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Cheap flights from Caribbean to Winnipeg from C$ 820

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Caribbean to Winnipeg departing on 16/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

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Find the cheapest flights from Caribbean to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:50 p.m. - 11:35 a.m.GCM-YWG
18h 45m1 stop
Multiple Airlines Logo
4:25 p.m. - 2:00 p.m.YWG-GCM
20h 35m1 stop
C$ 820Multiple Airlines
Find Deal
Tue, 16 Dec - Tue, 23 Dec
WestJet Logo
2:50 p.m. - 10:08 a.m.GCM-YWG
44h 18m2 stops
WestJet Logo
5:00 a.m. - 1:44 p.m.YWG-GCM
7h 44m1 stop
C$ 827WestJet
Find Deal
Mon, 22 Dec - Thu, 1 Jan
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$ 827WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
Air Canada Logo
2:55 p.m. - 11:54 p.m.KIN-YWG
9h 59m1 stop
Air Canada Logo
7:05 p.m. - 12:45 p.m.YWG-KIN
17h 40m1 stop
C$ 829Air Canada
Find Deal
Fri, 6 Mar - Mon, 9 Mar
Multiple Airlines Logo
5:50 p.m. - 11:35 a.m.GCM-YWG
18h 45m1 stop
Multiple Airlines Logo
9:00 p.m. - 1:44 p.m.YWG-GCM
39h 44m2 stops
C$ 829Multiple Airlines
Find Deal
Tue, 16 Dec - Tue, 23 Dec
WestJet Logo
2:50 p.m. - 10:08 a.m.GCM-YWG
20h 18m2 stops
WestJet Logo
5:00 a.m. - 1:44 p.m.YWG-GCM
7h 44m1 stop
C$ 835WestJet
Find Deal
Sun, 21 Dec - Thu, 1 Jan
United Airlines Logo
5:45 p.m. - 11:57 a.m.GCM-YWG
19h 12m2 stops
United Airlines Logo
7:05 p.m. - 1:45 p.m.YWG-GCM
17h 40m2 stops
C$ 905United Airlines
Find Deal
Tue, 16 Dec - Tue, 23 Dec
United Airlines Logo
5:10 p.m. - 11:57 a.m.GCM-YWG
19h 47m2 stops
United Airlines Logo
8:40 a.m. - 4:35 p.m.YWG-GCM
30h 55m2 stops
C$ 983United Airlines
Find Deal
Sun, 21 Dec - Fri, 2 Jan
American Airlines Logo
1:25 p.m. - 11:35 p.m.GCM-YWG
35h 10m3 stops
American Airlines Logo
12:10 p.m. - 12:05 p.m.YWG-GCM
22h 55m3 stops
C$ 3,782American Airlines
Find Deal
Tue, 16 Dec - Tue, 23 Dec
American Airlines Logo
7:30 a.m. - 11:35 p.m.GCM-YWG
17h 05m3 stops
American Airlines Logo
12:10 p.m. - 3:25 p.m.YWG-GCM
26h 15m3 stops
C$ 3,938American Airlines
Find Deal
Sun, 21 Dec - Thu, 1 Jan

WestJet flights from Caribbean to Winnipeg

Our best WestJet deals on Caribbean to Winnipeg flight tickets
WestJet
22 Dec
GCM2:50 p.m.George Town Owen Roberts Intl
44h 18m
2 stops
YWG10:08 a.m.Winnipeg
1 Jan
YWG5:00 a.m.Winnipeg
7h 44m
1 stop
GCM1:44 p.m.George Town Owen Roberts Intl
C$ 827
Find similar
WestJet
21 Dec
GCM2:50 p.m.George Town Owen Roberts Intl
20h 18m
2 stops
YWG10:08 a.m.Winnipeg
1 Jan
YWG5:00 a.m.Winnipeg
7h 44m
1 stop
GCM1:44 p.m.George Town Owen Roberts Intl
C$ 835
Find similar
WestJet
21 Dec
GCM2:50 p.m.George Town Owen Roberts Intl
29h 22m
1 stop
YWG7:12 p.m.Winnipeg
1 Jan
YWG5:00 a.m.Winnipeg
7h 44m
1 stop
GCM1:44 p.m.George Town Owen Roberts Intl
C$ 848
Find similar

