09 p.m.

2 stops28h 19m

C$ 1,158

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Sun 22/6

10:15 a.m.-11:54 p.m.

2 stops13h 39m

San Juan Luis Munoz Marin Intl

Fri 27/6

1:05 a.m.-3:19 p.m.

2 stops14h 14m

C$ 1,642

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Thu 8/5

4:10 p.m.-1:25 p.m.

2 stops21h 15m

C$ 396

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Thu 8/5

1:50 p.m.-2:17 p.m.

3 stops24h 27m

C$ 612

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

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
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

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

Find hourly flight availability from Windsor to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 26 March 2025.

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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

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.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

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).

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 26 March 2025.
Air Canada
7.0
Good
8,967 reviews
Check prices

Comfort

7.0

Crew

7.8

Entertainment

6.8

Boarding

7.3

Food

6.2

Overall

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YOW - YYZ

The staff did everything possible in a small flight fully booked
Air Canada
7.0
Good
8,967 reviews
Air Canada
7.0
Good
8,967 reviews
Check prices

Comfort

7.0

Crew

7.8

Entertainment

6.8

Boarding

7.3

Food

6.2

Overall

7.0

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2024

YOW - YYZ

The staff did everything possible in a small flight fully booked

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.

  • 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.

  • What is the cheapest month to book a flight from Windsor, Ontario to Caribbean?

    Currently, April is the cheapest month in which you can book a flight from Windsor, Ontario to Caribbean (average of C$ 254). Flying from Windsor, Ontario to Caribbean in July is currently the most expensive (average of C$ 580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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.
Pearson Intl to Vancouver Intl flights
Toronto Island to Vancouver Intl flights
Pierre Elliott Trudeau Intl to Vancouver Intl flights
Pierre Elliott Trudeau Intl to Charles de Gaulle flights
Region of Waterloo Intl to Vancouver Intl flights
Pierre Elliott Trudeau Intl to Cancún flights
Pearson Intl to Heathrow flights
Pearson Intl to Calgary flights
Pearson Intl to Abbotsford flights
Pearson Intl to Cancún flights
Pearson Intl to Newark flights
Pearson Intl to Gatwick flights
Pearson Intl to Narita flights
Pearson Intl to New Delhi flights
Pearson Intl to Lisbon flights
Hamilton to Vancouver Intl flights
Pierre Elliott Trudeau Intl to Lisbon flights
Pierre Elliott Trudeau Intl to Algiers flights
Pearson Intl to Leonardo da Vinci/Fiumicino flights
Pierre Elliott Trudeau Intl to Athens flights
Pearson Intl to John F Kennedy Intl flights
Pearson Intl to Haneda flights
Pearson Intl to Charles de Gaulle flights
Pierre Elliott Trudeau Intl to Fort Lauderdale flights
Pearson Intl to Istanbul flights
Ottawa to Vancouver Intl flights
Pearson Intl to Las Vegas flights
Toronto Island to Newark flights
Pierre Elliott Trudeau Intl to Narita flights
Pierre Elliott Trudeau Intl to Calgary flights
Toronto Island to Halifax flights
Pearson Intl to LaGuardia flights
Pearson Intl to Miami flights
Pierre Elliott Trudeau Intl to Leonardo da Vinci/Fiumicino flights
Pierre Elliott Trudeau Intl to Casablanca flights
Toronto Island to Calgary flights
Pearson Intl to Mexico City flights
Pearson Intl to Dublin flights
Pierre Elliott Trudeau Intl to Miami flights
Pearson Intl to St. John's flights
Pierre Elliott Trudeau Intl to Orly flights
Pearson Intl to Athens flights
Pierre Elliott Trudeau Intl to Tunis flights
Pearson Intl to Edmonton flights
Pearson Intl to Pierre Elliott Trudeau Intl flights
Pearson Intl to London City flights
Pearson Intl to Halifax flights
Pearson Intl to Barcelona-El Prat flights
Pierre Elliott Trudeau Intl to Mexico City flights
Region of Waterloo Intl to Calgary flights

Top airline flying from Windsor to Caribbean

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 629,999 searches. Data last updated 26 March 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 503AverageC$ 873FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

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.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.