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Cheap flights from Winnipeg to Montego Bay from C$ 435

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 Montego Bay departing on 17/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Winnipeg to Montego Bay

Cheap round-trip flights

WestJet Logo
9:00 p.m. - 12:54 p.m.YWG-MBJ
15h 54m2 stops
WestJet Logo
7:25 p.m. - 3:21 p.m.MBJ-YWG
20h 56m2 stops
C$ 519WestJet
Find Deal
Mon, 27 Oct - Mon, 3 Nov
WestJet Logo
8:05 p.m. - 12:54 p.m.YWG-MBJ
16h 49m1 stop
WestJet Logo
7:25 p.m. - 7:12 p.m.MBJ-YWG
24h 47m1 stop
C$ 522WestJet
Find Deal
Mon, 27 Oct - Mon, 3 Nov
Logo
9:00 a.m. - 12:45 p.m.YWG-MBJ
27h 45m1 stop
Logo
2:12 p.m. - 12:30 a.m.MBJ-YWG
34h 18m2 stops
C$ 613
Find Deal
Fri, 26 Sep - Fri, 3 Oct
Air Canada Logo
8:15 a.m. - 6:05 p.m.YWG-MBJ
8h 50m1 stop
Air Canada Logo
7:05 p.m. - 4:35 p.m.MBJ-YWG
22h 30m1 stop
C$ 655Air Canada
Find Deal
Fri, 28 Nov - Fri, 5 Dec
Air Canada Logo
8:15 a.m. - 6:05 p.m.YWG-MBJ
8h 50m1 stop
Air Canada Logo
7:05 p.m. - 12:39 p.m.MBJ-YWG
18h 34m2 stops
C$ 663Air Canada
Find Deal
Fri, 28 Nov - Fri, 5 Dec
Logo
8:00 a.m. - 12:05 p.m.YWG-MBJ
27h 05m1 stop
Logo
3:46 p.m. - 3:09 p.m.MBJ-YWG
24h 23m1 stop
C$ 674
Find Deal
Mon, 26 Jan - Thu, 5 Feb
Air Transat Logo
6:00 a.m. - 1:15 p.m.YWG-MBJ
30h 15m1 stop
Air Transat Logo
1:25 p.m. - 11:35 p.m.MBJ-YWG
10h 10m1 stop
C$ 735Air Transat
Find Deal
Tue, 3 Mar - Tue, 17 Mar
Air Transat Logo
6:00 a.m. - 1:15 p.m.YWG-MBJ
30h 15m1 stop
Air Transat Logo
1:25 p.m. - 3:30 p.m.MBJ-YWG
26h 05m1 stop
C$ 756Air Transat
Find Deal
Tue, 3 Mar - Tue, 17 Mar
United Airlines Logo
2:15 p.m. - 2:37 p.m.YWG-MBJ
23h 22m2 stops
United Airlines Logo
2:20 p.m. - 11:39 a.m.MBJ-YWG
21h 19m2 stops
C$ 778United Airlines
Find Deal
Mon, 23 Feb - Mon, 9 Mar
United Airlines Logo
2:20 p.m. - 1:46 p.m.YWG-MBJ
22h 26m1 stop
United Airlines Logo
2:20 p.m. - 11:39 a.m.MBJ-YWG
21h 19m2 stops
C$ 833United Airlines
Find Deal
Tue, 3 Mar - Tue, 17 Mar

WestJet flights from Winnipeg to Montego Bay

Our best WestJet deals on Winnipeg to Montego Bay flight tickets
WestJet
27 Oct
YWG9:00 p.m.Winnipeg
15h 54m
2 stops
MBJ12:54 p.m.Montego Bay Sangster Intl
3 Nov
MBJ7:25 p.m.Montego Bay Sangster Intl
20h 56m
2 stops
YWG3:21 p.m.Winnipeg
C$ 519
Find similar
WestJet
27 Oct
YWG8:05 p.m.Winnipeg
16h 49m
1 stop
MBJ12:54 p.m.Montego Bay Sangster Intl
3 Nov
MBJ7:25 p.m.Montego Bay Sangster Intl
24h 47m
1 stop
YWG7:12 p.m.Winnipeg
C$ 522
Find similar
WestJet
27 Oct
YWG4:10 p.m.Winnipeg
20h 44m
2 stops
MBJ12:54 p.m.Montego Bay Sangster Intl
3 Nov
MBJ7:25 p.m.Montego Bay Sangster Intl
17h 10m
1 stop
YWG11:35 a.m.Winnipeg
C$ 527
Find similar