United Airlines flights from Caribbean to Winnipeg

Our best United Airlines deals on Caribbean to Winnipeg flight tickets
United Airlines
16 Dec
GCM5:45 p.m.George Town Owen Roberts Intl
19h 12m
2 stops
YWG11:57 a.m.Winnipeg
23 Dec
YWG7:05 p.m.Winnipeg
17h 40m
2 stops
GCM1:45 p.m.George Town Owen Roberts Intl
C$ 905
Find similar
United Airlines
21 Dec
GCM5:10 p.m.George Town Owen Roberts Intl
19h 47m
2 stops
YWG11:57 a.m.Winnipeg
2 Jan
YWG8:40 a.m.Winnipeg
30h 55m
2 stops
GCM4:35 p.m.George Town Owen Roberts Intl
C$ 983
Find similar
United Airlines
21 Dec
GCM5:45 p.m.George Town Owen Roberts Intl
19h 12m
2 stops
YWG11:57 a.m.Winnipeg
1 Jan
YWG5:30 a.m.Winnipeg
31h 15m
2 stops
GCM1:45 p.m.George Town Owen Roberts Intl
C$ 985
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 3 November 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

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Tue 16/12

5:50 p.m.-11:35 a.m.

1 stop18h 45m

Winnipeg

Tue 23/12

4:25 p.m.-2:00 p.m.

1 stop20h 35m

C$ 820

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Mon 22/12

2:50 p.m.-10:08 a.m.

2 stops44h 18m

Winnipeg

Thu 1/1

5:00 a.m.-1:44 p.m.

1 stop7h 44m

C$ 827

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$ 827

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

2:55 p.m.-11:54 p.m.

1 stop9h 59m

Winnipeg

Mon 9/3

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

1 stop17h 40m

C$ 829

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Tue 16/12

5:50 p.m.-11:35 a.m.

1 stop18h 45m

Winnipeg

Tue 23/12

9:00 p.m.-1:44 p.m.

2 stops39h 44m

C$ 829

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Sun 21/12

2:50 p.m.-10:08 a.m.

2 stops20h 18m

Winnipeg

Thu 1/1

5:00 a.m.-1:44 p.m.

1 stop7h 44m

C$ 835

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Tue 16/12

5:45 p.m.-11:57 a.m.

2 stops19h 12m

Winnipeg

Tue 23/12

7:05 p.m.-1:45 p.m.

2 stops17h 40m

C$ 905

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Sun 21/12

5:10 p.m.-11:57 a.m.

2 stops19h 47m

Winnipeg

Fri 2/1

8:40 a.m.-4:35 p.m.

2 stops30h 55m

C$ 983

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Tue 16/12

1:25 p.m.-11:35 p.m.

3 stops35h 10m

Winnipeg

Tue 23/12

12:10 p.m.-12:05 p.m.

3 stops22h 55m

C$ 3,782

George TownWinnipeg

GCM - YWG

GCMYWG

George Town Owen Roberts Intl

Sun 21/12

7:30 a.m.-11:35 p.m.

3 stops17h 05m

Winnipeg

Thu 1/1

12:10 p.m.-3:25 p.m.

3 stops26h 15m

C$ 3,938

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

Best price found

C$ 752

Direct flights

None
The best flight deal from Caribbean to Winnipeg found on momondo in the last 72 hours is C$ 752
There are no direct flights from Caribbean to Winnipeg. Popular non-direct route for this connection is Montego Bay Sangster Intl Airport - Winnipeg Airport.
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 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$ 499Free CancellationRating
7.2
3,153 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 833Free CancellationRating
7.1
10,398 reviews
Search Air Canada flights

Travelling to a place near Winnipeg?

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