YWG - MBJ

C$ 450 Find Cheap Flights from Winnipeg to Montego Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Montego Bay departing on 30/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Montego Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Montego Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Winnipeg to Montego Bay, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Winnipeg to Montego Bay (YWG-MBJ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Winnipeg to Montego Bay that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Winnipeg to Montego Bay

Thu, 7 Aug - Thu, 14 Aug
WestJet Logo
9:05 p.m. - 6:26 p.m.YWG-MBJ
21h 21m2 stops
WestJet Logo
12:45 p.m. - 5:41 p.m.MBJ-YWG
28h 56m2 stops
C$ 725WestJet
Find Deal
Thu, 7 Aug - Thu, 14 Aug
WestJet Logo
5:45 p.m. - 6:26 p.m.YWG-MBJ
24h 41m1 stop
WestJet Logo
12:45 p.m. - 5:41 p.m.MBJ-YWG
28h 56m2 stops
C$ 731WestJet
Find Deal
Thu, 7 Aug - Thu, 14 Aug
WestJet Logo
5:45 p.m. - 6:26 p.m.YWG-MBJ
24h 41m1 stop
WestJet Logo
12:45 p.m. - 12:13 a.m.MBJ-YWG
11h 28m1 stop
C$ 744WestJet
Find Deal
Fri, 25 Jul - Fri, 1 Aug
 Logo
9:05 p.m. - 7:55 a.m.YWG-MBJ
34h 50m2 stops
 Logo
12:45 p.m. - 12:13 a.m.MBJ-YWG
11h 28m1 stop
C$ 798
Find Deal
Sun, 3 Aug - Sun, 10 Aug
 Logo
5:00 a.m. - 11:05 a.m.YWG-MBJ
30h 05m1 stop
 Logo
12:45 p.m. - 9:43 a.m.MBJ-YWG
20h 58m1 stop
C$ 823
Find Deal
Sun, 3 Aug - Sun, 10 Aug
 Logo
5:00 a.m. - 11:05 a.m.YWG-MBJ
30h 05m1 stop
 Logo
12:45 p.m. - 2:11 p.m.MBJ-YWG
25h 26m2 stops
C$ 824
Find Deal
Fri, 25 Jul - Fri, 1 Aug
WestJet Logo
6:30 a.m. - 9:27 a.m.YWG-MBJ
26h 57m1 stop
WestJet Logo
12:45 p.m. - 12:13 a.m.MBJ-YWG
11h 28m1 stop
C$ 841WestJet
Find Deal
Wed, 29 Oct - Sun, 2 Nov
Air Canada Logo
4:50 p.m. - 12:05 p.m.YWG-MBJ
19h 15m1 stop
Air Canada Logo
7:05 p.m. - 3:13 p.m.MBJ-YWG
21h 08m1 stop
C$ 963Air Canada
Find Deal
Sat, 8 Nov - Sat, 15 Nov
Air Canada Logo
3:30 p.m. - 6:05 p.m.YWG-MBJ
25h 35m1 stop
Air Canada Logo
2:40 p.m. - 9:43 a.m.MBJ-YWG
20h 03m1 stop
C$ 964Air Canada
Find Deal
Sat, 8 Nov - Sat, 15 Nov
Air Canada Logo
7:20 p.m. - 6:05 p.m.YWG-MBJ
21h 45m2 stops
Air Canada Logo
2:40 p.m. - 9:43 a.m.MBJ-YWG
20h 03m1 stop
C$ 972Air Canada
Find Deal
Expert advice

Expert advice for your flight from Winnipeg to Montego Bay

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
YWG

Winnipeg's airport offers quick security lines with efficient CATSA staff, making departures smooth and stress-free.

Read more about YWGby Mark Stachiew
MBJ

Pre-arrange your transportation from MBJ to avoid touts and enjoy a stress-free arrival in Montego Bay.

Our travel experts
Bill Fink

Bill Fink

Expert on MBJ

Bill Fink

Bill Fink

Bill is an award-winning travel writer with extensive credits covering airlines and the aviation industry for publications including AARP, AFAR, The Points Guy and Yahoo. Based in Portland, Oregon, Bill has traveled to more than 75 countries - and been late for his flight in most of them. He once achieved top-level frequent flier status for all of American, Delta and United Airlines during a single year.

Read more
Mark Stachiew

Mark Stachiew

Expert on YWG

Mark Stachiew

Mark Stachiew

Mark Stachiew has been exploring the world and writing about it for more than 30 years. His travel stories have appeared in numerous newspapers, magazines and online publications in Canada, the United States and beyond.

Read more
Useful Info

KAYAK's insights & trends for Winnipeg to Montego Bay flights

Get data-powered insights and trends into flights from Winnipeg to Montego Bay to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Winnipeg to Montego Bay?

The average price of all round-trip flights from Winnipeg to Montego Bay clicked on KAYAK for each day over the last 12 months.

When flying from Winnipeg to Montego Bay, you should consider leaving on a Monday and avoid Thursdays if you are looking for the best rates. For your return to Winnipeg, you’ll find the best rates on Saturdays and the most expensive ones on Wednesdays.

What is the cheapest month to fly from Winnipeg to Montego Bay?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Winnipeg to Montego Bay, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Winnipeg to Montego Bay is September, where tickets cost C$ 641 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is C$ 859 and C$ 849 respectively.

Can I save money by flying with a layover from Winnipeg to Montego Bay?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 772 on average.

How far in advance should I book a flight from Winnipeg to Montego Bay?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Winnipeg to Montego Bay, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Winnipeg to Montego Bay, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.


