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Cheap flights from Winnipeg to Jamaica from C$ 340

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 29/6. 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

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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.
United Airlines Logo
2:00 p.m. - 12:50 p.m.
YWG
-
MBJ
22h 50m
1 stop
United Airlines Logo
2:40 p.m. - 11:52 a.m.
MBJ
-
YWG
21h 12m
2 stops
C$ 632United Airlines
Sun, 19 Apr - Sun, 10 May
United Airlines Logo
2:00 p.m. - 12:50 p.m.
YWG
-
MBJ
22h 50m
1 stop
United Airlines Logo
1:52 p.m. - 11:52 a.m.
MBJ
-
YWG
22h 00m
1 stop
C$ 665United Airlines
Fri, 10 Apr - Fri, 24 Apr
WestJet Logo
4:25 p.m. - 11:45 a.m.
YWG
-
MBJ
19h 20m
1 stop
WestJet Logo
12:45 p.m. - 12:55 a.m.
MBJ
-
YWG
12h 10m
1 stop
C$ 668WestJet
Thu, 21 May - Thu, 11 Jun
WestJet Logo
2:55 p.m. - 11:45 a.m.
YWG
-
MBJ
20h 50m
2 stops
WestJet Logo
12:45 p.m. - 2:15 p.m.
MBJ
-
YWG
25h 30m
2 stops
C$ 673WestJet
Thu, 21 May - Thu, 11 Jun
WestJet Logo
6:05 p.m. - 11:45 a.m.
YWG
-
MBJ
17h 40m
1 stop
WestJet Logo
12:45 p.m. - 2:15 p.m.
MBJ
-
YWG
25h 30m
2 stops
C$ 677WestJet
Thu, 21 May - Thu, 11 Jun
WestJet Logo
8:00 a.m. - 11:45 a.m.
YWG
-
MBJ
27h 45m
2 stops
WestJet Logo
12:45 p.m. - 2:15 p.m.
MBJ
-
YWG
25h 30m
2 stops
C$ 679WestJet
Thu, 21 May - Thu, 11 Jun
WestJet Logo
6:15 a.m. - 11:45 a.m.
YWG
-
MBJ
29h 30m
1 stop
WestJet Logo
12:45 p.m. - 2:15 p.m.
MBJ
-
YWG
49h 30m
2 stops
C$ 683WestJet
Thu, 21 May - Thu, 11 Jun
WestJet Logo
6:15 a.m. - 11:45 a.m.
YWG
-
MBJ
29h 30m
1 stop
WestJet Logo
12:45 p.m. - 5:15 p.m.
MBJ
-
YWG
28h 30m
1 stop
C$ 687WestJet
Thu, 21 May - Thu, 11 Jun
United Airlines Logo
2:00 p.m. - 1:30 p.m.
YWG
-
MBJ
23h 30m
2 stops
United Airlines Logo
4:12 p.m. - 11:52 a.m.
MBJ
-
YWG
19h 40m
2 stops
C$ 690United Airlines
Fri, 10 Apr - Fri, 24 Apr
Multiple Airlines Logo
6:55 p.m. - 4:24 p.m.
YWG
-
KIN
20h 29m
2 stops
Multiple Airlines Logo
12:17 p.m. - 6:05 p.m.
KIN
-
YWG
29h 48m
3 stops
C$ 871Multiple Airlines
Mon, 2 Mar - Mon, 9 Mar

United Airlines flights from Winnipeg to Jamaica

Our best United Airlines deals on Winnipeg to Jamaica flight tickets
United Airlines
19 Apr
YWG2:00 p.m.Winnipeg
22h 50m
1 stop
MBJ12:50 p.m.Montego Bay Sangster Intl
10 May
MBJ2:40 p.m.Montego Bay Sangster Intl
21h 12m
2 stops
YWG11:52 a.m.Winnipeg
C$ 632
United Airlines
10 Apr
YWG2:00 p.m.Winnipeg
23h 30m
2 stops
MBJ1:30 p.m.Montego Bay Sangster Intl
24 Apr
MBJ1:52 p.m.Montego Bay Sangster Intl
22h 00m
1 stop
YWG11:52 a.m.Winnipeg
C$ 665
United Airlines
10 Apr
YWG2:00 p.m.Winnipeg
23h 30m
2 stops
MBJ1:30 p.m.Montego Bay Sangster Intl
24 Apr
MBJ4:12 p.m.Montego Bay Sangster Intl
19h 40m
2 stops
YWG11:52 a.m.Winnipeg
C$ 690

