C$ 560 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 22/5. 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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Cheapest round-trip
C$ 560
WestJet
Fri 22/5Thu 28/5
NAS - YWG • 1 stop
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Flight Deals
Useful Info
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

Fri, 22 May - Thu, 28 May
WestJet Logo
12:00 p.m. - 12:55 a.m.
NAS
-
YWG
13h 55m
1 stop
WestJet Logo
2:55 p.m. - 11:10 a.m.
YWG
-
NAS
19h 15m
2 stops
C$ 560WestJet
Fri, 22 May - Mon, 25 May
Multiple Airlines Logo
12:00 p.m. - 2:25 p.m.
NAS
-
YWG
27h 25m
1 stop
Multiple Airlines Logo
2:00 p.m. - 5:30 p.m.
YWG
-
NAS
26h 30m
1 stop
C$ 605Multiple Airlines
Fri, 22 May - Mon, 25 May
Multiple Airlines Logo
6:30 p.m. - 11:13 p.m.
NAS
-
YWG
29h 43m
1 stop
Multiple Airlines Logo
9:05 p.m. - 11:10 a.m.
YWG
-
NAS
37h 05m
2 stops
C$ 606Multiple Airlines
Fri, 22 May - Mon, 25 May
WestJet Logo
12:00 p.m. - 12:55 a.m.
NAS
-
YWG
13h 55m
2 stops
WestJet Logo
10:15 p.m. - 11:10 a.m.
YWG
-
NAS
35h 55m
2 stops
C$ 609WestJet
Sat, 23 May - Mon, 25 May
WestJet Logo
12:00 p.m. - 5:15 p.m.
NAS
-
YWG
30h 15m
1 stop
WestJet Logo
3:15 p.m. - 11:10 a.m.
YWG
-
NAS
42h 55m
2 stops
C$ 613WestJet
Sat, 23 May - Mon, 25 May
WestJet Logo
12:00 p.m. - 2:15 p.m.
NAS
-
YWG
27h 15m
2 stops
WestJet Logo
12:00 p.m. - 11:10 a.m.
YWG
-
NAS
46h 10m
2 stops
C$ 616WestJet
Fri, 22 May - Tue, 26 May
WestJet Logo
12:00 p.m. - 12:55 a.m.
NAS
-
YWG
13h 55m
2 stops
WestJet Logo
9:05 p.m. - 11:10 a.m.
YWG
-
NAS
13h 05m
2 stops
C$ 620WestJet
Fri, 22 May - Tue, 26 May
WestJet Logo
12:00 p.m. - 12:55 a.m.
NAS
-
YWG
13h 55m
1 stop
WestJet Logo
9:05 p.m. - 11:10 a.m.
YWG
-
NAS
13h 05m
2 stops
C$ 625WestJet
Fri, 22 May - Tue, 26 May
WestJet Logo
12:00 p.m. - 9:45 a.m.
NAS
-
YWG
22h 45m
1 stop
WestJet Logo
6:05 p.m. - 11:10 a.m.
YWG
-
NAS
16h 05m
1 stop
C$ 628WestJet
Wed, 20 May - Thu, 28 May
Multiple Airlines Logo
6:10 p.m. - 4:25 p.m.
NAS
-
YWG
23h 15m
1 stop
Multiple Airlines Logo
2:55 p.m. - 11:10 a.m.
YWG
-
NAS
19h 15m
2 stops
C$ 638Multiple Airlines
Useful Info

Good to know

Low seasonNovember
Cheapest flightC$ 560
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly (18% 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 3255 reviews
7.0Comfort
7.9Crew
6.1Entertainment
7.4Boarding
6.2Food
Airline reviews

Flight was good, crew was excellent. No complaints at all

8.0 ExcellentLaura, Jan 2026
PHX - YVR
Read more WestJet reviews

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Flight was 4 hours late. Landed at almost 1am instead of 9pm. No explanation given. The new seat configuration is the absolute worst. Uncomfortable seats, unreasonably warm. In flight "entertainment" is just wifi. We're expected to use our own streaming services. Terrible, terrible flight.

Everything was good except for flight delay, but it was because of the snow storm in the arrival airport.

Very short flight. No food or entertainment required. Nice crew. Flight left late.

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