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Cheap flights from Winnipeg to Jamaica from C$ 331

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 15/4. 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

Enter your travel dates to find the best prices.
WestJet Logo
8:00 a.m. - 11:45 a.m.
YWG
-
MBJ
27h 45m
2 stops
WestJet Logo
7:30 p.m. - 9:45 a.m.
MBJ
-
YWG
14h 15m
1 stop
C$ 494WestJet
Sat, 13 Jun - Sun, 21 Jun
WestJet Logo
7:10 p.m. - 11:45 a.m.
YWG
-
MBJ
16h 35m
2 stops
WestJet Logo
7:30 p.m. - 12:15 p.m.
MBJ
-
YWG
16h 45m
2 stops
C$ 499WestJet
Sat, 13 Jun - Sun, 21 Jun
WestJet Logo
9:05 p.m. - 6:30 p.m.
YWG
-
MBJ
21h 25m
2 stops
WestJet Logo
7:30 p.m. - 12:00 p.m.
MBJ
-
YWG
16h 30m
2 stops
C$ 501WestJet
Sat, 13 Jun - Sun, 21 Jun
WestJet Logo
9:05 p.m. - 11:45 a.m.
YWG
-
MBJ
14h 40m
2 stops
WestJet Logo
7:30 p.m. - 9:45 a.m.
MBJ
-
YWG
14h 15m
1 stop
C$ 503WestJet
Sat, 13 Jun - Sat, 27 Jun
WestJet Logo
6:15 a.m. - 6:30 p.m.
YWG
-
MBJ
12h 15m
1 stop
WestJet Logo
12:45 p.m. - 5:15 p.m.
MBJ
-
YWG
28h 30m
1 stop
C$ 506WestJet
Sat, 13 Jun - Sun, 21 Jun
WestJet Logo
10:45 a.m. - 6:30 p.m.
YWG
-
MBJ
7h 45m
1 stop
WestJet Logo
12:45 p.m. - 12:15 p.m.
MBJ
-
YWG
23h 30m
2 stops
C$ 508WestJet
Sat, 13 Jun - Wed, 24 Jun
WestJet Logo
4:25 p.m. - 11:45 a.m.
YWG
-
MBJ
19h 20m
1 stop
WestJet Logo
7:30 p.m. - 9:45 a.m.
MBJ
-
YWG
14h 15m
1 stop
C$ 509WestJet
Sat, 13 Jun - Sun, 21 Jun
WestJet Logo
8:00 a.m. - 1:25 p.m.
YWG
-
MBJ
5h 25mdirect
WestJet Logo
2:25 p.m. - 8:18 p.m.
MBJ
-
YWG
5h 53mdirect
C$ 514WestJet
Sat, 4 Apr - Sat, 11 Apr
Air Canada Logo
12:15 p.m. - 1:55 p.m.
YWG
-
KIN
25h 40m
1 stop
Air Canada Logo
3:05 p.m. - 7:47 p.m.
KIN
-
YWG
28h 42m
2 stops
C$ 713Air Canada
Tue, 5 May - Fri, 8 May
Air Canada Logo
1:25 p.m. - 1:55 p.m.
YWG
-
KIN
24h 30m
2 stops
Air Canada Logo
3:05 p.m. - 3:14 p.m.
KIN
-
YWG
24h 09m
2 stops
C$ 719Air Canada
Tue, 5 May - Mon, 11 May

WestJet flights from Winnipeg to Jamaica

Our best WestJet deals on Winnipeg to Jamaica flight tickets
WestJet
13 Jun
YWG8:00 a.m.Winnipeg
27h 45m
2 stops
MBJ11:45 a.m.Montego Bay Sangster Intl
21 Jun
MBJ7:30 p.m.Montego Bay Sangster Intl
14h 15m
1 stop
YWG9:45 a.m.Winnipeg
C$ 494
WestJet
13 Jun
YWG7:10 p.m.Winnipeg
16h 35m
2 stops
MBJ11:45 a.m.Montego Bay Sangster Intl
21 Jun
MBJ7:30 p.m.Montego Bay Sangster Intl
16h 45m
2 stops
YWG12:15 p.m.Winnipeg
C$ 499
WestJet
13 Jun
YWG9:05 p.m.Winnipeg
21h 25m
2 stops
MBJ6:30 p.m.Montego Bay Sangster Intl
21 Jun
MBJ7:30 p.m.Montego Bay Sangster Intl
16h 30m
2 stops
YWG12:00 p.m.Winnipeg
C$ 501