WestJet flights from Winnipeg to Jamaica

Our best WestJet deals on Winnipeg to Jamaica flight tickets
WestJet
21 May
YWG4:25 p.m.Winnipeg
19h 20m
1 stop
MBJ11:45 a.m.Montego Bay Sangster Intl
11 Jun
MBJ12:45 p.m.Montego Bay Sangster Intl
12h 10m
1 stop
YWG12:55 a.m.Winnipeg
C$ 668
WestJet
21 May
YWG10:45 a.m.Winnipeg
25h 00m
1 stop
MBJ11:45 a.m.Montego Bay Sangster Intl
11 Jun
MBJ12:45 p.m.Montego Bay Sangster Intl
28h 30m
1 stop
YWG5:15 p.m.Winnipeg
C$ 671
WestJet
21 May
YWG2:55 p.m.Winnipeg
20h 50m
2 stops
MBJ11:45 a.m.Montego Bay Sangster Intl
11 Jun
MBJ12:45 p.m.Montego Bay Sangster Intl
25h 30m
2 stops
YWG2:15 p.m.Winnipeg
C$ 673

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 4 February 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

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sun 19/4

2:00 p.m.-12:50 p.m.

1 stop22h 50m

Montego Bay Sangster Intl

Sun 10/5

2:40 p.m.-11:52 a.m.

2 stops21h 12m

C$ 632

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 10/4

2:00 p.m.-12:50 p.m.

1 stop22h 50m

Montego Bay Sangster Intl

Fri 24/4

1:52 p.m.-11:52 a.m.

1 stop22h 00m

C$ 665

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 21/5

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

1 stop19h 20m

Montego Bay Sangster Intl

Thu 11/6

12:45 p.m.-12:55 a.m.

1 stop12h 10m

C$ 668

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 21/5

2:55 p.m.-11:45 a.m.

2 stops20h 50m

Montego Bay Sangster Intl

Thu 11/6

12:45 p.m.-2:15 p.m.

2 stops25h 30m

C$ 673

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 21/5

6:05 p.m.-11:45 a.m.

1 stop17h 40m

Montego Bay Sangster Intl

Thu 11/6

12:45 p.m.-2:15 p.m.

2 stops25h 30m

C$ 677

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 21/5

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

2 stops27h 45m

Montego Bay Sangster Intl

Thu 11/6

12:45 p.m.-2:15 p.m.

2 stops25h 30m

C$ 679

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 21/5

6:15 a.m.-11:45 a.m.

1 stop29h 30m

Montego Bay Sangster Intl

Thu 11/6

12:45 p.m.-2:15 p.m.

2 stops49h 30m

C$ 683

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 21/5

6:15 a.m.-11:45 a.m.

1 stop29h 30m

Montego Bay Sangster Intl

Thu 11/6

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

1 stop28h 30m

C$ 687

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 10/4

2:00 p.m.-1:30 p.m.

2 stops23h 30m

Montego Bay Sangster Intl

Fri 24/4

4:12 p.m.-11:52 a.m.

2 stops19h 40m

C$ 690

WinnipegKingston

YWG - KIN

YWGKIN

Winnipeg

Mon 2/3

6:55 p.m.-4:24 p.m.

2 stops20h 29m

Kingston Norman Manley

Mon 9/3

12:17 p.m.-6:05 p.m.

3 stops29h 48m

C$ 871

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$ 658. If you aren’t able to travel during the month of April, then book flights to Jamaica from Winnipeg during September instead. Flights to Jamaica in September, while not as cheap as those in April, still average around C$ 706.

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$ 851. 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$ 959.

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$ 846 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$ 695 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

Fastest flight time

16h 44m

Direct flights

Sun

Airports in Jamaica

11 airports
The fastest flight from Winnipeg to Jamaica takes 16h 44m
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$ 435Free CancellationRating
7.1
10,684 reviews
Search Air Canada flights
WestJetPriceFrom C$ 498Free CancellationRating
7.2
3,255 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

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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$ 417
Flights to Kingstonfrom C$ 414