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Montego Bay

$525+ 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
Apr 20 — Apr 271
Sun 4/20
Sun 4/27
1 adult, Economy
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Cheapflights Tip: The best prices from Winnipeg to Montego Bay Sangster Intl are usually found in October or September, 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 April 15, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$525
(oojo)

Popular in

July

Cheapest in

October

Average price

$471
Provider with most accurate pricing for Winnipeg-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-Montego Bay Sangster Intl flights.
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From Winnipeg to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($62 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 15, 2025.

This oojo deal was found by Cheapflights users on 4/14. 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.
Thu 5/296:30 pmYWG - MBJ
2 stops17h 12mWestJet
Thu 6/512:45 pmMBJ - YWG
2 stops25h 26mWestJet
Deal found 4/14$525
This Trip.com deal was found by Cheapflights users on 4/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/76:10 amYWG - MBJ
1 stop9h 40mAir Transat
Sat 8/165:00 pmMBJ - YWG
1 stop25h 00mAir Transat
Deal found 4/14$567
This Mytrip deal was found by Cheapflights users on 4/14. 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.
Thu 5/2911:25 amYWG - MBJ
3 stops23h 37mMultiple Airlines
Thu 6/512:07 pmMBJ - YWG
3 stops27h 48mMultiple Airlines
Deal found 4/14$577
This United Airlines deal was found by Cheapflights users on 4/14. 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.
Fri 5/162:20 pmYWG - MBJ
2 stops24h 50mUnited Airlines
Fri 6/64:12 pmMBJ - YWG
2 stops30h 21mUnited Airlines
Deal found 4/14$606
This Air Canada deal was found by Cheapflights users on 4/14. 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.
Tue 11/46:45 amYWG - MBJ
2 stops29h 25mAir Canada
Wed 11/122:45 pmMBJ - YWG
2 stops25h 28mAir Canada
Deal found 4/14$768

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 April 15, 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

Thu 5/29

6:30 pm-11:42 am

2 stops17h 12m

Montego Bay Sangster Intl

Thu 6/5

12:45 pm-2:11 pm

2 stops25h 26m

$525

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 8/7

6:10 am-3:50 pm

1 stop9h 40m

Montego Bay Sangster Intl

Sat 8/16

5:00 pm-6:00 pm

1 stop25h 00m

$567

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 5/29

11:25 am-11:02 am

3 stops23h 37m

Montego Bay Sangster Intl

Thu 6/5

12:07 pm-3:55 pm

3 stops27h 48m

$577

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 5/16

2:20 pm-3:10 pm

2 stops24h 50m

Montego Bay Sangster Intl

Fri 6/6

4:12 pm-10:33 pm

2 stops30h 21m

$606

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/14

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 April.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
oojoPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy-Trust 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 April 11, 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 April 15, 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.

Rainfall in Montego Bay by month

Plan your trip to Montego Bay by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Montego Bay ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Montego Bay when rainfall is around 1.6 in.

Temperature in Montego Bay by month

Plan your trip to Montego Bay by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Montego Bay, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 15, 2025.
Air Transat
7.8
Good
385 reviews

Crew

8.5

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Food

6.7

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2025

OPO - YYZ

I upgraded to Club Pass Business, and it made my trip a pleasant flight. The service was excellent and the food and drink options were good. The seats were comfy.
Air Transat
7.8
Good
385 reviews
Air Transat
7.8
Good
385 reviews

Crew

8.5

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Food

6.7

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2025

OPO - YYZ

I upgraded to Club Pass Business, and it made my trip a pleasant flight. The service was excellent and the food and drink options were good. The seats were comfy.
United Airlines
7.4
Good
8,656 reviews
Air Transat
7.8
Good
385 reviews

Crew

8.5

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Food

6.7

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2025

OPO - YYZ

I upgraded to Club Pass Business, and it made my trip a pleasant flight. The service was excellent and the food and drink options were good. The seats were comfy.
WestJet
7.2
Good
2,805 reviews
Air Transat
7.8
Good
385 reviews

Crew

8.5

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Food

6.7

Reviews

1 / 20
10.0
Excellent

Janice,Mar 2025

OPO - YYZ

I upgraded to Club Pass Business, and it made my trip a pleasant flight. The service was excellent and the food and drink options were good. The seats were comfy.

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 $525. Other airlines that can offer you cheap pricing are Air Transat, from $567, and United Airlines, from $606. WestJet is currently priced 3% 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 $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

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Top airline flying from Winnipeg to Montego Bay

Discover the top airline 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 April 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapest$363Average$593FlexibilityNo cancel feeOn-time60%

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