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Cheap flights from Windsor, ON to Caribbean Islands from C$ 732

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 29/7. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — SJU
5 May — 12 May1
1 adult

Cheap flight deals from Windsor to Caribbean Islands

Keep the following information in mind while searching for Windsor to Caribbean Islands flight deals. Data was last updated 30 April 2025.

Round-trip from

C$ 732
Air Canada
  • Air Canada
  • 29/7-14/8
  • 2 total stops
  • 52h 22m total
  • Windsor to Caribbean Islands
Search Deals

Find flight deals from Windsor to Caribbean Islands

Cheapest flights from Windsor to Caribbean Islands
Explore the most affordable flight options available from Windsor to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 30 April 2025.

Tue 29/710:05 a.m.YQG - MBJ
1 stop26h 10mAir Canada
Thu 14/812:10 p.m.MBJ - YQG
1 stop26h 12mAir Canada
Deal found 29/4C$ 732
Tue 29/710:05 a.m.YQG - MBJ
2 stops26h 38mMultiple Airlines
Thu 14/812:52 p.m.MBJ - YQG
2 stops19h 35mMultiple Airlines
Deal found 29/4C$ 1,129
Wed 13/87:45 p.m.YQG - MBJ
2 stops16h 57mWestJet
Wed 20/810:30 a.m.MBJ - YQG
2 stops31h 25mWestJet
Deal found 29/4C$ 1,334
Sat 21/610:15 a.m.YQG - SJU
2 stops11h 09mAir Canada
Fri 27/61:05 a.m.SJU - YQG
2 stops14h 14mAir Canada
Deal found 29/4C$ 1,805

Cheapflights Fare Finder

Customize your flight search to find flights from Windsor to Caribbean Islands 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 30 April 2025.
Use the filters below to find and compare flights from Windsor to Caribbean Islands that are best for you.

Fly from

Windsor

Fly to

Caribbean Islands

Route

Depart

Return

Price

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Tue 29/7

10:05 a.m.-11:15 a.m.

1 stop26h 10m

Montego Bay Sangster Intl

Thu 14/8

12:10 p.m.-3:22 p.m.

1 stop26h 12m

C$ 732

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Tue 29/7

10:05 a.m.-11:43 a.m.

2 stops26h 38m

Montego Bay Sangster Intl

Thu 14/8

12:52 p.m.-9:27 a.m.

2 stops19h 35m

C$ 1,129

WindsorMontego Bay

YQG - MBJ

YQGMBJ

Windsor

Wed 13/8

7:45 p.m.-11:42 a.m.

2 stops16h 57m

Montego Bay Sangster Intl

Wed 20/8

10:30 a.m.-6:55 p.m.

2 stops31h 25m

C$ 1,334

WindsorSan Juan

YQG - SJU

YQGSJU

Windsor

Sat 21/6

10:15 a.m.-9:24 p.m.

2 stops11h 09m

San Juan Luis Munoz Marin Intl

Fri 27/6

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

2 stops14h 14m

C$ 1,805

WindsorPunta Cana

YQG - PUJ

YQGPUJ

Windsor

Fri 13/6

4:10 p.m.-5:40 p.m.

2 stops25h 30m

C$ 1,736

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/4

Best time to book a flight from Windsor to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands 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 Islands

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

Currently, April is the cheapest month in which you can book a flight from Windsor, Ontario to Caribbean Islands (average of C$ 254). Flying from Windsor, Ontario to Caribbean Islands 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.

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

Find hourly flight availability from Windsor to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 30 April 2025.

When flying from Windsor, Ontario to Caribbean Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Caribbean Islands by month

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

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

Temperature in Caribbean Islands by month

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

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

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated 30 April 2025.
SWISS
7.5
Good
1,588 reviews
Check prices

Overall

7.5

Crew

8.2

Food

7.0

Boarding

7.6

Comfort

7.4

Entertainment

6.7

Reviews

1 / 20
6.0
Good

Madhukar,Nov 2024

ZRH - BOM

Indian Veg food selection and quality definitely needs a better chef.
SWISS
7.5
Good
1,588 reviews
SWISS
7.5
Good
1,588 reviews
Check prices

Overall

7.5

Crew

8.2

Food

7.0

Boarding

7.6

Comfort

7.4

Entertainment

6.7

Reviews

1 / 20
6.0
Good

Madhukar,Nov 2024

ZRH - BOM

Indian Veg food selection and quality definitely needs a better chef.
WestJet
7.2
Good
2,823 reviews
SWISS
7.5
Good
1,588 reviews
Check prices

Overall

7.5

Crew

8.2

Food

7.0

Boarding

7.6

Comfort

7.4

Entertainment

6.7

Reviews

1 / 20
6.0
Good

Madhukar,Nov 2024

ZRH - BOM

Indian Veg food selection and quality definitely needs a better chef.
Air Canada
7.0
Good
9,242 reviews
SWISS
7.5
Good
1,588 reviews
Check prices

Overall

7.5

Crew

8.2

Food

7.0

Boarding

7.6

Comfort

7.4

Entertainment

6.7

Reviews

1 / 20
6.0
Good

Madhukar,Nov 2024

ZRH - BOM

Indian Veg food selection and quality definitely needs a better chef.

Related info for your journey

Find useful and relevant information for your journey from Windsor to Caribbean Islands. 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 Islands?

    Windsor (YQG), located 8.0 km from the city centre, is the airport you fly out of when you book flights from Windsor to Caribbean Islands.

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

    The most popular flight routes from Windsor, Ontario to Caribbean Islands are Windsor - Montego Bay Sangster Intl, Windsor - Punta Cana and Windsor - San Juan Luis Munoz Marin Intl.

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

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

  • How can I find direct flights from Windsor to Caribbean Islands?

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

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

    Yes. Cheapflights offers flight deals from Windsor to Caribbean Islands 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 Islands?

    Currently, April is the cheapest month in which you can book a flight from Windsor, Ontario to Caribbean Islands (average of C$ 254). Flying from Windsor, Ontario to Caribbean Islands 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

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Alternative routes for Windsor to Caribbean Islands

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Top airline flying from Windsor to Caribbean Islands

Discover the top airline that operate flights from Windsor to Caribbean Islands. 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 30 April 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 487AverageC$ 846FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Caribbean Islands from Windsor.

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

Certainly. Search results for flights to Caribbean Islands from Windsor shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights offers price alerts on Windsor to Caribbean Islands flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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