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Cheap flights from Winnipeg to Jamaica from C$ 317

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Jamaica departing on 13/9. 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 Winnipeg to Jamaica

Cheap round-trip flights

Air Canada Logo
11:40 a.m. - 11:10 a.m.YWG-MBJ
47h 30m2 stops
Air Canada Logo
12:10 p.m. - 10:38 a.m.MBJ-YWG
22h 28m1 stop
C$ 633Air Canada
Find Deal
Tue, 9 Sep - Tue, 23 Sep
Logo
7:30 a.m. - 7:53 a.m.YWG-MBJ
24h 23m1 stop
Logo
8:25 p.m. - 11:35 a.m.MBJ-YWG
16h 10m1 stop
C$ 717
Find Deal
Wed, 29 Oct - Sun, 2 Nov
WestJet Logo
9:00 p.m. - 2:33 p.m.YWG-KIN
17h 33m2 stops
WestJet Logo
4:30 p.m. - 12:35 a.m.KIN-YWG
9h 05m1 stop
C$ 720WestJet
Find Deal
Mon, 27 Oct - Mon, 10 Nov
Logo
7:30 a.m. - 7:53 a.m.YWG-MBJ
24h 23m1 stop
Logo
1:25 p.m. - 12:42 a.m.MBJ-YWG
12h 17m1 stop
C$ 720
Find Deal
Wed, 29 Oct - Sun, 2 Nov
United Airlines Logo
4:25 p.m. - 11:43 a.m.YWG-MBJ
19h 18m2 stops
United Airlines Logo
12:52 p.m. - 1:09 p.m.MBJ-YWG
24h 17m2 stops
C$ 737United Airlines
Find Deal
Mon, 15 Sep - Fri, 17 Oct
United Airlines Logo
4:25 p.m. - 11:43 a.m.YWG-MBJ
19h 18m2 stops
United Airlines Logo
12:52 p.m. - 3:31 p.m.MBJ-YWG
26h 39m2 stops
C$ 739United Airlines
Find Deal
Mon, 15 Sep - Fri, 17 Oct
Logo
9:00 a.m. - 11:27 a.m.YWG-KIN
26h 27m2 stops
Logo
6:25 p.m. - 9:41 a.m.KIN-YWG
15h 16m1 stop
C$ 749
Find Deal
Fri, 29 Aug - Wed, 3 Sep
WestJet Logo
2:35 p.m. - 9:26 a.m.YWG-MBJ
18h 51m1 stop
WestJet Logo
10:30 a.m. - 4:58 p.m.MBJ-YWG
30h 28m1 stop
C$ 768WestJet
Find Deal
Tue, 9 Sep - Tue, 23 Sep
Delta Logo
6:40 a.m. - 3:38 p.m.YWG-MBJ
8h 58m2 stops
Delta Logo
1:20 p.m. - 11:25 p.m.MBJ-YWG
10h 05m2 stops
C$ 1,057Delta
Find Deal
Mon, 11 Aug - Wed, 13 Aug
Delta Logo
6:55 p.m. - 2:13 p.m.YWG-MBJ
18h 18m2 stops
Delta Logo
8:00 a.m. - 3:07 p.m.MBJ-YWG
8h 07m1 stop
C$ 1,152Delta
Find Deal
Sat, 27 Dec - Sun, 4 Jan

Air Canada flights from Winnipeg to Jamaica

Our best Air Canada deals on Winnipeg to Jamaica flight tickets
Air Canada
9 Sep
YWG11:40 a.m.Winnipeg
47h 30m
2 stops
MBJ11:10 a.m.Montego Bay Sangster Intl
23 Sep
MBJ12:10 p.m.Montego Bay Sangster Intl
22h 28m
1 stop
YWG10:38 a.m.Winnipeg
C$ 633
Find similar
Air Canada
15 Sep
YWG8:10 p.m.Winnipeg
15h 00m
1 stop
MBJ11:10 a.m.Montego Bay Sangster Intl
17 Oct
MBJ12:10 p.m.Montego Bay Sangster Intl
9h 00m
1 stop
YWG9:10 p.m.Winnipeg
C$ 783
Find similar
Air Canada
15 Sep
YWG7:00 p.m.Winnipeg
16h 10m
1 stop
MBJ11:10 a.m.Montego Bay Sangster Intl
17 Oct
MBJ12:10 p.m.Montego Bay Sangster Intl
9h 00m
1 stop
YWG9:10 p.m.Winnipeg
C$ 825
Find similar

United Airlines flights from Winnipeg to Jamaica

Our best United Airlines deals on Winnipeg to Jamaica flight tickets
United Airlines
4 Aug
YWG2:20 p.m.Winnipeg
24h 50m
2 stops
MBJ3:10 p.m.Montego Bay Sangster Intl
15 Aug
MBJ2:40 p.m.Montego Bay Sangster Intl
22h 29m
2 stops
YWG1:09 p.m.Winnipeg
C$ 650
Find similar
United Airlines
7 Aug
YWG7:00 a.m.Winnipeg
30h 30m
2 stops
MBJ1:30 p.m.Montego Bay Sangster Intl
14 Aug
MBJ2:40 p.m.Montego Bay Sangster Intl
22h 29m
2 stops
YWG1:09 p.m.Winnipeg
C$ 705
Find similar
United Airlines
15 Sep
YWG4:25 p.m.Winnipeg
19h 18m
2 stops
MBJ11:43 a.m.Montego Bay Sangster Intl
17 Oct
MBJ12:52 p.m.Montego Bay Sangster Intl
24h 17m
2 stops
YWG1:09 p.m.Winnipeg
C$ 737
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Jamaica 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 31 July 2025.
Use the filters below to find and compare flights from Winnipeg to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 9/9

11:40 a.m.-11:10 a.m.