Air Canada flights from Winnipeg to Montego Bay

Our best Air Canada deals on Winnipeg to Montego Bay flight tickets
Air Canada
28 Nov
YWG8:15 a.m.Winnipeg
8h 50m
1 stop
MBJ6:05 p.m.Montego Bay Sangster Intl
5 Dec
MBJ7:05 p.m.Montego Bay Sangster Intl
22h 30m
1 stop
YWG4:35 p.m.Winnipeg
C$ 655
Find similar
Air Canada
28 Nov
YWG8:15 a.m.Winnipeg
8h 50m
1 stop
MBJ6:05 p.m.Montego Bay Sangster Intl
5 Dec
MBJ7:05 p.m.Montego Bay Sangster Intl
18h 34m
2 stops
YWG12:39 p.m.Winnipeg
C$ 663
Find similar
Air Canada
28 Nov
YWG5:30 p.m.Winnipeg
47h 35m
2 stops
MBJ6:05 p.m.Montego Bay Sangster Intl
5 Dec
MBJ7:05 p.m.Montego Bay Sangster Intl
18h 34m
2 stops
YWG12:39 p.m.Winnipeg
C$ 675
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Montego Bay 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 14 September 2025.
Use the filters below to find and compare flights from Winnipeg to Montego Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 27/10

9:00 p.m.-12:54 p.m.

2 stops15h 54m

Montego Bay Sangster Intl

Mon 3/11

7:25 p.m.-3:21 p.m.

2 stops20h 56m

C$ 519

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 27/10

8:05 p.m.-12:54 p.m.

1 stop16h 49m

Montego Bay Sangster Intl

Mon 3/11

7:25 p.m.-7:12 p.m.

1 stop24h 47m

C$ 522

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 26/9

9:00 a.m.-12:45 p.m.

1 stop27h 45m

Montego Bay Sangster Intl

Fri 3/10

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

2 stops34h 18m

C$ 613

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 28/11

8:15 a.m.-6:05 p.m.

1 stop8h 50m

Montego Bay Sangster Intl

Fri 5/12

7:05 p.m.-4:35 p.m.

1 stop22h 30m

C$ 655

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 28/11

8:15 a.m.-6:05 p.m.

1 stop8h 50m

Montego Bay Sangster Intl

Fri 5/12

7:05 p.m.-12:39 p.m.

2 stops18h 34m

C$ 663

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 26/1

8:00 a.m.-12:05 p.m.

1 stop27h 05m

Montego Bay Sangster Intl

Thu 5/2

3:46 p.m.-3:09 p.m.

1 stop24h 23m

C$ 674

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 3/3

6:00 a.m.-1:15 p.m.

1 stop30h 15m

Montego Bay Sangster Intl

Tue 17/3

1:25 p.m.-11:35 p.m.

1 stop10h 10m

C$ 735

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 3/3

6:00 a.m.-1:15 p.m.

1 stop30h 15m

Montego Bay Sangster Intl

Tue 17/3

1:25 p.m.-3:30 p.m.

1 stop26h 05m

C$ 756

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 23/2

2:15 p.m.-2:37 p.m.

2 stops23h 22m

Montego Bay Sangster Intl

Mon 9/3

2:20 p.m.-11:39 a.m.

2 stops21h 19m

C$ 778

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 3/3

2:20 p.m.-1:46 p.m.

1 stop22h 26m

Montego Bay Sangster Intl

Tue 17/3

2:20 p.m.-11:39 a.m.

