C$ 824 Find Cheap Flights from Caribbean to Winnipeg

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Winnipeg departing on 6/3. 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, 0 bags

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Cheap Flights from Caribbean to Winnipeg

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

Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 5:05 p.m.KIN-YWG
49h 35m2 stops
WestJet Logo
12:55 p.m. - 2:30 p.m.YWG-KIN
25h 35m2 stops
C$ 824WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 12:35 a.m.KIN-YWG
9h 05m1 stop
WestJet Logo
5:00 a.m. - 2:30 p.m.YWG-KIN
9h 30m1 stop
C$ 827WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 5:05 p.m.KIN-YWG
49h 35m2 stops
WestJet Logo
6:45 a.m. - 2:30 p.m.YWG-KIN
31h 45m2 stops
C$ 880WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 11:32 a.m.KIN-YWG
20h 02m1 stop
WestJet Logo
5:00 a.m. - 2:30 p.m.YWG-KIN
9h 30m1 stop
C$ 883WestJet
Find Deal
Thu, 26 Mar - Mon, 30 Mar
WestJet Logo
11:20 a.m. - 7:09 p.m.NAS-YWG
8h 49m1 stop
WestJet Logo
6:45 a.m. - 3:40 p.m.YWG-NAS
31h 55m2 stops
C$ 908WestJet
Find Deal

Everything you should know

Cheapest round-trip
C$ 824
WestJet
Fri 6/3Mon 9/3
KIN - YWG • 2 stops
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Winnipeg!
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Good to know

Low seasonMarch
Cheapest flightC$ 824
Best time to beat the crowds but there is an average 22% increase in price.
Most popular time to fly and prices are also 34% lower on average.
Flight from Kingston to Winnipeg

FAQs for booking flights from Caribbean to Winnipeg

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

    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 Caribbean to Winnipeg.

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

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

  • What is the Hacker Fare option on flights from Caribbean to Winnipeg?

    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 to Winnipeg with an airline and back to Caribbean with another airline.

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

    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 to Winnipeg from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Caribbean to Winnipeg

 
Need help choosing which airline to fly with from Caribbean to Winnipeg? 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.
7.2
WestJetOverall score based on 3153 reviews
7.4Boarding
6.1Entertainment
7.1Comfort
7.9Crew
6.2Food
Airline reviews

When flying premium on a two our flight a light lunch would have been nice considering the price you pay. A Kit Kat bar and bag of chips is rather cheap service.

8.0 ExcellentDavid, Oct 2025YEG - YWG
Read more WestJet reviews

When flying premium on a two our flight a light lunch would have been nice considering the price you pay. A Kit Kat bar and bag of chips is rather cheap service.

The only thing I can't give good or really good is the fact that we didn't have food ,just a packet of pretzels or cookies which is normal,and ofcourse there isn't any entertainment. I've always flowen WestJet ..I really like the airlines..this plane was smaller one ,pretty tight seating.

Again, flight was late. It’s expected of this airline now i guess.

Counter representative refused to check my luggage despite paying for it in advance

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Did not like the seat selection which was poor.? My daughter and I never did get seats together because it all took place at the last minute and we had to accept whatever seats were left

I rated westjet poor on food for not accepting debit to make in flight purchases. This is dumb.

There is no snack and nit much that would be considered gluten free in yiur food selections. One of your snacks should be a gluten free cookie or small bar etc. maybe it was me but I didn’t see any free movies just internet connection and YouTube .

What do you expect from a Dash 8 plane? No seats really comfortable.

Delayed 8 hours, This is the 2nd time in a month that my flight was not on time.

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

Allow me to book extra bag check in as free though I packed in 1 luggage but that was 7 LBS overweight so make another bag to free check in.

I like the free air Canada wifi and being able to watch things on there. The basic snacks are good, just wish I could have both. If I’m being really picky, the flight attendant who filled my drink, filled it half with fizz and didn’t take the second to let it go down and add more, so I got maybe half a cup of pop.

Seats too small and too cramped, I have stomach cancer and I threw up after the flight . No advance boarding for disabled people. No aisle seats available for disabled people who have to use the washroom frequently. No space for cabin baggage for disabled people who have to carry bulky medications or equipment to use on the flight. Baggage rules and fees are ridiculous. I have been an aeroplan member for 30 years and I fly frequently, but from now on I will choose offshore carriers. .

I would like to get my money back. I flight was 4 hours late on the way to detroit, And same on my way back to Brussels they cancelled my flight and give me an other ticket and i had to wait 5 hours.

All attendents were very efficient, pleasant and happy. Everything went smoothly. The seats could have been wider. There could have been more free food instead of just one small bar.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

Boarding was so so after zone 3 was called all other zones went in

Good. But not to serve tea/coffee during a 8-hour plus flight is bad.

We had a long walk from one gate to the other. The busnessclass was full and we could not get seats together.

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