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Cheap flights from Winnipeg to Montego Bay from C$ 241

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 19/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
20 Apr — 27 Apr1
1 adult

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 Wednesday and return on a Wednesday

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 15 April 2025.

Round-trip from

C$ 577

One-way from

C$ 241

Popular in

July

Cheapest in

October

Average price

C$ 653

Good round-trip deal

C$ 591 or less
WestJet
  • WestJet
  • 3/6-8/6
  • 4 total stops
  • 34h 53m total
  • Winnipeg to Montego Bay
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WestJet
  • WestJet
  • 19/5
  • 2 total stops
  • 27h 42m total
  • Winnipeg to Montego Bay
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 120 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 18 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Winnipeg to Montego Bay Sangster Intl.
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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 15 April 2025.

Tue 3/69:05 p.m.YWG - MBJ
2 stops14h 37mWestJet
Sun 8/612:45 p.m.MBJ - YWG
2 stops20h 16mWestJet
Deal found 14/4C$ 577
Sat 26/711:50 a.m.YWG - MBJ
2 stops47h 25mAir Canada
Thu 14/812:10 p.m.MBJ - YWG
2 stops22h 04mAir Canada
Deal found 15/4C$ 718
Thu 7/86:10 a.m.YWG - MBJ
1 stop9h 40mAir Transat
Sat 16/85:00 p.m.MBJ - YWG
1 stop25h 00mAir Transat
Deal found 14/4C$ 786
Thu 29/511:25 a.m.YWG - MBJ
3 stops23h 37mMultiple Airlines
Thu 5/612:07 p.m.MBJ - YWG
3 stops27h 48mMultiple Airlines
Deal found 14/4C$ 800
Fri 16/52:20 p.m.YWG - MBJ
2 stops24h 50mUnited Airlines
Fri 6/64:12 p.m.MBJ - YWG
2 stops30h 21mUnited Airlines
Deal found 14/4C$ 840

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 15 April 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

Tue 3/6

9:05 p.m.-11:42 a.m.

2 stops14h 37m

Montego Bay Sangster Intl

Sun 8/6

12:45 p.m.-9:01 a.m.

2 stops20h 16m

C$ 577

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 26/7

11:50 a.m.-11:15 a.m.

2 stops47h 25m

Montego Bay Sangster Intl

Thu 14/8

12:10 p.m.-10:14 a.m.

2 stops22h 04m

C$ 718

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 7/8

6:10 a.m.-3:50 p.m.

1 stop9h 40m

Montego Bay Sangster Intl

Sat 16/8

5:00 p.m.-6:00 p.m.

1 stop25h 00m

C$ 786

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 29/5

11:25 a.m.-11:02 a.m.

3 stops23h 37m

Montego Bay Sangster Intl

Thu 5/6

12:07 p.m.-3:55 p.m.

3 stops27h 48m

C$ 800

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Fri 16/5

2:20 p.m.-3:10 p.m.

2 stops24h 50m

Montego Bay Sangster Intl

Fri 6/6

4:12 p.m.-10:33 p.m.

2 stops30h 21m

C$ 840

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 19/5

8:00 a.m.-11:42 a.m.

2 stops27h 42m

C$ 241

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/4

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 11 April 2025.

Booking 38 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, March is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 355). Flying from Winnipeg to Montego Bay in December is currently the most expensive (average of C$ 547). 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 15 April 2025.

One of the essential ways to save on airfare from Winnipeg to Montego Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 25% on airfare.

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 40.0 - 180.0 mm per month. October is typically the wettest month, when rainfall can reach 180.0 mm. February is typically the driest time to visit Montego Bay when rainfall is around 40.0 mm.

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 28.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 25.0 C).

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 15 April 2025.
Air Transat
7.8
Good
385 reviews
Check prices

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Crew

8.5

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
Check prices

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Crew

8.5

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
Check prices

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Crew

8.5

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
Check prices

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Crew

8.5

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 Canada
7.0
Good
9,127 reviews
Air Transat
7.8
Good
385 reviews
Check prices

Comfort

7.4

Boarding

7.9

Overall

7.8

Entertainment

7.1

Crew

8.5

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?

    This flight path from Winnipeg to Montego Bay Sangster Intl was viewed by 123 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?

    Flying on WestJet is currently your cheapest option to Montego Bay, with prices starting at C$ 577. Additional round-trip tickets that might be worth considering are offered by Air Canada and Air Transat, with the lowest prices starting at C$ 718 and C$ 786, respectively. These flights start at 23% 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$ 464. While the most popular route (Winnipeg - Montego Bay Sangster Intl) can be booked for C$ 664 on average our data indicates C$ 678 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, March is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 355). Flying from Winnipeg to Montego Bay in December is currently the most expensive (average of C$ 547). 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 Winnipeg?

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

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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 15 April 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 505AverageC$ 772FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 507AverageC$ 675FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

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

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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!

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