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Cheap flights from Caribbean to Winnipeg from C$ 551

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Winnipeg departing on 9/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Caribbean to Winnipeg

Cheap round-trip flights

WestJet Logo
3:30 p.m. - 6:06 p.m.KIN-YWG
26h 36m2 stops
WestJet Logo
6:55 p.m. - 3:33 p.m.YWG-KIN
19h 38m2 stops
C$ 727WestJet
Find Deal
Tue, 28 Oct - Tue, 11 Nov
WestJet Logo
3:30 p.m. - 11:35 a.m.KIN-YWG
20h 05m1 stop
WestJet Logo
9:00 p.m. - 3:33 p.m.YWG-KIN
17h 33m2 stops
C$ 740WestJet
Find Deal
Tue, 28 Oct - Tue, 11 Nov
Logo
3:30 p.m. - 7:35 p.m.KIN-YWG
28h 05m1 stop
Logo
5:00 a.m. - 3:33 p.m.YWG-KIN
9h 33m1 stop
C$ 838
Find Deal
Tue, 28 Oct - Tue, 11 Nov
WestJet Logo
4:30 p.m. - 2:20 p.m.KIN-YWG
46h 50m2 stops
WestJet Logo
12:20 p.m. - 2:30 p.m.YWG-KIN
26h 10m1 stop
C$ 901WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 9:07 a.m.KIN-YWG
41h 37m2 stops
WestJet Logo
6:45 a.m. - 2:30 p.m.YWG-KIN
31h 45m2 stops
C$ 997WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
Air Canada Logo
2:55 p.m. - 7:24 p.m.KIN-YWG
29h 29m1 stop
Air Canada Logo
7:05 p.m. - 12:45 p.m.YWG-KIN
17h 40m1 stop
C$ 1,000Air Canada
Find Deal
Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 2:20 p.m.KIN-YWG
46h 50m2 stops
WestJet Logo
6:45 a.m. - 2:30 p.m.YWG-KIN
31h 45m2 stops
C$ 1,075WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
Air Canada Logo
2:55 p.m. - 7:24 p.m.KIN-YWG
29h 29m1 stop
Air Canada Logo
5:30 p.m. - 12:45 p.m.YWG-KIN
19h 15m1 stop
C$ 1,078Air Canada
Find Deal
Fri, 6 Mar - Mon, 9 Mar

WestJet flights from Caribbean to Winnipeg

Our best WestJet deals on Caribbean to Winnipeg flight tickets
WestJet
28 Oct
KIN3:30 p.m.Kingston Norman Manley
26h 36m
2 stops
YWG6:06 p.m.Winnipeg
11 Nov
YWG6:55 p.m.Winnipeg
19h 38m
2 stops
KIN3:33 p.m.Kingston Norman Manley
C$ 727
Find similar
WestJet
28 Oct
KIN3:30 p.m.Kingston Norman Manley
20h 05m
1 stop
YWG11:35 a.m.Winnipeg
11 Nov
YWG9:00 p.m.Winnipeg
17h 33m
2 stops
KIN3:33 p.m.Kingston Norman Manley
C$ 740
Find similar
WestJet
6 Mar
KIN4:30 p.m.Kingston Norman Manley
46h 50m
2 stops
YWG2:20 p.m.Winnipeg
9 Mar
YWG12:20 p.m.Winnipeg
26h 10m
1 stop
KIN2:30 p.m.Kingston Norman Manley
C$ 900
Find similar

Air Canada flights from Caribbean to Winnipeg

Our best Air Canada deals on Caribbean to Winnipeg flight tickets
Air Canada
6 Mar
KIN2:55 p.m.Kingston Norman Manley
29h 29m
1 stop
YWG7:24 p.m.Winnipeg
9 Mar
YWG7:05 p.m.Winnipeg
17h 40m
1 stop
KIN12:45 p.m.Kingston Norman Manley
C$ 1,000
Find similar
Air Canada
6 Mar
KIN2:55 p.m.Kingston Norman Manley
29h 29m
1 stop
YWG7:24 p.m.Winnipeg
9 Mar
YWG5:30 p.m.Winnipeg
19h 15m
1 stop
KIN12:45 p.m.Kingston Norman Manley
C$ 1,078
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 11 September 2025.
Use the filters below to find and compare flights from Caribbean to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 28/10

3:30 p.m.-6:06 p.m.

