C$ 343 Find Cheap Flights from Windsor to Caribbean

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 Caribbean 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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Flight Deals

Best Caribbean Flight Deals from Windsor

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stopC$ 538
Montego Bay
Montego Bay1 stopC$ 655
Punta Cana
Punta Cana1 stopC$ 538
Montego Bay
Montego Bay1 stopC$ 655

Cheap Flights from Windsor to Caribbean

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Windsor to Caribbean

mié., 29 oct. - mié., 5 nov.
Air Canada Logo
9:45 a.m. - 8:35 p.m.YQG-PUJ
10h 50m1 stop
Air Canada Logo
10:25 p.m. - 9:04 a.m.PUJ-YQG
11h 39m1 stop
C$ 538Air Canada
Find Deal
mar., 28 oct. - mar., 4 nov.
Air Canada Logo
7:50 p.m. - 1:00 p.m.YQG-PUJ
17h 10m2 stops
Air Canada Logo
3:35 p.m. - 7:14 p.m.PUJ-YQG
28h 39m2 stops
C$ 540Air Canada
Find Deal
mié., 29 oct. - mié., 5 nov.
Air Canada Logo
7:50 p.m. - 1:00 p.m.YQG-PUJ
17h 10m2 stops
Air Canada Logo
3:35 p.m. - 7:14 p.m.PUJ-YQG
28h 39m2 stops
C$ 569Air Canada
Find Deal
dom., 7 dic. - dom., 14 dic.
Air Canada Logo
7:50 p.m. - 1:45 p.m.YQG-PUJ
16h 55m1 stop
Air Canada Logo
10:25 p.m. - 9:04 a.m.PUJ-YQG
11h 39m1 stop
C$ 620Air Canada
Find Deal
mié., 10 dic. - mié., 17 dic.
Air Canada Logo
9:45 a.m. - 9:35 p.m.YQG-PUJ
10h 50m1 stop
Air Canada Logo
7:40 p.m. - 7:14 p.m.PUJ-YQG
24h 34m2 stops
C$ 646Air Canada
Find Deal
jue., 11 dic. - dom., 14 dic.
Air Canada Logo
9:45 a.m. - 9:45 p.m.YQG-PUJ
35h 00m2 stops
Air Canada Logo
3:35 p.m. - 7:14 p.m.PUJ-YQG
28h 39m2 stops
C$ 651Air Canada
Find Deal
dom., 1 feb. - mié., 4 feb.
Air Canada Logo
7:50 p.m. - 4:35 p.m.YQG-MBJ
20h 45m1 stop
Air Canada Logo
7:05 p.m. - 9:04 a.m.MBJ-YQG
13h 59m2 stops
C$ 655Air Canada
Find Deal
mié., 10 dic. - mié., 17 dic.
Air Canada Logo
7:50 p.m. - 2:00 p.m.YQG-PUJ
17h 10m2 stops
Air Canada Logo
7:40 p.m. - 7:14 p.m.PUJ-YQG
24h 34m2 stops
C$ 677Air Canada
Find Deal
vie., 30 ene. - mar., 3 feb.
Logo
7:35 a.m. - 11:30 a.m.YQG-MBJ
27h 55m1 stop
Logo
8:25 p.m. - 7:33 p.m.MBJ-YQG
23h 08m1 stop
C$ 936
Find Deal
mar., 9 dic. - mar., 16 dic.
Lufthansa Logo
9:45 a.m. - 5:55 p.m.YQG-PUJ
31h 10m2 stops
Lufthansa Logo
7:10 p.m. - 7:14 p.m.PUJ-YQG
25h 04m2 stops
C$ 14,854Lufthansa
Find Deal
Booking Insights

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.

What is the cheapest Windsor to Caribbean flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Windsor found in the last 72 hours was to Punta Cana, at C$ 879 round-trip. The most popular route is from Windsor (YQG) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 879.

Can I save money by flying with a layover from Windsor to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of C$ 899, prices are generally cheapest when you fly direct.

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Good to know

Low seasonAugust
Cheapest flightC$ 343
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly (27% 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. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 528.

Reviews of the 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.
7.1
Air CanadaOverall score based on 10000 reviews
6.8Entertainment
7.8Crew
7.1Comfort
6.3Food
7.3Boarding
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 to Caribbean

Information on your arrival and departure airports

Windsor (YQG)

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