Find flights
When to book
FAQs & Tips
Direct Flights
Airlines
Deals

C$ 373 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 26/5. 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
0 bags
Fri 14/6
Fri 21/6

Search hundreds of travel sites at once for deals on flights to Winnipeg

In the last 7 days, travellers have searched 42,393,389 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

February

High season

September

Cheapest flight

C$ 373
Best time to beat the crowds (34% less expensive on average)
Most popular time to fly and prices are also 13% lower on average.
Flight from George Town 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.

See more FAQs

Prefer to fly non-stop from Caribbean to Winnipeg?

Find which airlines fly direct from Caribbean to Winnipeg, which days they fly and book direct flights.

Nonstop departures

Caribbean to Winnipeg

Monday

ANA,Aeromexico,Air Canada, +32 more

ANA,Aeromexico, +33 more

Tuesday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

Wednesday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

Thursday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

Friday

ANA,Aeromexico,Air Canada, +32 more

ANA,Aeromexico, +33 more

Saturday

ANA,Aeromexico,Air Canada, +32 more

ANA,Aeromexico, +33 more

Sunday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

See more nonstop flights

Nonstop returns

Winnipeg to Caribbean

Monday

ANA,Aeromexico,Air Canada, +32 more

ANA,Aeromexico, +33 more

Tuesday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

Wednesday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

Thursday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

Friday

ANA,Aeromexico,Air Canada, +32 more

ANA,Aeromexico, +33 more

Saturday

ANA,Aeromexico,Air Canada, +32 more

ANA,Aeromexico, +33 more

Sunday

ANA,Aeromexico,Air Canada, +31 more

ANA,Aeromexico, +32 more

See more nonstop flights
See more nonstop flights

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.
7.5
WestJetOverall score based on 2920 reviews
7.3Comfort
6.5Entertainment
7.7Boarding
8.2Crew
6.5Food
Airline reviews

Great Experience! Flight was ahead of schedule and very smooth! Wonderful flight

4.0 Okayneal, May 2024YQR - YYC
Read more about WestJet reviews

Great Experience! Flight was ahead of schedule and very smooth! Wonderful flight

Too many oversized carryon baggage. If carrier reduced checked luggage fee this could be avoided. The staff were friendly and helpful, very professional.

Nice smooth flight with pleasant stewards. Slept most of the flight, they could have slowly turned on the lights to make it more pleasant. Otherwise a good trip.

food worker strike caused lack of service. I know, not your fault but a bit of a inconvenience.

Boarding, staff and flight great. A bit disappointed with no in flight online entertainment but I'll live. Landing was a bit of a jolt (more than usual) but hey everything else was smooth. LoL

The staff on the WestJet flight were friendly and helpful. The flight was smooth and we arrived 30 minutes ahead of time.

All as expected. Flight on time and journey was uneventful

The on time performance and the ease of boarding are great. The crew were cordial. During landing the pilot made a hard landing with some swerve that was a bit rough but other than that everything else is as smooth as it can be.

1.5 hours late departing YVR for a 14-minute flight. Packed waiting area. Full plane. Families with tired, screaming kids. 40-minute wait for baggage at YYJ. For a Dash-8. Obviously there was some kind of breakdown but there was no communication from anyone. Most of this was not WestJet's fault but it was an unpleasant night overall. I fell asleep in a chair waiting for the luggage carousel to start.

Nothing to like about flying in the Dash 8s. With very small seats, little legroom, and a very noisy plane, nothing about such trips is enjoyable.

The seats were comfortable. However, be prepared to provide your own food (snacks) and drink. We had a 3.5 hr flight, one service was provided, a 4 ounce beverage. Saw flight crew for beverage service and trash pick up. Unless you purchase a meal or snack, nothing is provided. I am fine with bringing my own, but was accustomed to snack and beverage provided regardless of the duration of the flight. And note… typically a full size drink option on longer flights.

Air Canada cancelled my prepaid/prebooked seat selection and changed my seats without any options.