2 stops26h 36m

Winnipeg

Tue 11/11

6:55 p.m.-3:33 p.m.

2 stops19h 38m

C$ 727

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 28/10

3:30 p.m.-11:35 a.m.

1 stop20h 05m

Winnipeg

Tue 11/11

9:00 p.m.-3:33 p.m.

2 stops17h 33m

C$ 740

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 28/10

3:30 p.m.-7:35 p.m.

1 stop28h 05m

Winnipeg

Tue 11/11

5:00 a.m.-3:33 p.m.

1 stop9h 33m

C$ 838

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

4:30 p.m.-2:20 p.m.

2 stops46h 50m

Winnipeg

Mon 9/3

12:20 p.m.-2:30 p.m.

1 stop26h 10m

C$ 900

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

4:30 p.m.-9:07 a.m.

2 stops41h 37m

Winnipeg

Mon 9/3

6:45 a.m.-2:30 p.m.

2 stops31h 45m

C$ 997

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

2:55 p.m.-7:24 p.m.

1 stop29h 29m

Winnipeg

Mon 9/3

7:05 p.m.-12:45 p.m.

1 stop17h 40m

C$ 1,000

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

4:30 p.m.-2:20 p.m.

2 stops46h 50m

Winnipeg

Mon 9/3

6:45 a.m.-2:30 p.m.

2 stops31h 45m

C$ 1,075

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

2:55 p.m.-7:24 p.m.

1 stop29h 29m

Winnipeg

Mon 9/3

5:30 p.m.-12:45 p.m.

1 stop19h 15m

C$ 1,078

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Thu 9/10

12:55 p.m.-11:27 p.m.

2 stops10h 32m

C$ 551

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Thu 9/10

12:55 p.m.-11:27 p.m.

2 stops10h 32m

C$ 636

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Caribbean to Winnipeg

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest Caribbean to Winnipeg flight route?

Fly from Montego Bay Sangster Intl to Winnipeg for the best Caribbean - Winnipeg flight prices

What cabin class options are available on Caribbean to Winnipeg flights?

There is only 1 cabin class available to choose from on Caribbean to Winnipeg flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Caribbean to Winnipeg flights?

No. A direct flight is the cheapest option for a flight between Caribbean to Winnipeg.

Cheap Caribbean to Winnipeg flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Caribbean to Winnipeg

Direct flights

None
There are no direct flights from Caribbean to Winnipeg. There are no popular flight routes from Caribbean to Winnipeg.
Search flight deals

  • When did momondo last update prices for flights from Caribbean to Winnipeg Airport?

    Prices for flights from Caribbean to Winnipeg Airport refresh daily.

  • How many operators does momondo search for flights from Caribbean to Winnipeg Airport?

  • How old do you have to be to fly from Caribbean to Winnipeg Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Caribbean to Winnipeg Airport.

  • What documentation or ID do you need to fly to Winnipeg Airport?

    The travel and health documents required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Caribbean to Winnipeg?

Best airlines flying from Caribbean to Winnipeg

Compare and see reviews for airlines that fly from Caribbean to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 572Free CancellationRating
7.2
3,091 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 681Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Selkirk
Morden
Portage la Prairie

Why use momondo?

Why should I use momondo to find a flight deal from Caribbean to Winnipeg?

Finding the right flight to Winnipeg from Caribbean is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Winnipeg quick and easy, saving you time and money.

Can I find flights from Caribbean to Winnipeg with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Caribbean to Winnipeg flights to just show those with flexible booking policies.

How can momondo help me find flights from Caribbean to Winnipeg?

momondo provides multiple filters to help you find the best flight to Winnipeg from Caribbean. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Caribbean to Winnipeg right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Caribbean to Winnipeg now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Winnipeg and let you know when they change.

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