2 stops21h 19m

C$ 833

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 Montego Bay from

How to get the cheapest flight ticket from Winnipeg to Montego Bay

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 Montego Bay?

The cheapest month to fly to Montego Bay from Winnipeg is in April. Flight prices, which tend to average around C$ 667, are often lower during this time because this is during the off-season. If you don’t want to visit Montego Bay in April, then you should wait until March to fly from Winnipeg, when ticket prices are also cheap, with an average price of C$ 688.

What is the cheapest day to depart on your flight to Montego Bay?

The cheapest day to depart from Winnipeg to Montego Bay is on a Monday. Travellers who choose to depart for Montego Bay on a Monday will often find tickets for as low as C$ 621. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around C$ 897. These prices are subject to change though, so be sure to set up a Price Alert for flights to Montego Bay.

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

According to our data, the cheapest time of day to fly to Montego Bay is at noon. momondo users have found flights departing from Winnipeg to Montego Bay at noon for as low as C$ 637. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Montego Bay, so prices are often more expensive at around C$ 844 per ticket.

What is the cheapest Winnipeg to Montego Bay Sangster Intl flight route?

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

How far in advance should I book a flight to Montego Bay?

You are more likely to see cheaper flights to Montego Bay from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Montego Bay for around C$ 812 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Montego Bay from Winnipeg for as low as C$ 649 on momondo.

What cabin class options are available on Winnipeg to Montego Bay Sangster Intl flights?

There is only 1 cabin class available to choose from on Winnipeg to Montego Bay Sangster Intl 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 Montego Bay flights?

You could potentially save up to 22% on your flight if you consider stops on a Winnipeg to Montego Bay flight.

How have Winnipeg to Montego Bay flight prices changed over time?

As of September 2025, prices for Winnipeg to Montego Bay flights are approximately 13% more expensive when compared to flights at the same time last year.

When to book flights from Winnipeg to Montego Bay

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Montego Bay according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Montego Bay (YWG to MBJ) flight deals and tips

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

Best price found

C$ 1,004

Fastest flight time

5h 25m

Direct flights

Mon and Sun

Airports in Montego Bay

1 airport
The best flight deal from Winnipeg to Montego Bay found on momondo in the last 72 hours is C$ 1,004
The fastest flight from Winnipeg to Montego Bay takes 5h 25m
Direct flights go from Winnipeg to Montego Bay on Monday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Montego Bay: Montego Bay Sangster Intl (MBJ)
Search flight deals

  • How far is Winnipeg to Montego Bay Sangster Intl by plane?

    A flight from Winnipeg to Montego Bay Sangster Intl will travel around 3887.0 km. By plane, this route typically takes 5h 25m.

  • When did momondo last update prices for flights from Winnipeg Airport to Montego Bay Sangster Intl Airport?

    Prices for flights from Winnipeg Airport to Montego Bay Sangster Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Montego Bay Sangster Intl Airport?

  • How old do you have to be to fly from Winnipeg Airport to Montego Bay Sangster Intl 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 Winnipeg Airport to Montego Bay Sangster Intl Airport.

  • What documentation or ID do you need to fly to Montego Bay Sangster Intl Airport?

    The travel and health documents you'll need for your trip to Montego Bay Sangster Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Montego Bay Sangster Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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

  • What is the most popular airline from Winnipeg to Montego Bay?

Best airlines flying from Winnipeg to Montego Bay

Compare and see reviews for airlines that fly from Winnipeg to Montego Bay with momondo
Airline
Rating
Free Cancellation
Price
Air CanadaPriceFrom C$ 487Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
WestJetPriceFrom C$ 510Free CancellationRating
7.2
3,091 reviews
Search WestJet flights
United AirlinesPriceFrom C$ 836Free CancellationRating
7.4
8,931 reviews
Search United Airlines flights

Travelling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Lucea
Falmouth
Treasure Beach

Why use momondo?

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

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 Montego Bay from Winnipeg.

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

Yes. All flights to Montego Bay 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 Montego Bay?

momondo provides multiple filters to help you find the best flight to Montego Bay from Winnipeg. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

An easier way to manage your Montego Bay trip

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