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Montego Bay

$213+ 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
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Montego Bay Sangster Intl are usually found in April or September, booked 50 days in advance, depart on a Monday or Thursday and return on a Thursday

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 November 26, 2025.

This WestJet deal was found by Cheapflights users on 11/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/286:15 amYWG - MBJ
2 stops30h 39mWestJet
Fri 12/52:55 pmMBJ - YWG
2 stops34h 46mWestJet
Deal found 11/24$384
This FlightHub deal was found by Cheapflights users on 11/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2811:00 amYWG - MBJ
Nonstop5h 30mWestJet
Sun 1/46:25 pmMBJ - YWG
Nonstop5h 49mWestJet
Deal found 11/26$485
This WestJet deal was found by Cheapflights users on 11/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2912:55 pmYWG - MBJ
2 stops29h 28mWestJet
Mon 1/57:25 pmMBJ - YWG
2 stops20h 56mWestJet
Deal found 11/24$590
This FlightHub deal was found by Cheapflights users on 11/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2811:00 amYWG - MBJ
Nonstop5h 30mMultiple Airlines
Sun 1/48:15 pmMBJ - YWG
1 stop28h 20mMultiple Airlines
Deal found 11/26$763
This WestJet deal was found by Cheapflights users on 11/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/278:00 amYWG - MBJ
Nonstop5h 30mWestJet
Sun 1/41:25 pmMBJ - YWG
2 stops34h 16mWestJet
Deal found 11/24$883
This WestJet deal was found by Cheapflights users on 11/24. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/195:05 amYWG - MBJ
1 stop13h 18mWestJet
Sat 1/33:25 pmMBJ - YWG
Nonstop5h 49mWestJet
Deal found 11/24$902
This United Airlines deal was found by Cheapflights users on 11/25. 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 12/208:40 amYWG - MBJ
2 stops28h 20mUnited Airlines
Sun 1/43:20 pmMBJ - YWG
2 stops45h 37mUnited Airlines
Deal found 11/25$1,123
This Air Canada deal was found by Cheapflights users on 11/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:15 amYWG - MBJ
1 stop8h 50mAir Canada
Sun 1/42:40 pmMBJ - YWG
2 stops20h 36mAir Canada
Deal found 11/26$1,142
This United Airlines deal was found by Cheapflights users on 11/26. 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.
Sun 12/282:20 pmYWG - MBJ
2 stops22h 40mUnited Airlines
Sun 1/43:20 pmMBJ - YWG
2 stops45h 37mUnited Airlines
Deal found 11/26$1,151

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 November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$316
(Kiwi.com)

One-way from

$213
(WestJet)

Popular in

December

Cheapest in

April

Average price

$667
Provider with most accurate pricing for Winnipeg-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Winnipeg-Montego Bay Sangster Intl flights.
Search Deals
From Winnipeg to Montego Bay Sangster Intl
Search Deals
One-way flight from Winnipeg to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($53 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 2,558,603 searches. Data last updated November 26, 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

Sat 1/24

8:00 am-2:30 pm

Nonstop5h 30m

Montego Bay Sangster Intl

Sat 2/7

3:25 pm-8:18 pm

Nonstop5h 53m

$316

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 1/3

8:00 am-2:30 pm

Nonstop5h 30m

Montego Bay Sangster Intl

Sun 1/11

6:25 pm-11:14 pm

Nonstop5h 49m

$332

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 1/7

4:10 pm-1:54 pm

2 stops20h 44m

Montego Bay Sangster Intl

Wed 1/21

2:55 pm-12:35 am

1 stop10h 40m

$369

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 3/19

12:55 pm-12:49 pm

2 stops23h 54m

Montego Bay Sangster Intl

Tue 3/24

7:25 pm-10:40 pm

2 stops27h 15m

$382

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sun 3/1

11:00 am-5:25 pm

Nonstop5h 25m

Montego Bay Sangster Intl

Sun 3/8

5:25 pm-11:18 pm

Nonstop5h 53m

$385

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 12/20

8:00 am-2:30 pm

Nonstop5h 30m

$213

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 2/7

9:00 pm-12:24 pm

2 stops14h 24m

$235

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 2/5

9:00 pm-1:49 pm

2 stops39h 49m

$235

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 2/2

4:10 pm-7:17 pm

2 stops26h 07m

$235

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 1/31

6:45 am-12:24 pm

2 stops28h 39m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 13 results
1
2

Compare providers for flights from Winnipeg to Montego Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to Montego Bay in November.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
SmartFaresPrice Accuracy1 starTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
oojoPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-Montego Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Winnipeg-Montego Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Winnipeg-Montego Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-Montego Bay flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-Montego Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 November 21, 2025.

The best time to book flights from Winnipeg to Montego Bay is 31 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, October is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of $306). Flying from Winnipeg to Montego Bay in August is currently the most expensive (average of $504). 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 November 26, 2025.

It’s optimal to fly from Winnipeg to Montego Bay at noon. By choosing this option you can save up to 41% on the cost of your flight, compared to a flight in the afternoon.

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 November 26, 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
3,177 reviews

Overall

7.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Comfort

7.1

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
WestJet
7.2
Good
3,177 reviews
WestJet
7.2
Good
3,177 reviews

Overall

7.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Comfort

7.1

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
Air Canada
7.1
Good
10,481 reviews
WestJet
7.2
Good
3,177 reviews

Overall

7.2

Entertainment

6.1

Boarding

7.4

Crew

7.9

Comfort

7.1

Food

6.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Nov 2025

YQU - YYC

After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!

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 7 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 5h 30m. Airlines will cover a distance of 2417 mi. Most flights are nonstop.

  • 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 $368. Another airline that can offer you cheap pricing is Air Canada. WestJet is currently priced 38% 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, October is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of $306). Flying from Winnipeg to Montego Bay in August is currently the most expensive (average of $504). 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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$368Average$663FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$475Average$660FlexibilityNo cancel feeOn-time67%

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