Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Caribbean to Winnipeg from C$ 718

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 21/5. 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

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Caribbean to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
1:35 p.m. - 9:19 p.m.
NAS
-
YWG
8h 44m
1 stop
Air Canada Logo
8:10 a.m. - 5:30 p.m.
YWG
-
NAS
8h 20m
1 stop
C$ 718Air Canada
Thu, 21 May - Fri, 22 May
Air Canada Logo
1:35 p.m. - 9:19 p.m.
NAS
-
YWG
8h 44m
1 stop
Air Canada Logo
8:10 a.m. - 5:30 p.m.
YWG
-
NAS
8h 20m
1 stop
C$ 720Air Canada
Thu, 21 May - Mon, 25 May
Air Canada Logo
3:05 p.m. - 8:01 p.m.
KIN
-
YWG
28h 56m
2 stops
Air Canada Logo
5:10 a.m. - 1:55 p.m.
YWG
-
KIN
8h 45m
1 stop
C$ 804Air Canada
Fri, 19 Jun - Fri, 10 Jul
WestJet Logo
5:30 p.m. - 10:07 a.m.
KIN
-
YWG
41h 37m
2 stops
WestJet Logo
6:45 a.m. - 3:30 p.m.
YWG
-
KIN
55h 45m
2 stops
C$ 814WestJet
Tue, 17 Feb - Sat, 21 Feb
WestJet Logo
5:30 p.m. - 11:32 a.m.
KIN
-
YWG
19h 02m
1 stop
WestJet Logo
6:45 a.m. - 3:30 p.m.
YWG
-
KIN
55h 45m
2 stops
C$ 818WestJet
Tue, 17 Feb - Sat, 21 Feb
United Airlines Logo
3:59 p.m. - 10:24 p.m.
NAS
-
YWG
7h 25m
1 stop
United Airlines Logo
7:00 a.m. - 2:57 p.m.
YWG
-
NAS
6h 57m
1 stop
C$ 866United Airlines
Sat, 23 May - Tue, 26 May
WestJet Logo
5:30 p.m. - 11:47 p.m.
KIN
-
YWG
31h 17m
2 stops
WestJet Logo
6:45 a.m. - 3:30 p.m.
YWG
-
KIN
55h 45m
2 stops
C$ 867WestJet
Tue, 17 Feb - Sat, 21 Feb
Multiple Airlines Logo
3:30 p.m. - 9:20 a.m.
KIN
-
YWG
17h 50m
2 stops
Multiple Airlines Logo
5:10 p.m. - 11:55 a.m.
YWG
-
KIN
18h 45m
3 stops
C$ 1,110Multiple Airlines
Fri, 19 Jun - Fri, 10 Jul
United Airlines Logo
3:59 p.m. - 10:24 p.m.
NAS
-
YWG
7h 25m
1 stop
United Airlines Logo
7:00 a.m. - 2:57 p.m.
YWG
-
NAS
6h 57m
1 stop
C$ 1,113United Airlines
Fri, 22 May - Mon, 25 May
Multiple Airlines Logo
2:30 p.m. - 7:35 p.m.
KIN
-
YWG
29h 05m
1 stop
Multiple Airlines Logo
5:00 p.m. - 2:30 p.m.
YWG
-
KIN
45h 30m
2 stops
C$ 1,214Multiple Airlines
Sat, 21 Mar - Sat, 28 Mar

WestJet flights from Caribbean to Winnipeg

Our best WestJet deals on Caribbean to Winnipeg flight tickets
WestJet
17 Feb
KIN5:30 p.m.Kingston Norman Manley
41h 37m
2 stops
YWG10:07 a.m.Winnipeg
21 Feb
YWG6:45 a.m.Winnipeg
55h 45m
2 stops
KIN3:30 p.m.Kingston Norman Manley
C$ 814
WestJet
17 Feb
KIN5:30 p.m.Kingston Norman Manley
19h 02m
1 stop
YWG11:32 a.m.Winnipeg
21 Feb
YWG6:45 a.m.Winnipeg
55h 45m
2 stops
KIN3:30 p.m.Kingston Norman Manley
C$ 818
WestJet
17 Feb
KIN5:30 p.m.Kingston Norman Manley
31h 17m
2 stops
YWG11:47 p.m.Winnipeg
21 Feb
YWG6:45 a.m.Winnipeg
55h 45m
2 stops
KIN3:30 p.m.Kingston Norman Manley
C$ 867