Good to know

Low seasonAugust
High seasonJanuary
Cheapest flightC$ 450
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Winnipeg to Montego Bay

When to book flights from Winnipeg to Montego Bay

Are your dates flexible? Find out the best times to travel from Winnipeg to Montego Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Winnipeg to Montego Bay

  • What is the cheapest flight from Winnipeg to Montego Bay?

    In the last 3 days, the lowest price for a flight from Winnipeg to Montego Bay was C$ 329 for a one-way ticket and C$ 530 for a round-trip.

  • Which airports will I be using when flying from Winnipeg to Montego Bay?

    Winnipeg and Montego Bay are both served by 1 main airport. You will leave Winnipeg from Winnipeg and will be arriving at Montego Bay Sangster Intl.

  • Which aircraft models fly most regularly from Winnipeg to Montego Bay?

    The Boeing 737-700 Passenger/BBJ1 (winglets) is the aircraft model that flies most regularly on the Winnipeg to Montego Bay flight route.

  • Which airline alliances offer flights from Winnipeg to Montego Bay?

    Star Alliance is the only airline alliance operating flights between Winnipeg and Montego Bay.

  • Which is the best airline for flights from Winnipeg to Montego Bay, WestJet or Air Canada?

    The two airlines most popular with KAYAK users for flights from Winnipeg to Montego Bay are WestJet and Air Canada. With an average price for the route of C$ 768 and an overall rating of 7.2, WestJet is the most popular choice. Air Canada is also a great choice for the route, with an average price of C$ 662 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from Winnipeg to Montego Bay?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Winnipeg to Montego Bay.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Winnipeg to Montego Bay?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Montego Bay from Winnipeg is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Winnipeg to Montego Bay?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Montego Bay with an airline and back to Winnipeg with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Winnipeg to Montego Bay?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Montego Bay from Winnipeg up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 3 airlines serving from Winnipeg to Montego Bay

 
See real verified KAYAK customer reviews for airlines flying from Winnipeg to Montego Bay. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Winnipeg to Montego Bay? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8790 reviews
6.6Food
7.7Boarding
7.3Comfort
7.0Entertainment
8.1Crew
Airline reviews

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

10.0 ExcellentAnonymous, May 2025YVR - SFO
Read more United Airlines reviews

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Very nice and clean plane. Transit time between flights was tight though

Our flights got changed from United to Air Canada and our purchased seats did not get transferred so we had to pay for seats twice. I brought it up with Air Canada and they stated I had to go back and chase it with United. The united seats were $21 Canadian each and Air Canada were $56 each so we have paid $77 for each seat. Very unhappy

So far so good but food and entertainment are not available for this flight

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

We tried to upgrade to economy premium but were told this was not possible as we had booked through United Airlines (and Air Canada was operating the flight). This seemed silly given there was ample space in economy premium. Additionally, we had to wait almost 1.5 hours upon arrival to taxi to the gate. Otherwise, the crew were very pleasant and passengers were friendly.

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

headphone jack didnt work for the first flight and not much variety

Plane 3 hours late. Missed connection. No help from gate staff. App horrible. Lost connection repeatedly. No service desk. Finally got help from young girl driving cart.

Not the greatest experience everything was pretty mediocre. My seat was by the washroom in the aisle and was not located well as everyone past each other people were right in my seat and space.

Lots of overhead storage, good crew, good service, smooth landing.

Lots of overhead storage and a good crew and service.

The small prop plane was crowded and the overhead luggage storage is a smaller than on the jets. Other than that, the crew was good, the flight was on time and the landing was smooth.

There was a medical emergency that the crew handled very well. There was no “entertainment” of any sort-no movie/music/whatever. Food was typical of airlines: mediocre.

On time. Friendly and efficient staff at check in and flight crew.

Terrible decision to take a night flight. Not enough time to sleep and premium seat has no foot rest ao couldn’t get comfortable!

Late departure, so I missed connection in Detroit. But Delta gave me a great hotel & breakfast. Just sorry I could not get anything from my checked baggage.

Crew was friendly. Lost our luggage and told us it’d be in later in the evening of the day we returned. It was not. Still after 5 days have not received it.

Was on a Swoop plane. No wifi and no Westjet connect

Food hope it make it international not mainly like pilipino food

Just a little improvement on food but everything is excellent

Like- beer/wine for free Dis-like- all other aspects- customer service was horrible the entire trip. No help from Air Canada after they changed flight 6+ hours later. Also they put us on standby for no reason. Then almost 2 hours to get our bags after we arrived back at airport

This was actually a bus ride to the KW airport. It was smooth and comfortable and on time.

The plane in use lacked an entertainment system (perhaps because it was still being updated?). It was an overnight flight so it wasn't terrible but still. The actual seat was adequate but not great. As an economy flyer, food review is largely irrelevant. I am unhappy with this race to the bottom for services provided especially as it applies to baggage restrictions.

Service Director cut all cabin lights and window screens defaulted to dark, but it was an afternoon flight going west. I spent hours trying to see what was reading as reading lights weren't working either. What the hell.

Good flight, friendly crew and overall - good service on United Airlines.

Enjoyed the flights with Air Canada. Friendly, courteous staff and flight crew - kept us informed and efficiently got us boarded and to destination on time. Seats were reasonably comfortable and good room in the overhead spaces.

The food could have been better. The flight attendant was the friendliest and most helpful I have ever had.

In flight WiFi not working. entertainment system not functioning Food was mediocre poor for business class Service was ok but not excellent Crew were pleasant. Announcements were made at a ridiculous volume.

Everything you need to know for your flight from Winnipeg to Montego Bay

Information on your arrival and departure airports

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