They canceled the flight on us very close to the flight date .

The first flight Seattle to Toronto was very poor. My seat was changed. The aircraft was changed. They were having issues with the meals. My second flight from Toronto to Quebec was fine. Short flight still no entertainment. My third flight Quebec to Montreal was very short seats are very uncomfortable, too old and way worn out almost like sitting on a bench. My last flight Montreal to Seattle was fine. Finally, they had some entertainment. Proper food was offered as advertised flight staff was accommodating and friendly, but once again, the aircraft seats are hard like benches.

It took 66 hours to get from Seattle to Tel Aviv. As a minor, I was left for more than 12 hours in Toronto and Frankfurt without hotel and food vouchers. It took 5 layovers. It was insane and not okay

It was delayed but got us to YYZ. I had great copassengers.

Crew was terrific. In flight entertainment system is very slow and the touch screen can be not sensitive enough or too sensitive. It was such a pain to pause a movie in case when I unpaused it accidentally thought I presses stop. This happened 3 times. I gave up and went back to my phone for entertainment.

Flew SEA-CA, then CA-NRT. First flight was short but very uncomfortable, dirty, and had very small overhead storage space. The seats and fans were not cleaned and had visible dirt on them. Second flight was perfect.

The Air Canadian personnel were all very professional and friendly. I will definitely fly on them again.

it was our first flight with Air Canada. The flight was very good. The arrived 10 minutes early. The crew was attentive and very professional. The seats were comfortable and the food was fine. There were a lot of movies and TV shows to choose from. The boading was OK, but it is more about the Montreal airport procedures, but not about Air Canada.

Book cheap flights from Caribbean to Winnipeg

Recent round-trip flight deals

13/6Thu
1 stopAir Canada
21h 25mNAS-YWG
17/6Mon
1 stopAir Canada
29h 30mYWG-NAS
C$ 631
13/6Thu
1 stopAir Canada
12h 40mNAS-YWG
17/6Mon
1 stopAir Canada
29h 30mYWG-NAS
C$ 633
11/6Tue
2 stopsDelta
10h 34mGCM-YWG
15/6Sat
2 stopsDelta
28h 40mYWG-GCM
C$ 697
11/6Tue
2 stopsDelta
10h 34mGCM-YWG
15/6Sat
2 stopsDelta
28h 40mYWG-GCM
C$ 698
26/5Sun
1 stopAir Canada
8h 25mGCM-YWG
2/6Sun
1 stopAir Canada
9h 35mYWG-GCM
C$ 742
26/5Sun
2 stopsUnited Airlines
23h 31mGCM-YWG
2/6Sun
2 stopsUnited Airlines
31h 30mYWG-GCM
C$ 831
26/5Sun
2 stopsAir Canada
19h 19mGCM-YWG
2/6Sun
1 stopAir Canada
9h 35mYWG-GCM
C$ 844
10/10Thu
2 stopsDelta
14h 21mKIN-YWG
14/10Mon
2 stopsDelta
26h 09mYWG-KIN
C$ 921
10/10Thu
2 stopsDelta
29h 30mKIN-YWG
14/10Mon
1 stopDelta
11h 47mYWG-KIN
C$ 1,002
10/10Thu
1 stopAir Canada
20h 24mKIN-YWG
14/10Mon
1 stopAir Canada
16h 45mYWG-KIN
C$ 1,004

Search by stops

Search by airline

Search by price

Recent one-way flight deals

26/5Sun
2 stopsAir Canada
28h 34mGCM-YWG
C$ 373
26/5Sun
1 stopAir Canada
17h 10mGCM-YWG
C$ 475
29/7Mon
1 stopAir Canada
20h 22mKIN-YWG
C$ 512
29/7Mon
2 stopsAir Canada
22h 31mKIN-YWG
C$ 616

Search by stops

Search by airline

Search by price

Flights to Winnipeg

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Caribbean

Cabin classes:

C$ 615

Browse destinations: