C$ 343 Find Cheap Flights from Windsor to Jamaica

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Windsor to Jamaica departing on 1/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Best Jamaica Flight Deals from Windsor

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Montego Bay
Montego Bay2 stopsC$ 641
Montego Bay
Montego Bay2 stopsC$ 641

Cheap Flights from Windsor to Jamaica

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Windsor to Jamaica that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Windsor to Jamaica

Mon, 3 Nov - Fri, 7 Nov
Multiple Airlines Logo
7:50 p.m. - 2:29 p.m.YQG-MBJ
18h 39m2 stops
Multiple Airlines Logo
2:48 p.m. - 7:14 p.m.MBJ-YQG
28h 26m2 stops
C$ 641Multiple Airlines
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Sun, 1 Feb - Tue, 3 Feb
Air Canada Logo
9:45 a.m. - 1:10 p.m.YQG-MBJ
27h 25m1 stop
Air Canada Logo
2:40 p.m. - 9:04 a.m.MBJ-YQG
18h 24m1 stop
C$ 653Air Canada
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Sun, 1 Feb - Wed, 11 Feb
Air Canada Logo
7:50 p.m. - 4:35 p.m.YQG-MBJ
20h 45m1 stop
Air Canada Logo
7:05 p.m. - 7:14 p.m.MBJ-YQG
24h 09m2 stops
C$ 678Air Canada
Find Deal
Sat, 31 Jan - Wed, 4 Feb
Air Canada Logo
7:50 p.m. - 6:05 p.m.YQG-MBJ
22h 15m2 stops
Air Canada Logo
7:05 p.m. - 7:14 p.m.MBJ-YQG
24h 09m2 stops
C$ 681Air Canada
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Wed, 28 Jan - Tue, 3 Feb
Air Canada Logo
9:45 a.m. - 1:10 p.m.YQG-MBJ
27h 25m1 stop
Air Canada Logo
2:40 p.m. - 7:14 p.m.MBJ-YQG
28h 34m1 stop
C$ 684Air Canada
Find Deal
Sat, 31 Jan - Wed, 11 Feb
Air Canada Logo
7:50 p.m. - 4:35 p.m.YQG-MBJ
20h 45m1 stop
Air Canada Logo
7:05 p.m. - 7:14 p.m.MBJ-YQG
24h 09m2 stops
C$ 706Air Canada
Find Deal
Mon, 2 Feb - Sat, 14 Feb
Air Canada Logo
7:50 p.m. - 1:10 p.m.YQG-MBJ
17h 20m1 stop
Air Canada Logo
2:40 p.m. - 7:14 p.m.MBJ-YQG
28h 34m1 stop
C$ 709Air Canada
Find Deal
Thu, 29 Jan - Sun, 1 Feb
Air Canada Logo
7:50 p.m. - 6:05 p.m.YQG-MBJ
22h 15m2 stops
Air Canada Logo
7:05 p.m. - 7:14 p.m.MBJ-YQG
24h 09m2 stops
C$ 713Air Canada
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Tue, 3 Feb - Thu, 5 Feb
Air Canada Logo
9:45 a.m. - 6:05 p.m.YQG-MBJ
32h 20m2 stops
Air Canada Logo
7:05 p.m. - 7:14 p.m.MBJ-YQG
24h 09m2 stops
C$ 714Air Canada
Find Deal
Fri, 30 Jan - Tue, 3 Feb
Multiple Airlines Logo
7:35 a.m. - 11:30 a.m.YQG-MBJ
27h 55m1 stop
Multiple Airlines Logo
8:25 p.m. - 7:33 p.m.MBJ-YQG
23h 08m1 stop
C$ 934Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Windsor to Jamaica flights

Get data-powered insights and trends into flights from Windsor to Jamaica to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Windsor to Jamaica take?

The duration of a flight to Jamaica depends on your arrival airport. The shortest route to Jamaica from Windsor is to Montego Bay, which takes 18h 39m.

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Good to know

Cheapest flightC$ 343
Flight from Windsor to Montego Bay

FAQs - booking Jamaica flights

  • How does KAYAK find such low prices on flights from Windsor to Jamaica?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Windsor to Jamaica.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Windsor to Jamaica?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Windsor to Jamaica is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Windsor to Jamaica?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Windsor to Jamaica with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Windsor to Jamaica?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Windsor to Jamaica up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Jamaica?

    The cheapest time of day to fly to Jamaica is generally in the evening, when round-trip flights cost C$ 445 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Jamaica is generally at night, which is peak travel time and where the average cost of a ticket is C$ 789.

Reviews of the top airline flying from Windsor to Jamaica

 
Need help choosing which airline to fly with from Windsor to Jamaica? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
Air CanadaOverall score based on 10000 reviews
6.3Food
7.3Boarding
7.1Comfort
7.8Crew
6.8Entertainment
Airline reviews

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

8.0 ExcellentChristiane, Sep 2025YYZ - YDF
Read more Air Canada reviews

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

I liked the behaviour of the crew members.The flight was good.

Food can be better. Taste and option, the pasta wasn't the greatest.

The internet connection was perfect, and the updated entertainment systems that allow me to connect my Bluetooth earbuds was excellent

Flight was fine and on time. But no entertainment system and little leg room.

I swear airplane seats keep getting smaller and smaller but everything else was great. Smooth sailing and we got in early.

No food to provide, they forgot that, in some cases, people stay at the airport for hours without food. Now, to provide them with food, they have to ask them to pay, because some don't have money. That way, they can't eat.

After a long flight from Tokyo, our connecting flight home was canceled due to “maintenance” while we were on our layover in Toronto. Very frustrating to close out our honeymoon, although I’m sure others had it even worse during last week’s strike. Air Canada staff at Pearson Airport are the one thing that kept me remotely at peace during this — they were very helpful and deserve a lot of props. But I would not fly Air Canada again.

It was good to receive a card for my birthday

Horrible flight cancelled had to buy another very expensive ticket

Everything you need to know for your flight from Windsor to Jamaica

Information on your arrival and departure airports

Windsor (YQG)

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