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Montego Bay

$570+ Cheap flights from Winnipeg (YWG) to Montego Bay (MBJ)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
Jul 1 — Jul 81
Tue 7/1
Tue 7/8
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 38 days in advance, depart on a Monday or Thursday 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 June 26, 2025.

Round-trip from

$570
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$589
From Winnipeg to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 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 June 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 June 26, 2025.

This United Airlines deal was found by Cheapflights users on 6/26. 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.
Wed 8/64:25 pmYWG - MBJ
2 stops45h 05mUnited Airlines
Sat 8/94:33 pmMBJ - YWG
2 stops30h 00mUnited Airlines
Deal found 6/26$570
This WestJet deal was found by Cheapflights users on 6/25. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/206:30 amYWG - MBJ
1 stop26h 57mWestJet
Sun 8/311:40 pmMBJ - YWG
2 stops34h 50mWestJet
Deal found 6/25$621
This Mytrip deal was found by Cheapflights users on 6/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/611:45 amYWG - MBJ
3 stops22h 08mMultiple Airlines
Sat 8/912:10 pmMBJ - YWG
2 stops25h 33mMultiple Airlines
Deal found 6/26$723
This Delta deal was found by Cheapflights users on 6/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:30 amYWG - MBJ
1 stop12h 10mDelta
Wed 12/318:00 amMBJ - YWG
1 stop8h 10mDelta
Deal found 6/26$872

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 June 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

Wed 8/6

4:25 pm-1:30 pm

2 stops45h 05m

Montego Bay Sangster Intl

Sat 8/9

4:33 pm-10:33 pm

2 stops30h 00m

$570

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 8/20

8:00 am-9:27 am

2 stops49h 27m

Montego Bay Sangster Intl

Sun 8/31

1:40 pm-2:30 pm

2 stops24h 50m

$621

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Wed 8/6

11:45 am-9:53 am

3 stops22h 08m

Montego Bay Sangster Intl

Sat 8/9

12:10 pm-1:43 pm

2 stops25h 33m

$723

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 12/22

7:30 am-8:40 pm

1 stop12h 10m

Montego Bay Sangster Intl

Wed 12/31

8:00 am-3:10 pm

1 stop8h 10m

$872

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/26

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 June 20, 2025.

The best time to book flights from Winnipeg to Montego Bay is 38 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 $569). 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 June 26, 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.

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 June 26, 2025.
Read through reviews of airlines operating flights from Winnipeg to Montego Bay, such as Delta, United Airlines, and WestJet. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,838 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,893 reviews
Delta
8.0
Very good
7,964 reviews

Boarding

8.2

Crew

8.5

Food

7.3

Overall

8.0

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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 $570. Other airlines that can offer you cheap pricing are WestJet, from $621, and Delta, from $872.

  • 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 $569). 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 Winnipeg?

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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 June 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$363Average$603FlexibilityNo cancel feeOn-time60%
Air CanadaCheapest$475Average$633FlexibilityNo cancel feeOn-time67%

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