What is the cheapest airline that flies from Winnipeg to Jamaica?

Air Canada and United Airlines are the most popular carriers operating from Winnipeg to Jamaica

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?

As of November 2026, there are 2 operators available to choose from 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.

C$ 326 Cheap Flights from Winnipeg to Jamaica in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to Jamaica

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 a.m. - 1:30 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

26h 30m1 stop Toronto Pearson Intl

2:30 p.m. - 10:15 a.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

19h 45m1 stop Toronto Pearson Intl

C$ 566Flair Airlines

Sun, 17 Jan - Sun, 24 Jan

11:00 a.m. - 6:55 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

31h 55m2 stops Toronto Pearson Intl Ottawa

2:30 p.m. - 12:05 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

21h 35m1 stop Toronto Pearson Intl

C$ 592Multiple Airlines

Sat, 23 Jan - Mon, 1 Feb

11:00 a.m. - 6:55 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

31h 55m2 stops Toronto Pearson Intl Ottawa

8:35 p.m. - 10:15 a.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

13h 40m1 stop Toronto Pearson Intl

C$ 597Multiple Airlines

Sat, 16 Jan - Sat, 23 Jan

11:00 a.m. - 6:55 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

31h 55m2 stops Toronto Pearson Intl Ottawa

8:35 p.m. - 10:15 a.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

13h 40m1 stop Toronto Pearson Intl

C$ 609Multiple Airlines

Sat, 16 Jan - Sat, 23 Jan

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 622Air Canada

Sun, 6 Dec - Sun, 13 Dec

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 623Air Canada

Sun, 6 Dec - Sun, 13 Dec

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 623Air Canada

Sun, 6 Dec - Sun, 13 Dec

6:00 a.m. - 1:45 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

7h 45m1 stop Toronto Pearson Intl

1:50 p.m. - 11:05 a.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

21h 15m1 stop Toronto Pearson Intl

C$ 633WestJet

Wed, 10 Mar - Wed, 17 Mar

10:35 a.m. - 7:35 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

9h 00m1 stop Toronto Pearson Intl

2:50 p.m. - 12:05 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

21h 15m1 stop Toronto Pearson Intl

C$ 633WestJet

Thu, 4 Mar - Thu, 11 Mar

10:35 a.m. - 1:35 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

27h 00m1 stop Toronto Pearson Intl

1:40 p.m. - 11:05 a.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

21h 25m1 stop Toronto Pearson Intl

C$ 633WestJet

Mon, 8 Mar - Mon, 15 Mar

Cheap direct flights

Enter your travel dates to find the best prices.

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 622Air Canada

Sun, 6 Dec - Sun, 13 Dec

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 623Air Canada

Sun, 6 Dec - Sun, 13 Dec

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 623Air Canada

Sun, 6 Dec - Sun, 13 Dec

8:20 a.m. - 1:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

2:40 p.m. - 8:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 785Air Canada

Sun, 4 Apr - Sun, 11 Apr

6:10 a.m. - 11:45 a.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 35mdirect

12:45 p.m. - 6:45 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

6h 00mdirect

C$ 802WestJet

Sun, 7 Mar - Sun, 14 Mar

6:10 a.m. - 11:45 a.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 35mdirect

12:45 p.m. - 6:45 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

6h 00mdirect

C$ 813WestJet

Sun, 7 Mar - Sun, 14 Mar

8:00 a.m. - 1:35 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 35mdirect

2:35 p.m. - 8:35 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

6h 00mdirect

C$ 833WestJet

Sat, 3 Apr - Sat, 10 Apr

6:10 a.m. - 11:45 a.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 35mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 961Multiple Airlines

Sun, 7 Mar - Sun, 7 Mar

6:10 a.m. - 11:45 a.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 35mdirect

3:40 p.m. - 9:20 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

5h 40mdirect

C$ 1,002Multiple Airlines

Sun, 27 Dec - Sun, 27 Dec

9:20 a.m. - 2:40 p.m.YWG Winnipeg-MBJ Montego Bay Sangster Intl

5h 20mdirect

3:50 p.m. - 9:50 p.m.MBJ Montego Bay Sangster Intl-YWG Winnipeg

6h 00mdirect

C$ 1,259Multiple Airlines

Sun, 20 Dec - Sat, 9 Jan

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Flair Airlines flights from Winnipeg to Jamaica

