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Cheap flights from Caribbean Islands to Winnipeg from C$ 410

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 7/5. 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.
United Airlines Logo
2:53 p.m. - 11:52 a.m.
NAS
-
YWG
21h 59m
2 stops
United Airlines Logo
2:00 p.m. - 2:57 p.m.
YWG
-
NAS
23h 57m
1 stop
C$ 658United Airlines
Tue, 12 May - Tue, 19 May
United Airlines Logo
12:35 p.m. - 8:57 p.m.
NAS
-
YWG
33h 22m
2 stops
United Airlines Logo
8:45 a.m. - 1:47 p.m.
YWG
-
NAS
28h 02m
2 stops
C$ 717United Airlines
Wed, 6 May - Tue, 12 May
Multiple Airlines Logo
3:05 p.m. - 11:08 a.m.
KIN
-
YWG
20h 03m
1 stop
Multiple Airlines Logo
10:45 a.m. - 2:30 p.m.
YWG
-
KIN
27h 45m
1 stop
C$ 761Multiple Airlines
Tue, 12 May - Tue, 19 May
Multiple Airlines Logo
3:05 p.m. - 10:09 a.m.
KIN
-
YWG
43h 04m
2 stops
Multiple Airlines Logo
4:55 p.m. - 2:30 p.m.
YWG
-
KIN
21h 35m
2 stops
C$ 765Multiple Airlines
Tue, 12 May - Tue, 19 May
Multiple Airlines Logo
3:05 p.m. - 8:40 a.m.
KIN
-
YWG
17h 35m
1 stop
Multiple Airlines Logo
9:05 p.m. - 2:30 p.m.
YWG
-
KIN
41h 25m
2 stops
C$ 791Multiple Airlines
Wed, 13 May - Wed, 20 May
United Airlines Logo
2:53 p.m. - 11:52 a.m.
NAS
-
YWG
21h 59m
2 stops
United Airlines Logo
8:10 a.m. - 1:33 p.m.
YWG
-
NAS
28h 23m
2 stops
C$ 820United Airlines
Tue, 12 May - Tue, 19 May
Multiple Airlines Logo
6:25 p.m. - 9:45 a.m.
KIN
-
YWG
15h 20m
1 stop
Multiple Airlines Logo
9:05 p.m. - 2:30 p.m.
YWG
-
KIN
17h 25m
2 stops
C$ 849Multiple Airlines
Mon, 1 Jun - Thu, 11 Jun
Multiple Airlines Logo
3:05 p.m. - 10:09 a.m.
KIN
-
YWG
19h 04m
2 stops
Multiple Airlines Logo
9:25 a.m. - 10:25 a.m.
YWG
-
KIN
25h 00m
2 stops
C$ 853Multiple Airlines
Wed, 13 May - Wed, 20 May
Air Canada Logo
3:05 p.m. - 11:08 a.m.
KIN
-
YWG
20h 03m
1 stop
Air Canada Logo
1:30 p.m. - 1:55 p.m.
YWG
-
KIN
24h 25m
2 stops
C$ 886Air Canada
Mon, 11 May - Tue, 30 Jun
Air Canada Logo
6:30 p.m. - 11:15 a.m.
NAS
-
YWG
17h 45m
1 stop
Air Canada Logo
5:10 a.m. - 5:30 p.m.
YWG
-
NAS
11h 20m
1 stop
C$ 1,011Air Canada
Mon, 22 Jun - Mon, 29 Jun

United Airlines flights from Caribbean Islands to Winnipeg

Our best United Airlines deals on Caribbean Islands to Winnipeg flight tickets
United Airlines
12 May
NAS2:53 p.m.Nassau Intl
21h 59m
2 stops
YWG11:52 a.m.Winnipeg
19 May
YWG2:00 p.m.Winnipeg
23h 57m
1 stop
NAS2:57 p.m.Nassau Intl
C$ 658
United Airlines
6 May
NAS12:35 p.m.Nassau Intl
33h 22m
2 stops
YWG8:57 p.m.Winnipeg
12 May
YWG8:45 a.m.Winnipeg
28h 02m
2 stops
NAS1:47 p.m.Nassau Intl
C$ 717
United Airlines
12 May
NAS2:53 p.m.Nassau Intl
21h 59m
2 stops
YWG11:52 a.m.Winnipeg
19 May
YWG8:10 a.m.Winnipeg
28h 23m
2 stops
NAS1:33 p.m.Nassau Intl
C$ 820

