Find flights
When to book
Airlines
FAQs

Cheap flights from Winnipeg to Montego Bay from C$ 320

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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
4 May — 11 May1
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 29 April 2025.

Round-trip from

C$ 593

One-way from

C$ 320

Popular in

July

Cheapest in

October

Average price

C$ 662

Good round-trip deal

C$ 678 or less
WestJet
  • WestJet
  • 3/6-8/6
  • 3 total stops
  • 45h 13m total
  • Winnipeg to Montego Bay
Search Deals
8/7
  • 8/7
  • 3 total stops
  • 21h 29m total
  • Winnipeg to Montego Bay
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 118 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals
Price to beat on a round-trip flight from Winnipeg to Montego Bay Sangster Intl.
Search Deals

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 29 April 2025.

Tue 3/610:45 a.m.YWG - MBJ
1 stop24h 57mWestJet
Sun 8/612:45 p.m.MBJ - YWG
2 stops20h 16mWestJet
Deal found 28/4C$ 593
Thu 12/66:55 p.m.YWG - MBJ
1 stop16h 47mMultiple Airlines
Tue 24/612:07 p.m.MBJ - YWG
2 stops28h 21mMultiple Airlines
Deal found 28/4C$ 716
Sun 24/85:10 p.m.YWG - MBJ
1 stop18h 05mAir Canada
Fri 29/812:10 p.m.MBJ - YWG
2 stops29h 40mAir Canada
Deal found 28/4C$ 872
Wed 30/44:25 p.m.YWG - MBJ
2 stops46h 45mUnited Airlines
Tue 6/52:40 p.m.MBJ - YWG
2 stops22h 29mUnited Airlines
Deal found 28/4C$ 966

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 29 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

10:45 a.m.-11:42 a.m.

1 stop24h 57m

Montego Bay Sangster Intl

Sun 8/6

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

2 stops20h 16m

C$ 593

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 12/6

6:55 p.m.-11:42 a.m.

1 stop16h 47m

Montego Bay Sangster Intl

Tue 24/6

12:07 p.m.-4:28 p.m.

2 stops28h 21m

C$ 716

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sun 24/8

5:10 p.m.-11:15 a.m.

1 stop18h 05m

Montego Bay Sangster Intl

Fri 29/8

12:10 p.m.-5:50 p.m.

2 stops29h 40m

C$ 872

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 8/7

11:45 a.m.-9:14 a.m.

3 stops21h 29m

C$ 320

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Tue 8/7

6:30 p.m.-11:42 a.m.

2 stops41h 12m

C$ 384

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Thu 10/7

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

1 stop9h 40m

C$ 394

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Mon 19/5

4:35 p.m.-11:15 a.m.

1 stop18h 40m

C$ 410

WinnipegMontego Bay

YWG - MBJ

YWGMBJ

Winnipeg

Sat 12/7

4:25 p.m.-3:10 p.m.

2 stops22h 45m

C$ 423

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/4

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 25 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 29 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 26% 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 29 April 2025.
Air Transat
7.8
Good
385 reviews
Check prices

Crew

8.5

Boarding

7.9

Comfort

7.4

Food

6.7

Overall

7.8

Entertainment

7.1

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

Crew

8.5

Boarding

7.9

Comfort

7.4

Food

6.7

Overall

7.8

Entertainment

7.1

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
8,696 reviews
Air Transat
7.8
Good
385 reviews
Check prices

Crew

8.5

Boarding

7.9

Comfort

7.4

Food

6.7

Overall

7.8

Entertainment

7.1

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
2,823 reviews
Air Transat
7.8
Good
385 reviews
Check prices

Crew

8.5

Boarding

7.9

Comfort

7.4

Food

6.7

Overall

7.8

Entertainment

7.1

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
9,228 reviews
Air Transat
7.8
Good
385 reviews
Check prices

Crew

8.5

Boarding

7.9

Comfort

7.4

Food

6.7

Overall

7.8

Entertainment

7.1

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 120 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$ 593. Another option worth looking into is Air Canada, starting at C$ 872 round trip. These flights start at 21% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Winnipeg to Montego Bay one-way?

    The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as C$ 384. However, be on the lookout for offers from Air Transat and Air Canada, as they are both options that can get you from Winnipeg to Montego Bay for a low price.

  • 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$ 716 on average our data indicates C$ 735 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 29 April 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 504AverageC$ 763FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 505AverageC$ 666FlexibilityNo cancel feeOn-time67%
Search Air Canada flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Montego Bay. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Montego Bay?

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!

Can Cheapflights find flights from Winnipeg to Montego Bay with no change fees?

Yes, we can. To see specific flights from Winnipeg to Montego Bay with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Winnipeg to Montego Bay become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.