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Cheap flights from Windsor, ON to Jamaica from C$ 367

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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
YQG — MBJ
4 Sep — 11 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Windsor to Jamaica

Enter your travel dates to find the best prices.

Cheapest flights from Windsor to Jamaica
Explore the most affordable flight options available from Windsor to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 5 August 2026.

Sun 25/1010:35 a.m. -
1 stop26h 15m
Thu 29/1012:50 p.m. -
1 stop20h 05m
Deal found 3/8C$ 509
Mon 26/1010:35 a.m. -
1 stop6h 45m
Sun 1/112:20 p.m. -
2 stops19h 35m
Deal found 1/8C$ 513
Wed 9/94:05 p.m. -
1 stop20h 15m
Tue 29/912:30 p.m. -
1 stop25h 52m
Deal found 4/8C$ 870
Fri 9/104:05 p.m. -
1 stop20h 15m
Fri 16/1012:30 p.m. -
1 stop19h 52m
Deal found 2/8C$ 942
Wed 9/910:05 a.m. -
1 stop26h 15m
Tue 29/912:22 p.m. -
2 stops20h 00m
Deal found 4/8C$ 1,106
Mon 26/1010:35 a.m. -
2 stops27h 13m
Sun 1/112:54 p.m. -
2 stops27h 51m
Deal found 1/8C$ 1,134
Fri 9/107:45 p.m. -
2 stops40h 58m
Fri 16/1012:52 p.m. -
2 stops29h 15m
Deal found 2/8C$ 1,165
Tue 18/87:45 p.m. -
1 stop16h 35m
Tue 8/912:30 p.m. -
1 stop19h 52m
Deal found 2/8C$ 1,344

Find flight deals from Windsor to Jamaica

Keep the following information in mind while searching for Windsor to Jamaica flight deals. Data was last updated 5 August 2026.

Round-trip from

C$ 509

One-way from

C$ 367
Air Canada
  • Air Canada
  • 25/10-29/10
  • 2 total stops
  • 46h 20m total
  • Windsor to Jamaica
Search Deals
Air Canada
  • Air Canada
  • 1/12
  • 1 total stop
  • 22h 00m total
  • Windsor to Jamaica
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Windsor to Jamaica 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 5 August 2026.
Use the filters below to find and compare flights from Windsor to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Sun 25/10

10:35 a.m.-11:50 a.m.

1 stop26h 15m

Montego Bay Sangster Intl

Thu 29/10

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

1 stop20h 05m

C$ 509
Quickest round-trip

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Mon 26/10

10:35 a.m.-4:20 p.m.

1 stop6h 45m

Montego Bay Sangster Intl

Sun 1/11

2:20 p.m.-9:55 a.m.

2 stops19h 35m

C$ 513

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Wed 9/9

4:05 p.m.-11:20 a.m.

1 stop20h 15m

Montego Bay Sangster Intl

Tue 29/9

12:30 p.m.-3:22 p.m.

1 stop25h 52m

C$ 870

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Fri 9/10

4:05 p.m.-11:20 a.m.

1 stop20h 15m

Montego Bay Sangster Intl

Fri 16/10

12:30 p.m.-9:22 a.m.

1 stop19h 52m

C$ 942

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Wed 9/9

10:05 a.m.-11:20 a.m.

1 stop26h 15m

Montego Bay Sangster Intl

Tue 29/9

12:22 p.m.-9:22 a.m.

2 stops20h 00m

C$ 1,106

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Mon 26/10

10:35 a.m.-12:48 p.m.

2 stops27h 13m

Montego Bay Sangster Intl

Sun 1/11

2:54 p.m.-6:45 p.m.

2 stops27h 51m

C$ 1,134

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Fri 9/10

7:45 p.m.-11:43 a.m.

2 stops40h 58m

Montego Bay Sangster Intl

Fri 16/10

12:52 p.m.-7:07 p.m.

2 stops29h 15m

C$ 1,165

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Tue 18/8

7:45 p.m.-11:20 a.m.

1 stop16h 35m

Montego Bay Sangster Intl

Tue 8/9

12:30 p.m.-9:22 a.m.

1 stop19h 52m

C$ 1,344
Cheapest one-way
Quickest one-way

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Tue 1/12

7:20 p.m.-5:20 p.m.

1 stop22h 00m

C$ 367

WindsorMontego Bay

YQG Windsor - MBJ Montego Bay Sangster Intl

YQGMBJ

Windsor

Tue 1/12

8:00 a.m.-7:29 p.m.

3 stops35h 29m

C$ 714

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Sorted by cheapest first

Best time to book a flight from Windsor to Jamaica

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

No data available for this route at this time. Please check back soon.

Related info for your journey

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

    Windsor (YQG) is the airport you will fly out of if you book a flight from Windsor to Jamaica. It is only a 8.0 km journey to Windsor (YQG) from Windsor’s city centre.

  • How long is the flight from Windsor, Ontario to Jamaica?

    Air Canada can get you from Windsor, Ontario to Jamaica in just under 26h 15m. Your travel time can differ by up to . The distance between Windsor, Ontario and Jamaica is about 2683 km.

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

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

  • How can I find direct flights from Windsor to Jamaica?

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

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

    Yes. Cheapflights offers flight deals from Windsor to Jamaica 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

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Alternative routes for Windsor to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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How does Cheapflights help users find flights from Windsor to Jamaica?

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Why should you use Cheapflights to find cheap flight tickets from Windsor to Jamaica?

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Windsor to Jamaica, users can toggle the no change fees filter when performing a flight search.

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

Yes! Start tracking prices for Windsor to Jamaica 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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