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Cheap flights from Caribbean to Winnipeg from C$ 321

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 1/2. 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.
WestJet Logo
4:30 p.m. - 11:35 a.m.
KIN
-
YWG
20h 05m1 stop
WestJet Logo
5:00 a.m. - 3:33 p.m.
YWG
-
KIN
9h 33m1 stop
C$ 1,903WestJet
Wed, 7 Jan - Fri, 16 Jan
American Airlines Logo
1:39 p.m. - 11:35 p.m.
KIN
-
YWG
58h 56m3 stops
American Airlines Logo
12:10 p.m. - 2:26 p.m.
YWG
-
KIN
25h 16m3 stops
C$ 4,096American Airlines
Wed, 7 Jan - Fri, 16 Jan
Delta Logo
9:00 a.m. - 11:38 p.m.
KIN
-
YWG
15h 38m2 stops
Delta Logo
6:40 a.m. - 8:00 p.m.
YWG
-
KIN
12h 20m2 stops
C$ 4,134Delta
Wed, 7 Jan - Fri, 16 Jan

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 20 December 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

Wed 7/1

4:30 p.m.-11:35 a.m.

1 stop20h 05m

Winnipeg

Fri 16/1

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

1 stop9h 33m

C$ 1,902

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 7/1

1:39 p.m.-11:35 p.m.

3 stops58h 56m

Winnipeg

Fri 16/1

12:10 p.m.-2:26 p.m.

3 stops25h 16m

C$ 4,096

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 7/1

9:00 a.m.-11:38 p.m.

2 stops15h 38m

Winnipeg

Fri 16/1

6:40 a.m.-8:00 p.m.

2 stops12h 20m

C$ 4,134

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Sun 1/2

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

1 stop9h 20m

C$ 321

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Sun 1/2

3:15 p.m.-11:13 a.m.

2 stops20h 58m

C$ 361

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Sun 1/2

8:45 p.m.-12:40 a.m.

3 stops28h 55m

C$ 469

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$ 444

Fastest flight time

9h 05m

Direct flights

None
The best one-way flight to Winnipeg from Caribbean in the past 72 hours is C$ 444. The best round-trip flight deal from Caribbean to Winnipeg found on momondo in the last 72 hours is C$ 789.
The fastest flight from Caribbean to Winnipeg takes 9h 05m
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$ 491Free CancellationRating
7.2
3,207 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 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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