Our best Flair Airlines deals on Winnipeg to Jamaica flight tickets

Flair Airlines

17 Jan

YWG11:00 a.m.Winnipeg

26h 30m

1 stop

MBJ1:30 p.m.Montego Bay Sangster Intl

24 Jan

MBJ2:30 p.m.Montego Bay Sangster Intl

19h 45m

1 stop

YWG10:15 a.m.Winnipeg

C$ 566

Flair Airlines

5 Dec

YWG11:00 a.m.Winnipeg

31h 55m

1 stop

KIN6:55 p.m.Kingston Norman Manley

8 Dec

KIN7:55 p.m.Kingston Norman Manley

14h 20m

1 stop

YWG10:15 a.m.Winnipeg

C$ 796

Flair Airlines

5 Dec

YWG11:00 a.m.Winnipeg

31h 55m

1 stop

KIN6:55 p.m.Kingston Norman Manley

10 Dec

KIN7:55 p.m.Kingston Norman Manley

14h 20m

1 stop

YWG10:15 a.m.Winnipeg

C$ 820

Air Canada flights from Winnipeg to Jamaica

Our best Air Canada deals on Winnipeg to Jamaica flight tickets

Air Canada

6 Dec

YWG9:20 a.m.Winnipeg

5h 20m

MBJ2:40 p.m.Montego Bay Sangster Intl

13 Dec

MBJ3:40 p.m.Montego Bay Sangster Intl

5h 40m

YWG9:20 p.m.Winnipeg

C$ 622

Air Canada

6 Dec

YWG9:20 a.m.Winnipeg

5h 20m

MBJ2:40 p.m.Montego Bay Sangster Intl

13 Dec

MBJ3:40 p.m.Montego Bay Sangster Intl

5h 40m

YWG9:20 p.m.Winnipeg

C$ 623

Air Canada

6 Dec

YWG9:20 a.m.Winnipeg

5h 20m

MBJ2:40 p.m.Montego Bay Sangster Intl

13 Dec

MBJ3:10 p.m.Montego Bay Sangster Intl

20h 05m

2 stops

YWG11:15 a.m.Winnipeg

C$ 630

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sun 17/1

11:00 a.m.-1:30 p.m.

1 stop26h 30m

Montego Bay Sangster Intl

Sun 24/1

2:30 p.m.-10:15 a.m.

1 stop19h 45m

C$ 566

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sat 23/1

11:00 a.m.-6:55 p.m.

2 stops31h 55m

Montego Bay Sangster Intl

Mon 1/2

2:30 p.m.-12:05 p.m.

1 stop21h 35m

C$ 592

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sat 16/1

11:00 a.m.-6:55 p.m.

2 stops31h 55m

Montego Bay Sangster Intl

Sat 23/1

8:35 p.m.-10:15 a.m.

1 stop13h 40m

C$ 597

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sat 16/1

11:00 a.m.-6:55 p.m.

2 stops31h 55m

Montego Bay Sangster Intl

Sat 23/1

8:35 p.m.-10:15 a.m.

1 stop13h 40m

C$ 609

Quickest round-trip

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sun 6/12

9:20 a.m.-2:40 p.m.

Nonstop5h 20m

Montego Bay Sangster Intl

Sun 13/12

3:40 p.m.-9:20 p.m.

Nonstop5h 40m

C$ 622

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sun 6/12

9:20 a.m.-2:40 p.m.

Nonstop5h 20m

Montego Bay Sangster Intl

Sun 13/12

3:40 p.m.-9:20 p.m.

Nonstop5h 40m

C$ 623

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Sun 6/12

9:20 a.m.-2:40 p.m.

Nonstop5h 20m

Montego Bay Sangster Intl

Sun 13/12

3:40 p.m.-9:20 p.m.

Nonstop5h 40m

C$ 623

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Wed 10/3

6:00 a.m.-1:45 p.m.

