C$ 321 Find Cheap Flights from Caribbean to Winnipeg

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Winnipeg 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, 0 bags

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Everything you should know

Cheapest round-trip
C$ 1,903
WestJet
Wed 7/1Fri 16/1
KIN - YWG • 1 stop
Cheapest one-way flights
C$ 321
Porter Airlines
Sun 1/2
NAS - YWG • 1 stop
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Flight Deals
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Flight Deals

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

Wed, 7 Jan - Fri, 16 Jan
WestJet Logo
4:30 p.m. - 11:35 a.m.
KIN
-
YWG
20h 05m1 stop
WestJet Logo
5:00 a.m. - 3:33 p.m.
YWG
-
KIN
9h 33m1 stop
C$ 1,903WestJet
Wed, 7 Jan - Fri, 16 Jan
American Airlines Logo
1:39 p.m. - 11:35 p.m.
KIN
-
YWG
58h 56m3 stops
American Airlines Logo
12:10 p.m. - 2:26 p.m.
YWG
-
KIN
25h 16m3 stops
C$ 4,096American Airlines
Wed, 7 Jan - Fri, 16 Jan
Delta Logo
9:00 a.m. - 11:38 p.m.
KIN
-
YWG
15h 38m2 stops
Delta Logo
6:40 a.m. - 8:00 p.m.
YWG
-
KIN
12h 20m2 stops
C$ 4,134Delta
Useful Info

Good to know

Low seasonMarch
Cheapest flightC$ 321
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly (32% more expensive on average)
Flight from Nassau 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 airline 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 3207 reviews
7.4Boarding
6.1Entertainment
7.1Comfort
7.9Crew
6.2Food
Airline reviews

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

4.0 OkayCharles, Dec 2025
LAX - YVR
Read more WestJet reviews

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

I like the wider seats, Plus lots of legroom, Lacking entertainment, no tv or screen to play with

Leg room is a problem the plane was dirty and there were no movies available on the app

Got home 30 min earlier than anticipated. A welcome result when you're tired from a long day of travel. Customs and bags were quick and we were home in no time.

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

The gate personnel and flight attendants were all friendly and diligent. The poor attendants from London to Calgary were 2 colleagues short, as one of their team broke her leg on the way to work, and the other stayed with the invited colleague. I felt bad for the crew, but they did a great job regardless.

We were delayed by an hour without any commu8nocation about what was happening. Long lines just hoping to hear how long the wait would be.

8 hrs. Of waiting instead of couple of hours..the only good thing I'm still able to go to my destination...

Flight delayed missed connecting flight crew not very helpful very frustrating customer service

Our biggest complaint was a major schedule change that was not communicated to us in any way. Luckily the time change went later not earlier so we did not miss the flight. Our email addresses and phone numbers were on file but we received no email no text message no nothing. Short flight so not much to say.

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Information on the airport you'll fly into in Winnipeg

Winnipeg (YWG)