C$ 732 Find Cheap Flights from Windsor to Caribbean

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Windsor to Caribbean departing on 29/7. 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.
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Best Caribbean Flight Deals from Windsor

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Montego Bay
Montego Bay1 stopC$ 732
Montego Bay
Montego Bay1 stopC$ 732

Cheap Flight Deals from Windsor to Caribbean (YQG-0CB)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Windsor to Caribbean 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.

Recent round-trip flight deals from Windsor to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Windsor to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Air Canada Logo
10:05 a.m. - 11:15 a.m.YQG-MBJ
26h 10m1 stop
Air Canada Logo
12:10 p.m. - 3:22 p.m.MBJ-YQG
26h 12m1 stop
C$ 732Air Canada
Find Deal
Tue, 29 Jul - Thu, 14 Aug
 Logo
10:05 a.m. - 11:43 a.m.YQG-MBJ
26h 38m2 stops
 Logo
12:52 p.m. - 9:27 a.m.MBJ-YQG
19h 35m2 stops
C$ 1,129
Find Deal
Tue, 29 Jul - Thu, 14 Aug
 Logo
7:45 p.m. - 11:42 a.m.YQG-MBJ
16h 57m2 stops
 Logo
12:10 p.m. - 3:22 p.m.MBJ-YQG
26h 12m1 stop
C$ 1,192
Find Deal
Wed, 13 Aug - Wed, 20 Aug
 Logo
7:45 p.m. - 11:42 a.m.YQG-MBJ
16h 57m2 stops
 Logo
12:10 p.m. - 9:27 a.m.MBJ-YQG
20h 17m1 stop
C$ 1,279
Find Deal
Tue, 29 Jul - Thu, 14 Aug
 Logo
4:00 p.m. - 3:10 p.m.YQG-MBJ
24h 10m2 stops
 Logo
2:17 p.m. - 3:22 p.m.MBJ-YQG
24h 05m2 stops
C$ 1,297
Find Deal
Wed, 13 Aug - Wed, 20 Aug
 Logo
10:05 a.m. - 11:15 a.m.YQG-MBJ
26h 10m1 stop
 Logo
3:05 p.m. - 9:27 a.m.MBJ-YQG
17h 22m3 stops
C$ 1,329
Find Deal
Wed, 30 Jul - Wed, 13 Aug
WestJet Logo
7:45 p.m. - 11:42 a.m.YQG-MBJ
16h 57m2 stops
WestJet Logo
10:30 a.m. - 6:55 p.m.MBJ-YQG
31h 25m2 stops
C$ 1,334WestJet
Find Deal
Wed, 13 Aug - Wed, 20 Aug
 Logo
10:05 a.m. - 11:43 a.m.YQG-MBJ
26h 38m2 stops
 Logo
12:52 p.m. - 9:27 a.m.MBJ-YQG
19h 35m2 stops
C$ 1,347
Find Deal
Wed, 30 Jul - Wed, 13 Aug
Air Canada Logo
10:15 a.m. - 9:24 p.m.YQG-SJU
11h 09m2 stops
Air Canada Logo
1:05 a.m. - 3:19 p.m.SJU-YQG
14h 14m2 stops
C$ 1,805Air Canada
Find Deal
Sat, 21 Jun - Fri, 27 Jun
Air Canada Logo
10:15 a.m. - 11:57 p.m.YQG-SJU
13h 42m2 stops
Air Canada Logo
1:05 a.m. - 3:24 p.m.SJU-YQG
14h 19m2 stops
C$ 2,540Air Canada
Find Deal
Sun, 1 Jun - Fri, 6 Jun
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KAYAK's insights & trends for Windsor to Caribbean flights

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

Which airlines provide the cheapest flights from Windsor to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Windsor to Caribbean were found on Air Canada (C$ 732) and WestJet (C$ 1,334).


Good to know

Low seasonMay
High seasonMarch
Cheapest flightC$ 732
Best time to beat the crowds (8% less expensive on average)
Most popular time to fly (25% more expensive on average)
Flight from Windsor to Montego Bay

FAQs - booking Caribbean flights

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

    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 Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Windsor to Caribbean 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 Caribbean?

    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 Caribbean 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 Caribbean?

    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 Caribbean 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 Caribbean?

    The cheapest time of day to fly to Caribbean is generally in the morning, when round-trip flights cost C$ 528 on average. Morning departures are around 16% cheaper than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the evening, which is peak travel time and where the average cost of a ticket is C$ 626.

Top airline flying from Windsor to Caribbean

Need help choosing which airline to fly with from Windsor to Caribbean? 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.
7.0
Air CanadaOverall score based on 9244 reviews
6.3Food
6.8Entertainment
7.3Boarding
7.8Crew
7.0Comfort
Airline reviews

Flight left on time. Crew was polite and helpful. Flight arrived early at destination. Had some trouble with in-flight entertainment system (not built in to seat-back) but found a work-around. Good experience.

8.0 ExcellentK G, Apr 2025YYZ - CUN
Read more Air Canada reviews

Flight left on time. Crew was polite and helpful. Flight arrived early at destination. Had some trouble with in-flight entertainment system (not built in to seat-back) but found a work-around. Good experience.

My flight got delayed 5 times and then got cancelled eventually, I had to get a hotel and uber and pay for food for an extra night without any plans. It was a horrible experience, instead of Air Canada, I was flying with United .

I had a nice flight with free wifi. So I was able to message family members and stream music during my flight, which made the trip go by fast. I also enjoyed flying on there Airbus A220. The plane looked very new and it also got up to speed fast down the runway and didn't need much runway to get airborne.

They lost my checked in luggage, why do I pay for my cargo not arriving at the same destination as me?

Overall good experience. The flight from Toronto to Denver does not have entertainment - movies to watch.

During the pre-departure safety briefing, the flight attendants rushed through the mandatory safety announcements in both official languages, making it difficult for passengers to clearly understand the instructions. Given the importance of these messages for passenger safety, this lack of clarity was concerning. Perhaps use a recoded message to alleviate this concern. Additionally, the flight attendants appeared to lack the professional attentiveness typically expected during a flight. Rather than focusing on timely and courteous service, they seemed more engaged in personal conversations than in addressing the needs of passengers. I hope this feedback is taken constructively and helps in maintaining the high standards of professionalism and care that travelers expect from a national carrier: AC.

They left on of my bags in Toronto and it took two days to get it.

The whole experience what excellent, from Anjou at the ticket counter to the attendants on the flight. Although it was an older plane, it was a very good flight. One of the best flights I have had on Air Canada!

Flight 3 hours late due to poor planning followed by a thunderstorm which happened after the scheduled departure time. Plane stuck on ground for 3 hours and flight connections missed without compensation resulting in new tickets needing to be bought.

Poor planning meant the plane was delayed an hour, then a thunder storm started and the ground staff couldn't work. Eventual arrival in Santiago was 3 hours late resulting in missed connections and the need to buy new tickets.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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