1 stop7h 45m

Montego Bay Sangster Intl

Wed 17/3

1:50 p.m.-11:05 a.m.

1 stop21h 15m

C$ 633

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Thu 4/3

10:35 a.m.-7:35 p.m.

1 stop9h 00m

Montego Bay Sangster Intl

Thu 11/3

2:50 p.m.-12:05 p.m.

1 stop21h 15m

C$ 633

WinnipegMontego Bay

YWG Winnipeg - MBJ Montego Bay Sangster Intl

YWGMBJ

Winnipeg

Mon 8/3

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

1 stop27h 00m

Montego Bay Sangster Intl

Mon 15/3

1:40 p.m.-11:05 a.m.

1 stop21h 25m

C$ 633

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

What is the cheapest month to fly to Jamaica?

In general, October 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$ 639. If you aren’t able to travel during the month of October, then book flights to Jamaica from Winnipeg during April instead. Flights to Jamaica in April, while not as cheap as those in October, still average around C$ 701.

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$ 771. 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$ 854.

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 from Winnipeg 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$ 843 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$ 648 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?

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$ 326
Fastest flight time	5h 20m
Direct flights	Mon and Sun
Airports in Jamaica	11 airports

The best one-way flight to Jamaica from Winnipeg in the past 72 hours is C$ 326. The best round-trip flight deal from Winnipeg to Jamaica found on momondo in the last 72 hours is C$ 566.

The fastest flight from Winnipeg to Jamaica takes 5h 20m

Direct flights go from Winnipeg to Jamaica on Monday and Sunday. The only airline offering direct flights is Air Canada.

There are 11 airports in Jamaica. From Winnipeg there are direct flights to Montego Bay Sangster Intl (MBJ).

Search flight deals

Frequently asked questions about flying from Winnipeg to Jamaica

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?
As of November 2026, there are 2 operators available to choose from 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?
Based on momondo bookings for flights between Winnipeg and Jamaica, the leading plane model is Boeing 737 MAX 8, making up 78.85% of the total bookings. Other popular models include Boeing 737-800 Passenger/BBJ2 (winglets) with 13.46%, Boeing 737 with 3.85%, and Boeing 737-700 Passenger/BBJ1 (winglets) with 1.92%.

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 Canada	PriceFrom C$ 462	Free Cancellation	Rating 7.1 11,861 reviews		Search Air Canada flights
WestJet	PriceFrom C$ 495	Free Cancellation	Rating 7.2 3,441 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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Complete your trip

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Popular Cities in Jamaica

Flights to Montego Bayfrom C$ 327

Flights to Kingstonfrom C$ 489

Cheap flights from Winnipeg to Jamaica from C$ 326

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 6/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Winnipeg to Jamaica

Cheap round-trip flights

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Cheap last-minute flights

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Big names, great deals

Big names, great deals

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Filter for what you want

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Flair Airlines flights from Winnipeg to Jamaica

Our best Flair Airlines deals on Winnipeg to Jamaica flight tickets

Air Canada flights from Winnipeg to Jamaica

Our best Air Canada deals on Winnipeg to Jamaica flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Winnipeg to Jamaica that are best for you.

See travel insights to Jamaica from

How to get the cheapest flight ticket from Winnipeg to Jamaica

What is the cheapest month to fly to Jamaica?

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

What is the cheapest Winnipeg to Jamaica flight route?

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

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

Can stopping save me money on Winnipeg to Jamaica flights?

What is the cheapest airline that flies from Winnipeg to Jamaica?

Cheap Winnipeg to Jamaica flight deals and tips

Best price found

Fastest flight time

Direct flights

Airports in Jamaica

Frequently asked questions about flying 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

Why use momondo?

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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Jamaica

Popular Cities in Jamaica

Popular flights according to clicks in the last 7 days on momondo

Winnipeg flight routes

According to popular flight searches on momondo this year

Jamaica flight routes

According to popular flight searches on momondo this year

Fly your favourite airline to Jamaica

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Jamaica

List of cabin classes available on flights landing in Jamaica. Availability may vary depending on flight origin and airline.

Complete your trip to Jamaica

Explore popular destinations other users love

According to popular flight searches on momondo this year