Air Canada flights from Caribbean to Winnipeg

Our best Air Canada deals on Caribbean to Winnipeg flight tickets
Air Canada
21 May
NAS1:35 p.m.Nassau Intl
8h 44m
1 stop
YWG9:19 p.m.Winnipeg
22 May
YWG8:10 a.m.Winnipeg
8h 20m
1 stop
NAS5:30 p.m.Nassau Intl
C$ 718
Air Canada
21 May
NAS1:35 p.m.Nassau Intl
8h 44m
1 stop
YWG9:19 p.m.Winnipeg
26 May
YWG8:10 a.m.Winnipeg
8h 20m
1 stop
NAS5:30 p.m.Nassau Intl
C$ 720
Air Canada
19 Jun
KIN3:05 p.m.Kingston Norman Manley
28h 56m
2 stops
YWG8:01 p.m.Winnipeg
10 Jul
YWG5:10 a.m.Winnipeg
8h 45m
1 stop
KIN1:55 p.m.Kingston Norman Manley
C$ 804

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 5 February 2026.
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

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Thu 21/5

1:35 p.m.-9:19 p.m.

1 stop8h 44m

Winnipeg

Fri 22/5

8:10 a.m.-5:30 p.m.

1 stop8h 20m

C$ 718

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Thu 21/5

1:35 p.m.-9:19 p.m.

1 stop8h 44m

Winnipeg

Mon 25/5

8:10 a.m.-5:30 p.m.

1 stop8h 20m

C$ 720

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 19/6

3:05 p.m.-8:01 p.m.

2 stops28h 56m

Winnipeg

Fri 10/7

5:10 a.m.-1:55 p.m.

1 stop8h 45m

C$ 804

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 17/2

5:30 p.m.-10:07 a.m.

2 stops41h 37m

Winnipeg

Sat 21/2

6:45 a.m.-3:30 p.m.

2 stops55h 45m

C$ 814

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 17/2

5:30 p.m.-11:32 a.m.

1 stop19h 02m

Winnipeg

Sat 21/2

6:45 a.m.-3:30 p.m.

2 stops55h 45m

C$ 818

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Sat 23/5

3:59 p.m.-10:24 p.m.

1 stop7h 25m

Winnipeg

Tue 26/5

7:00 a.m.-2:57 p.m.

1 stop6h 57m

C$ 866

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 17/2

5:30 p.m.-11:47 p.m.

2 stops31h 17m

Winnipeg

Sat 21/2

6:45 a.m.-3:30 p.m.

2 stops55h 45m

C$ 867

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 19/6

3:30 p.m.-9:20 a.m.

2 stops17h 50m

Winnipeg

Fri 10/7

5:10 p.m.-11:55 a.m.

3 stops18h 45m

C$ 1,110

NassauWinnipeg

NAS - YWG

NASYWG

Nassau Intl

Fri 22/5

3:59 p.m.-10:24 p.m.

1 stop7h 25m

Winnipeg

Mon 25/5

7:00 a.m.-2:57 p.m.

1 stop6h 57m

C$ 1,113

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Sat 21/3

2:30 p.m.-7:35 p.m.

1 stop29h 05m

Winnipeg

Sat 28/3

5:00 p.m.-2:30 p.m.

2 stops45h 30m

C$ 1,214

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?

You could potentially save up to 45% on your flight if you consider stops on a Caribbean to Winnipeg flight.

Cheap Caribbean to Winnipeg flight deals and tips

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

Fastest flight time

7h 25m

Direct flights

None
The fastest flight from Caribbean to Winnipeg takes 7h 25m
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 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$ 368Free CancellationRating
7.2
3,255 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.

An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 7/3
Sat 14/3
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada