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Cheap flights from Caribbean Islands to Winnipeg from C$ 383

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 Islands to Winnipeg departing on 3/4. 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 Islands to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:36 p.m. - 9:43 a.m.
KIN
-
YWG
19h 07m2 stops
Multiple Airlines Logo
5:10 p.m. - 7:05 p.m.
YWG
-
KIN
25h 55m1 stop
C$ 1,141Multiple Airlines
Tue, 19 May - Sat, 6 Jun
Delta Logo
9:00 a.m. - 8:09 p.m.
KIN
-
YWG
11h 09m2 stops
Delta Logo
6:40 a.m. - 8:05 p.m.
YWG
-
KIN
13h 25m2 stops
C$ 1,960Delta
Tue, 19 May - Sat, 6 Jun
United Airlines Logo
2:59 p.m. - 8:48 p.m.
KIN
-
YWG
53h 49m2 stops
United Airlines Logo
7:00 a.m. - 1:54 p.m.
YWG
-
KIN
54h 54m2 stops
C$ 2,919United Airlines
Tue, 19 May - Sat, 6 Jun
American Airlines Logo
2:27 p.m. - 6:00 p.m.
KIN
-
YWG
27h 33m3 stops
American Airlines Logo
6:10 a.m. - 11:26 a.m.
YWG
-
KIN
29h 16m3 stops
C$ 4,069American Airlines
Tue, 19 May - Sat, 6 Jun

American Airlines flights from Caribbean Islands to Winnipeg

Our best American Airlines deals on Caribbean Islands to Winnipeg flight tickets
American Airlines
19 May
KIN2:27 p.m.Kingston Norman Manley
27h 33m
3 stops
YWG6:00 p.m.Winnipeg
6 Jun
YWG6:10 a.m.Winnipeg
29h 16m
3 stops
KIN11:26 a.m.Kingston Norman Manley
C$ 4,069
American Airlines
8 Jun
KIN12:26 p.m.Kingston Norman Manley
29h 34m
3 stops
YWG6:00 p.m.Winnipeg
5 Oct
YWG6:10 a.m.Winnipeg
28h 35m
3 stops
KIN10:45 a.m.Kingston Norman Manley
C$ 4,076

Air Canada flights from Caribbean Islands to Winnipeg

Our best Air Canada deals on Caribbean Islands to Winnipeg flight tickets
Air Canada
8 Jun
KIN3:05 p.m.Kingston Norman Manley
20h 03m
1 stop
YWG11:08 a.m.Winnipeg
5 Oct
YWG7:40 a.m.Winnipeg
28h 25m
1 stop
KIN12:05 p.m.Kingston Norman Manley
C$ 728
Air Canada
8 Jun
KIN3:05 p.m.Kingston Norman Manley
20h 03m
1 stop
YWG11:08 a.m.Winnipeg
5 Oct
YWG8:10 a.m.Winnipeg
27h 55m
2 stops
KIN12:05 p.m.Kingston Norman Manley
C$ 733
Air Canada
8 Jun
KIN3:05 p.m.Kingston Norman Manley
19h 04m
2 stops
YWG10:09 a.m.Winnipeg
5 Oct
YWG11:15 a.m.Winnipeg
24h 50m
2 stops
KIN12:05 p.m.Kingston Norman Manley
C$ 737

momondo Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 12 January 2026.
Use the filters below to find and compare flights from Caribbean Islands to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 19/5

2:36 p.m.-9:43 a.m.

2 stops19h 07m

Winnipeg

Sat 6/6

5:10 p.m.-7:05 p.m.

1 stop25h 55m

C$ 1,141

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 19/5

9:00 a.m.-8:09 p.m.

2 stops11h 09m

Winnipeg

Sat 6/6

6:40 a.m.-8:05 p.m.

2 stops13h 25m

C$ 1,960

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 19/5

2:59 p.m.-8:48 p.m.

2 stops53h 49m

Winnipeg

Sat 6/6

7:00 a.m.-1:54 p.m.

2 stops54h 54m

C$ 2,919

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 19/5

2:27 p.m.-6:00 p.m.

3 stops27h 33m

Winnipeg

Sat 6/6

6:10 a.m.-11:26 a.m.

3 stops29h 16m

C$ 4,069

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Fri 3/4

3:15 p.m.-11:35 p.m.

1 stop9h 20m

C$ 383

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 23/2

1:17 p.m.-6:05 p.m.

3 stops29h 48m

C$ 412

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 23/2

8:35 a.m.-7:09 p.m.

1 stop11h 34m

C$ 484

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 23/2

1:17 p.m.-11:32 a.m.

2 stops47h 15m

C$ 499

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Tue 30/6

3:59 p.m.-10:00 a.m.

2 stops43h 01m

C$ 1,114

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Sat 27/6

6:30 p.m.-10:00 a.m.

1 stop16h 30m

C$ 1,184

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Caribbean Islands 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 Islands to Winnipeg flight route?

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

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

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

Cheap Caribbean Islands to Winnipeg flight deals and tips

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

Fastest flight time

9h 20m

Direct flights

None
The fastest flight from Caribbean Islands to Winnipeg takes 9h 20m
There are no direct flights from Caribbean Islands to Winnipeg. There are no popular flight routes from Caribbean Islands to Winnipeg.
Search flight deals

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

    Prices for flights from Caribbean Islands to Winnipeg Airport were last updated today.

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Caribbean Islands to Winnipeg Airport.

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

    The necessary travel and health documents for your Winnipeg Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

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

Best airlines flying from Caribbean Islands to Winnipeg

Compare and see reviews for airlines that fly from Caribbean Islands to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 495Free CancellationRating
7.2
3,236 reviews
Search WestJet 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 Islands to Winnipeg?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Caribbean Islands to Winnipeg. momondo saves you time and could save you money on your trip.

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

momondo does allow users to show only those flights to Winnipeg from Caribbean Islands which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Caribbean Islands to Winnipeg flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Caribbean Islands 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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