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Montego Bay

$380+ Cheap flights from Winnipeg (YWG) to Montego Bay (MBJ)

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 12/20. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
Sep 2 — Sep 91
Tue 9/2
Tue 9/9
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Montego Bay Sangster Intl are usually found in September or March, booked 25 days in advance, depart on a Monday or Tuesday and return on a Thursday

Cheap 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 August 28, 2025.

Round-trip from

$454
(oojo)

One-way from

$380
(Delta)

Popular in

November

Cheapest in

September

Average price

$637
From Winnipeg to Montego Bay Sangster Intl
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One-way flight from Winnipeg to Montego Bay Sangster Intl
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Highest demand for flights based on searches. 9% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Winnipeg to Montego Bay

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 August 28, 2025.

This oojo deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/295:00 amYWG - MBJ
1 stop7h 54mWestJet
Sun 11/28:25 pmMBJ - YWG
1 stop29h 17mWestJet
Deal found 8/28$454
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/277:05 pmYWG - MBJ
2 stops20h 07mUnited Airlines
Sat 1/105:14 pmMBJ - YWG
2 stops19h 43mUnited Airlines
Deal found 8/27$787
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:40 pmYWG - MBJ
2 stops17h 51mDelta
Sun 1/48:00 amMBJ - YWG
1 stop8h 07mDelta
Deal found 8/27$837
This United Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:40 amYWG - MBJ
2 stops30h 32mUnited Airlines
Sun 1/43:20 pmMBJ - YWG
2 stops30h 31mUnited Airlines
Deal found 8/28$885
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:38 pmYWG - MBJ
2 stops17h 02mDelta
Sat 1/38:00 amMBJ - YWG
2 stops28h 43mDelta
Deal found 8/28$893
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/276:40 amYWG - MBJ
1 stop6h 49mDelta
Sun 1/48:00 amMBJ - YWG
1 stop8h 07mDelta
Deal found 8/28$950

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 2,558,603 searches. Data last updated August 28, 2025.
Use the filters below to find and compare flights from Winnipeg to Montego Bay that are best for you.

Fly from

Winnipeg

Fly to

Montego Bay

Route

Depart

Return

Price

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 10/29

12:20 pm-6:23 pm

1 stop30h 03m

Montego Bay Sangster Intl

Sun 11/2

8:25 pm-7:12 pm

1 stop23h 47m

$454

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 1/31

2:20 pm-1:46 pm

1 stop22h 26m

Montego Bay Sangster Intl

Sat 2/14

3:55 pm-11:39 am

2 stops20h 44m

$708

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 12/27

7:05 pm-4:12 pm

2 stops20h 07m

Montego Bay Sangster Intl

Sat 1/10

5:14 pm-11:57 am

2 stops19h 43m

$787

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 12/20

5:40 pm-12:31 pm

2 stops17h 51m

Montego Bay Sangster Intl

Sun 1/4

8:00 am-3:07 pm

1 stop8h 07m

$837

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 12/20

5:40 pm-8:40 pm

2 stops26h 00m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/27

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 August 22, 2025.

The best time to book flights from Winnipeg to Montego Bay is 25 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of $403). Flying from Winnipeg to Montego Bay in July is currently the most expensive (average of $561). 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 August 28, 2025.

It’s optimal to fly from Winnipeg to Montego Bay at noon. By choosing this option you can save up to 42% on the cost of your flight, compared to a flight in the afternoon.

How much does it cost to fly round-trip from Winnipeg to Montego Bay?

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 August 28, 2025.
Read through reviews of airlines operating flights from Winnipeg to Montego Bay, such as WestJet and Air Canada. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
WestJet
7.2
Good
3,065 reviews

Crew

7.9

Food

6.2

Boarding

7.4

Overall

7.2

Comfort

7.1

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
WestJet
7.2
Good
3,065 reviews
WestJet
7.2
Good
3,065 reviews

Crew

7.9

Food

6.2

Boarding

7.4

Overall

7.2

Comfort

7.1

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon
Air Canada
7.1
Good
10,000 reviews
WestJet
7.2
Good
3,065 reviews

Crew

7.9

Food

6.2

Boarding

7.4

Overall

7.2

Comfort

7.1

Entertainment

6.1

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

YYJ - YVR

everything was good except we were so delayed we had to sleep on the floor in the vancouver airport … we were stranded there for 12 hours, no vouchers, no compensation, just a cold floor and we arrived at our final destination the following afternoon

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?

    The Winnipeg to Montego Bay Sangster Intl flight path was viewed by 1 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?

    Departing from Winnipeg to Montego Bay will take you 30h 03m. Airlines will cover a distance of 2417 mi.

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

    Cheapflights users have booked flights from Winnipeg to Montego Bay round-trip from $363. Another airline that can offer you cheap pricing is Air Canada. WestJet is currently priced 36% below the average price you’ll pay for this route.

  • 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, January is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of $403). Flying from Winnipeg to Montego Bay in July is currently the most expensive (average of $561). 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

Traveling to a place near Montego Bay?

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

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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 2,558,603 searches. Data last updated August 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$363Average$635FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$475Average$657FlexibilityNo cancel feeOn-time67%

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