2 stops47h 30m

Montego Bay Sangster Intl

Tue 23/9

12:10 p.m.-10:38 a.m.

1 stop22h 28m

C$ 633

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 29/10

7:30 a.m.-7:53 a.m.

1 stop24h 23m

Montego Bay Sangster Intl

Sun 2/11

8:25 p.m.-11:35 a.m.

1 stop16h 10m

C$ 717

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Mon 27/10

9:00 p.m.-2:33 p.m.

2 stops17h 33m

Kingston Norman Manley

Mon 10/11

4:30 p.m.-12:35 a.m.

1 stop9h 05m

C$ 720

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 29/10

7:30 a.m.-7:53 a.m.

1 stop24h 23m

Montego Bay Sangster Intl

Sun 2/11

1:25 p.m.-12:42 a.m.

1 stop12h 17m

C$ 720

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 15/9

4:25 p.m.-11:43 a.m.

2 stops19h 18m

Montego Bay Sangster Intl

Fri 17/10

12:52 p.m.-1:09 p.m.

2 stops24h 17m

C$ 737

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 15/9

4:25 p.m.-11:43 a.m.

2 stops19h 18m

Montego Bay Sangster Intl

Fri 17/10

12:52 p.m.-3:31 p.m.

2 stops26h 39m

C$ 739

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Fri 29/8

9:00 a.m.-11:27 a.m.

2 stops26h 27m

Kingston Norman Manley

Wed 3/9

6:25 p.m.-9:41 a.m.

1 stop15h 16m

C$ 749

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 9/9

2:35 p.m.-9:26 a.m.

1 stop18h 51m

Montego Bay Sangster Intl

Tue 23/9

10:30 a.m.-4:58 p.m.

1 stop30h 28m

C$ 768

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 11/8

6:40 a.m.-3:38 p.m.

2 stops8h 58m

Montego Bay Sangster Intl

Wed 13/8

1:20 p.m.-11:25 p.m.

2 stops10h 05m

C$ 1,057

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 27/12

6:55 p.m.-2:13 p.m.

2 stops18h 18m

Montego Bay Sangster Intl

Sun 4/1

8:00 a.m.-3:07 p.m.

1 stop8h 07m

C$ 1,152

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 Jamaica from

How to get the cheapest flight ticket from Winnipeg to Jamaica

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 Jamaica?

In general, September is the cheapest month to fly from Winnipeg to Jamaica. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around C$ 647. If you aren’t able to travel during the month of September, then book flights to Jamaica from Winnipeg during March instead. Flights to Jamaica in March, while not as cheap as those in September, still average around C$ 654.

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

The cheapest day to depart on your flight to Jamaica is on a Monday when prices can be found for as low as C$ 619. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Jamaica is Thursday, with ticket prices averaging around C$ 894.

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

Our most recent data shows that the best time of day to fly to Jamaica is at noon. Flights from Winnipeg to Jamaica during this time can be as low as C$ 634. Try not to purchase tickets in the morning because they tend to be around C$ 825. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Winnipeg to Jamaica flight route?

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

How far in advance should I book a flight to Jamaica?

You are more likely to see cheaper flights to Jamaica from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around C$ 776 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Winnipeg for as low as C$ 644 on momondo.

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

There are 1 cabin classes available to choose from on Winnipeg to Jamaica 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 Winnipeg to Jamaica flights?

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

Cheap Winnipeg to Jamaica flight deals and tips

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

Best price found

C$ 317

Fastest flight time

5h 30m

Direct flights

Sun

Airports in Jamaica

2 airports
The best one-way flight to Jamaica from Winnipeg in the past 72 hours is C$ 317. The best round-trip flight deal from Winnipeg to Jamaica found on momondo in the last 72 hours is C$ 633.
The fastest flight from Winnipeg to Jamaica takes 5h 30m
Direct flights go from Winnipeg to Jamaica on Sunday. The only airline offering direct flights is WestJet.
There are 2 airports near Jamaica: Kingston Norman Manley (KIN), Montego Bay Sangster Intl (MBJ)
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  • When did momondo last update prices for flights from Winnipeg Airport to Jamaica?

    Prices for flights from Winnipeg Airport to Jamaica refresh daily.

  • How many operators does momondo search for flights from Winnipeg Airport to Jamaica?

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Winnipeg Airport to Jamaica.

  • What documentation or ID do you need to fly to Jamaica?

    The travel and health documents required for your trip to Jamaica 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 Jamaica. 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 Winnipeg to Jamaica?

Best airlines flying from Winnipeg to Jamaica

Compare and see reviews for airlines that fly from Winnipeg to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 486Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
WestJetPriceFrom C$ 501Free CancellationRating
7.2
2,978 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 817Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Jamaica from Winnipeg.

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

Yes. All flights to Jamaica from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Winnipeg and Jamaica by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

If you are simply researching potential flights to Jamaica, momondo offers a useful price alert feature which will track prices for flights to Jamaica from Winnipeg and alert you when they change.

An easier way to manage your Jamaica 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.
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Find better results for your trip to Jamaica

Popular Cities in Jamaica

Popular flights according to clicks in the last 7 days on momondo
Flights to Montego Bayfrom C$ 430
Flights to Kingstonfrom C$ 383