Air Canada flights from Winnipeg to Jamaica

Our best Air Canada deals on Winnipeg to Jamaica flight tickets
Air Canada
23 Jul
YWG1:30 p.m.Winnipeg
21h 50m
2 stops
MBJ11:20 a.m.Montego Bay Sangster Intl
4 Aug
MBJ12:30 p.m.Montego Bay Sangster Intl
21h 35m
2 stops
YWG10:05 a.m.Winnipeg
C$ 675
Air Canada
28 Jul
YWG7:10 p.m.Winnipeg
16h 10m
1 stop
MBJ11:20 a.m.Montego Bay Sangster Intl
1 Aug
MBJ12:30 p.m.Montego Bay Sangster Intl
27h 50m
1 stop
YWG4:20 p.m.Winnipeg
C$ 686
Air Canada
30 May
YWG3:15 p.m.Winnipeg
20h 05m
1 stop
MBJ11:20 a.m.Montego Bay Sangster Intl
2 Jun
MBJ12:30 p.m.Montego Bay Sangster Intl
22h 38m
1 stop
YWG11:08 a.m.Winnipeg
C$ 711

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 23 March 2026.
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

Cheapest round-trip

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

8:00 a.m.-11:45 a.m.

2 stops27h 45m

Montego Bay Sangster Intl

Sun 21/6

7:30 p.m.-9:45 a.m.

1 stop14h 15m

C$ 494

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

7:10 p.m.-11:45 a.m.

2 stops16h 35m

Montego Bay Sangster Intl

Sun 21/6

7:30 p.m.-12:15 p.m.

2 stops16h 45m

C$ 499

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

9:05 p.m.-6:30 p.m.

2 stops21h 25m

Montego Bay Sangster Intl

Sun 21/6

7:30 p.m.-12:00 p.m.

2 stops16h 30m

C$ 501

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

9:05 p.m.-11:45 a.m.

2 stops14h 40m

Montego Bay Sangster Intl

Sat 27/6

7:30 p.m.-9:45 a.m.

1 stop14h 15m

C$ 503

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

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

1 stop12h 15m

Montego Bay Sangster Intl

Sun 21/6

12:45 p.m.-5:15 p.m.

1 stop28h 30m

C$ 506

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

10:45 a.m.-6:30 p.m.

1 stop7h 45m

Montego Bay Sangster Intl

Wed 24/6

12:45 p.m.-12:15 p.m.

2 stops23h 30m

C$ 508

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 13/6

4:25 p.m.-11:45 a.m.

1 stop19h 20m

Montego Bay Sangster Intl

Sun 21/6

7:30 p.m.-9:45 a.m.

1 stop14h 15m

C$ 509
Quickest round-trip

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 4/4

8:00 a.m.-1:25 p.m.

Nonstop5h 25m

Montego Bay Sangster Intl

Sat 11/4

2:25 p.m.-8:18 p.m.

Nonstop5h 53m

C$ 514

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Tue 5/5

12:15 p.m.-1:55 p.m.

1 stop25h 40m

Kingston Norman Manley

Fri 8/5

3:05 p.m.-7:47 p.m.

2 stops28h 42m

C$ 713

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Tue 5/5

1:25 p.m.-1:55 p.m.

2 stops24h 30m

Kingston Norman Manley

Mon 11/5

3:05 p.m.-3:14 p.m.

2 stops24h 09m

C$ 719

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, April 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$ 728. If you aren’t able to travel during the month of April, then book flights to Jamaica from Winnipeg during May instead. Flights to Jamaica in May, while not as cheap as those in April, still average around C$ 768.

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 Saturday when prices can be found for as low as C$ 827. 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 Sunday, with ticket prices averaging around C$ 945.

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$ 874 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$ 744 on momondo.

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

There is only 1 cabin class 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?

You could potentially save up to 65% on your flight if you consider stops on a Winnipeg to Jamaica flight.

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$ 651

Fastest flight time

8h 15m

Direct flights

Sun

Airports in Jamaica

11 airports
The best flight deal from Winnipeg to Jamaica found on momondo in the last 72 hours is C$ 651
The fastest flight from Winnipeg to Jamaica takes 8h 15m
Direct flights go from Winnipeg to Jamaica on Sunday. There are no airlines offering direct flights.
There are 11 airports in Jamaica. From Winnipeg there are direct flights to Montego Bay Sangster Intl (MBJ).
Search flight deals

  • 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$ 386Free CancellationRating
7.1
10,835 reviews
Search Air Canada flights
WestJetPriceFrom C$ 510Free CancellationRating
7.2
3,300 reviews
Search WestJet 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
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