Find cheap flights from Windsor to Jamaica

1 adult
1 adult, Economy, 0 bags

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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.

Which airlines fly direct between Windsor and Jamaica?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Windsor to Jamaica.

There is just one airline that flies from Windsor to Jamaica direct and that is Air Canada. The best round-trip deal found from Air Canada for the route is to Montego Bay (MBJ) and costs C$ 590.

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$ 613 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$ 1,086.

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 10527 reviews
6.8Entertainment
7.3Boarding
6.3Food
7.8Crew
7.1Comfort
Airline reviews

My seat was covered in vomit and I will be reaching out to Air Canada

2.0 MediocreAnonymous, Dec 2025
YYZ - MCO
Read more Air Canada reviews

My seat was covered in vomit and I will be reaching out to Air Canada

We were happy with the service and cost of checking a bag

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

3 hr delay at the gate while they were doing maintenance. Next time, do not board passengers while maintenance is being performed

Digital check in is very poor with air canada compaired to other airlines

Flight was delayed 3 times. My luggage was sent to Saskatoon instead of Casablanca - airline got it sorted out in two days. Received $45 in meal vouchers to use in the airport.

Seats were so small. I’m 6ft and a good 20% of me hung out into the aisle and the flight attendants come dashing with the cart. On multiple occasions they hit me before saying mind your elbows and knees. I’m like, yes, but where do i put them. There isn’t a space that exists that i can fold into. The carts are so close to the seats when they pass through that i regularly felt water dripping on me as they poured drinks. Overall 3/10 experience. Highly unlikely to recommend

Baggage delayed we had to catch our cruise without any clothes 😒

Air Canada Rouge is great. Toronto Airport is the usual nightmare

On board WiFi is a bit flaky. Good for streaming music but getting Air Canada’s entertainment to play was hit and miss.

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

Information on your arrival and departure airports