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Cheap flights from Winnipeg to Montego Bay from C$ 196

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
13 Apr — 20 Apr1
1 adult
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Winnipeg to Montego Bay Sangster Intl are usually found in April or May, booked 61 days in advance, depart on a Monday or Tuesday and return on a Monday

Cheap flight deals from Winnipeg to Montego Bay

Enter your travel dates to find the best prices.

Cheapest flights from Winnipeg to Montego Bay
Explore the most affordable flight options available from Winnipeg to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 March 2026.

Sat 16/58:00 a.m.
YWG
-
MBJ
2 stops34h 30m
WestJet
Wed 27/512:45 p.m.
MBJ
-
YWG
2 stops25h 30m
WestJet
Deal found 12/3C$ 468
Fri 29/57:10 p.m.
YWG
-
MBJ
2 stops23h 20m
WestJet
Sat 6/67:30 p.m.
MBJ
-
YWG
2 stops21h 55m
WestJet
Deal found 12/3C$ 483
Sat 25/77:10 p.m.
YWG
-
MBJ
2 stops16h 35m
WestJet
Tue 4/812:45 p.m.
MBJ
-
YWG
2 stops31h 30m
WestJet
Deal found 8/3C$ 486
Fri 24/79:05 p.m.
YWG
-
MBJ
2 stops21h 25m
WestJet
Tue 4/812:45 p.m.
MBJ
-
YWG
2 stops25h 30m
WestJet
Deal found 8/3C$ 517
Wed 29/712:50 p.m.
YWG
-
MBJ
2 stops22h 55m
WestJet
Sun 9/812:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 8/3C$ 521

Find flight deals from Winnipeg to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 14 March 2026.

Round-trip from

C$ 468

One-way from

C$ 196

Popular in

December

Cheapest in

April

Average price

C$ 835

Good round-trip deal

C$ 631 or less
WestJet
  • WestJet
  • 16/5-27/5
  • 4 total stops
  • 60h 00m total
  • Winnipeg to Montego Bay
Search Deals
WestJet
  • WestJet
  • 4/4
  • Nonstop
  • 5h 25m total
  • Winnipeg to Montego Bay
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 134 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Winnipeg to Montego Bay Sangster Intl.
Search Deals

Cheapflights 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, Cheapflights users made 629,999 searches. Data last updated 14 March 2026.
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

Cheapest round-trip

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 16/5

7:10 p.m.-6:30 p.m.

2 stops23h 20m

Montego Bay Sangster Intl

Wed 27/5

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

1 stop12h 10m

C$ 502

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 30/5

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

2 stops14h 40m

Montego Bay Sangster Intl

Tue 2/6

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

2 stops23h 30m

C$ 524

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 30/5

5:10 p.m.-11:20 a.m.

1 stop18h 10m

Montego Bay Sangster Intl

Tue 2/6

12:30 p.m.-8:02 p.m.

2 stops31h 32m

C$ 583
Quickest round-trip

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 28/3

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$ 640

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 1/5

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

2 stops23h 30m

Montego Bay Sangster Intl

Fri 8/5

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

2 stops45h 12m

C$ 718

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 8/4

8:45 a.m.-3:10 p.m.

2 stops30h 25m

Montego Bay Sangster Intl

Wed 15/4

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

2 stops19h 40m

C$ 913
Cheapest one-way
Quickest one-way

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 23/4

8:05 p.m.-10:39 a.m.

1 stop14h 34m

C$ 219

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 7/7

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

1 stop17h 40m

C$ 300

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sun 26/4

4:15 p.m.-11:45 a.m.

2 stops19h 30m

C$ 341

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 30/6

3:20 p.m.-11:20 a.m.

1 stop20h 00m

C$ 380

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/3

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

Best time to book a flight from Winnipeg to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to Montego Bay

How far ahead should I book a flight from Winnipeg to Montego Bay?

Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Montego Bay. Price data was last updated on 13 March 2026.

Booking 61 days in advance of your planned departure date is, on average, the best time to get cheap flights from Winnipeg to Montego Bay. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Winnipeg to Montego Bay?

Currently, October is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 419). Flying from Winnipeg to Montego Bay in February is currently the most expensive (average of C$ 751). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from YWG to MBJ?

Find hourly flight availability from Winnipeg to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 14 March 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Montego Bay as you normally would.

Reviews of airlines servicing Montego Bay

Get insights into the airlines that provide service to Montego Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montego Bay. Reviews last updated 14 March 2026.
Check out reviews from past customers who have flown with WestJet and Air Canada from Winnipeg to Montego Bay to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,295 reviews
Check prices

Overall

7.2

Boarding

7.4

Crew

7.9

Comfort

7.0

Food

6.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
WestJet
7.2
Good
3,295 reviews
WestJet
7.2
Good
3,295 reviews
Check prices

Overall

7.2

Boarding

7.4

Crew

7.9

Comfort

7.0

Food

6.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..
Air Canada
7.1
Good
10,800 reviews
WestJet
7.2
Good
3,295 reviews
Check prices

Overall

7.2

Boarding

7.4

Crew

7.9

Comfort

7.0

Food

6.2

Entertainment

6.1

Reviews

1 / 20
10.0
Excellent

Joseph,Feb 2026

YYJ - YEG

Is just a domestic flight can't complain at all..but everything is great..

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Winnipeg to Montego Bay flight route?

    This flight path from Winnipeg to Montego Bay Sangster Intl was viewed by 45 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Winnipeg to Montego Bay?

    A quick flight from Winnipeg to Montego Bay can take about 23h 20m. WestJet provides one of the quickest options available for as low as C$ 502. There are 3890 km between Winnipeg and Montego Bay.

  • What are the cheapest airlines flying from Winnipeg to Montego Bay round-trip?

    Flying on Air Canada is currently your cheapest option to Montego Bay, with prices starting at C$ 385. Another option worth looking into is WestJet, starting at C$ 490 round trip. These flights start at 55% lower than the current average price 3 months from now.

  • What are the cheapest flights from Winnipeg to Montego Bay?

    Looking at all options, your cheapest flight can be booked for C$ 631. While the most popular route (Winnipeg - Montego Bay Sangster Intl) can be booked for C$ 583 on average, our data indicates C$ 687 when flying from Winnipeg to Montego Bay.

  • Can I find deals for flights from Winnipeg to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Winnipeg to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to Montego Bay.

  • Can I find deals for business class flights from Winnipeg to Montego Bay?

    Yes. Cheapflights offers flight deals from Winnipeg to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to Montego Bay?

    Currently, October is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 419). Flying from Winnipeg to Montego Bay in February is currently the most expensive (average of C$ 751). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Travelling to a place near Montego Bay?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Winnipeg to Montego Bay

See prices for flight routes from nearby airports that may be better suited for you.
Winnipeg to Kingston flights

Top 2 airlines flying from Winnipeg to Montego Bay

Discover the top 2 airlines that operate flights from Winnipeg to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 14 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 385AverageC$ 870FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 490AverageC$ 835FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Winnipeg to Montego Bay?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Montego Bay. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Montego Bay?

Cheapflights helps you find that perfect flight to Montego Bay from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!

Can Cheapflights find flights from Winnipeg to Montego Bay with no change fees?

Yes, we can. To see specific flights from Winnipeg to Montego Bay with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Montego Bay become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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