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Cheap flights from Jamaica to Winnipeg from C$ 377

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jamaica to Winnipeg departing on 31/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Jamaica to Winnipeg

Recent round-trip flight deals from Jamaica to Winnipeg

WestJet Logo
4:30 p.m. - 10:47 p.m.KIN-YWG
55h 17m2 stops
WestJet Logo
12:20 p.m. - 2:30 p.m.YWG-KIN
26h 10m1 stop
C$ 960WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar
WestJet Logo
4:30 p.m. - 11:32 a.m.KIN-YWG
20h 02m1 stop
WestJet Logo
5:00 a.m. - 2:30 p.m.YWG-KIN
9h 30m1 stop
C$ 964WestJet
Find Deal
Fri, 6 Mar - Mon, 9 Mar

WestJet flights from Jamaica to Winnipeg

Our best WestJet deals on Jamaica to Winnipeg flight tickets
WestJet
6 Mar
KIN4:30 p.m.Kingston Norman Manley
55h 17m
2 stops
YWG10:47 p.m.Winnipeg
9 Mar
YWG12:20 p.m.Winnipeg
26h 10m
1 stop
KIN2:30 p.m.Kingston Norman Manley
C$ 960
Find similar
WestJet
6 Mar
KIN4:30 p.m.Kingston Norman Manley
20h 02m
1 stop
YWG11:32 a.m.Winnipeg
9 Mar
YWG5:00 a.m.Winnipeg
9h 30m
1 stop
KIN2:30 p.m.Kingston Norman Manley
C$ 964
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jamaica 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 September 2025.
Use the filters below to find and compare flights from Jamaica to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

4:30 p.m.-10:47 p.m.

2 stops55h 17m

Winnipeg

Mon 9/3

12:20 p.m.-2:30 p.m.

1 stop26h 10m

C$ 960

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 6/3

4:30 p.m.-11:32 a.m.

1 stop20h 02m

Winnipeg

Mon 9/3

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

1 stop9h 30m

C$ 964

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 31/10

12:14 p.m.-12:41 a.m.

3 stops36h 27m

C$ 377

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 31/10

3:30 p.m.-7:35 p.m.

1 stop28h 05m

C$ 425

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Fri 31/10

12:14 p.m.-11:35 a.m.

2 stops23h 21m

C$ 435

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 23/9

1:45 p.m.-10:35 a.m.

1 stop20h 50m

C$ 441

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Thu 25/9

1:45 p.m.-10:40 a.m.

2 stops20h 55m

C$ 482

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 23/9

12:08 p.m.-3:00 p.m.

3 stops26h 52m

C$ 492

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Tue 23/9

2:59 p.m.-11:26 a.m.

3 stops44h 27m

C$ 500

KingstonWinnipeg

KIN - YWG

KINYWG

Kingston Norman Manley

Thu 25/9

12:08 p.m.-6:15 p.m.

3 stops54h 07m

C$ 514

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Winnipeg from

How to get the cheapest flight ticket from Jamaica 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 month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Jamaica is in February. Flight prices, which tend to average around C$ 597, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of February, then departing from Jamaica during the month October is also very affordable. Most momondo users find prices during this month for around C$ 771.

What is the cheapest day to depart on your flight to Winnipeg?

Our data shows that Saturday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 658. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Wednesday is C$ 1,401.

What is the cheapest time of day to depart on your flight to Winnipeg?

At noon is the cheapest time of day to fly from Jamaica to Winnipeg when you can find flight prices for as low as C$ 580. Flying to Winnipeg at noon is an ideal time because this is during off-peak travel hours. Flights to Winnipeg are more costly in the morning, with an average ticket price of C$ 827. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Jamaica to Winnipeg flight route?

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

What cabin class options are available on Jamaica to Winnipeg flights?

There is only 1 cabin class available to choose from on Jamaica 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 Jamaica to Winnipeg flights?

No. A direct flight is the cheapest option for a flight between Jamaica to Winnipeg.

Cheap Jamaica to Winnipeg flight deals and tips

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

Direct flights

None
There are no direct flights from Jamaica to Winnipeg. There are no popular flight routes from Jamaica to Winnipeg.
Search flight deals

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

    Prices for flights from Jamaica to Winnipeg Airport refresh daily.

  • How old do you have to be to fly from Jamaica 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 Jamaica to Winnipeg Airport.

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

    The required travel and health documents for your Winnipeg Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Winnipeg Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

Best airlines flying from Jamaica to Winnipeg

Compare and see reviews for airlines that fly from Jamaica to Winnipeg with momondo
Airline
Rating
Free Cancellation
Price
WestJetPriceFrom C$ 492Free CancellationRating
7.2
3,093 reviews
Search WestJet flights
Air CanadaPriceFrom C$ 679Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights

Travelling to a place near Winnipeg?

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

Why use momondo?

Why should I use momondo to find a flight deal from Jamaica to Winnipeg?

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

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

Yes. momondo enables you to select and highlight flights to Winnipeg from Jamaica with this policy.

How can momondo help me find flights from Jamaica to Winnipeg?

Once all potential Jamaica to Winnipeg flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Winnipeg from Jamaica. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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