Air Canada flights from Caribbean Islands to Winnipeg

Our best Air Canada deals on Caribbean Islands to Winnipeg flight tickets
Air Canada
11 May
KIN3:05 p.m.Kingston Norman Manley
20h 03m
1 stop
YWG11:08 a.m.Winnipeg
30 Jun
YWG1:30 p.m.Winnipeg
24h 25m
2 stops
KIN1:55 p.m.Kingston Norman Manley
C$ 886
Air Canada
22 Jun
NAS6:30 p.m.Nassau Intl
17h 45m
1 stop
YWG11:15 a.m.Winnipeg
29 Jun
YWG5:10 a.m.Winnipeg
11h 20m
1 stop
NAS5:30 p.m.Nassau Intl
C$ 1,011
Air Canada
4 May
KIN3:05 p.m.Kingston Norman Manley
20h 03m
1 stop
YWG11:08 a.m.Winnipeg
9 Jun
YWG8:10 a.m.Winnipeg
29h 45m
1 stop
KIN1:55 p.m.Kingston Norman Manley
C$ 1,064

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 16 April 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

Cheapest round-trip

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Tue 12/5

2:53 p.m.-11:52 a.m.

2 stops21h 59m

Winnipeg

Tue 19/5

2:00 p.m.-2:57 p.m.

1 stop23h 57m

C$ 658

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Wed 6/5

12:35 p.m.-8:57 p.m.

2 stops33h 22m

Winnipeg

Tue 12/5

8:45 a.m.-1:47 p.m.

2 stops28h 02m

C$ 717

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 12/5

3:05 p.m.-11:08 a.m.

1 stop20h 03m

Winnipeg

Tue 19/5

10:45 a.m.-2:30 p.m.

1 stop27h 45m

C$ 761

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 12/5

3:05 p.m.-10:09 a.m.

2 stops43h 04m

Winnipeg

Tue 19/5

4:55 p.m.-2:30 p.m.

2 stops21h 35m

C$ 765

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 13/5

3:05 p.m.-8:40 a.m.

1 stop17h 35m

Winnipeg

Wed 20/5

9:05 p.m.-2:30 p.m.

2 stops41h 25m

C$ 791

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Tue 12/5

2:53 p.m.-11:52 a.m.

2 stops21h 59m

Winnipeg

Tue 19/5

8:10 a.m.-1:33 p.m.

2 stops28h 23m

C$ 820

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 1/6

6:25 p.m.-9:45 a.m.

1 stop15h 20m

Winnipeg

Thu 11/6

9:05 p.m.-2:30 p.m.

2 stops17h 25m

C$ 849

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Wed 13/5

3:05 p.m.-10:09 a.m.

2 stops19h 04m

Winnipeg

Wed 20/5

9:25 a.m.-10:25 a.m.

2 stops25h 00m

C$ 853

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Mon 11/5

3:05 p.m.-11:08 a.m.

1 stop20h 03m

Winnipeg

Tue 30/6

1:30 p.m.-1:55 p.m.

2 stops24h 25m

C$ 886
Quickest round-trip

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Mon 22/6

6:30 p.m.-11:15 a.m.

1 stop17h 45m

Winnipeg

Mon 29/6

5:10 a.m.-5:30 p.m.

1 stop11h 20m

C$ 1,011

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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.

Can stopping save me money on Caribbean Islands to Winnipeg flights?

You could potentially save up to 2% on your flight if you consider stops on a Caribbean Islands to Winnipeg flight.

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

15h 20m

Direct flights

None
The fastest flight from Caribbean Islands to Winnipeg takes 15h 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

Frequently asked questions about flying from Caribbean Islands to Winnipeg

  • 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$ 370Free CancellationRating
7.2
3,321 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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