YWG - MBJ

$249 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 5/29. 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, 0 bags

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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$379
Overall average: $652
WestJet
週日 7/26週四 8/6
YWG - MBJ • 2 stops
Cheapest non-stop
$671
WestJet
週六 4/4週六 4/11
YWG - MBJ • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Winnipeg's airport has quick security lines.
Pre-arrange transportation from MBJ for convenience.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
1 day a week
Sat
You can fly direct with WestJet. Average duration is 5h 25m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Cheapest • from $379 (round-trip)
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Cheapest • Avg $774 (round-trip)
Shortest trip • 7h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 15% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Montego Bay!
Flight Deals
Booking Insights
Expert advice
Flight 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

週日, 7月 26 - 週四, 8月 6
WestJet Logo
6:00 am - 6:30 pm
YWG
-
MBJ
12h 30m
2 stops
WestJet Logo
12:45 pm - 12:55 am
MBJ
-
YWG
12h 10m
1 stop
$379WestJet
週日, 7月 26 - 週四, 8月 6
WestJet Logo
7:45 am - 6:30 pm
YWG
-
MBJ
10h 45m
1 stop
WestJet Logo
12:45 pm - 12:55 am
MBJ
-
YWG
12h 10m
1 stop
$384WestJet
週三, 7月 22 - 週四, 8月 6
WestJet Logo
10:10 am - 11:45 am
YWG
-
MBJ
25h 35m
2 stops
WestJet Logo
12:45 pm - 12:55 am
MBJ
-
YWG
12h 10m
1 stop
$409WestJet
週四, 7月 2 - 週四, 7月 9
WestJet Logo
9:05 pm - 6:30 pm
YWG
-
MBJ
45h 25m
2 stops
WestJet Logo
12:45 pm - 12:00 pm
MBJ
-
YWG
23h 15m
2 stops
$410WestJet
週六, 7月 25 - 週二, 8月 4
WestJet Logo
7:10 pm - 11:45 am
YWG
-
MBJ
16h 35m
2 stops
WestJet Logo
12:45 pm - 11:10 am
MBJ
-
YWG
22h 25m
2 stops
$441WestJet
週六, 7月 25 - 週二, 8月 4
WestJet Logo
8:00 am - 6:30 pm
YWG
-
MBJ
34h 30m
2 stops
WestJet Logo
12:45 pm - 2:25 pm
MBJ
-
YWG
25h 40m
1 stop
$448WestJet
週六, 7月 25 - 週二, 8月 4
WestJet Logo
4:25 pm - 11:45 am
YWG
-
MBJ
19h 20m
1 stop
WestJet Logo
12:45 pm - 9:45 am
MBJ
-
YWG
21h 00m
1 stop
$455WestJet
週三, 7月 22 - 週三, 8月 5
WestJet Logo
6:05 pm - 11:45 am
YWG
-
MBJ
17h 40m
1 stop
WestJet Logo
12:45 pm - 12:55 am
MBJ
-
YWG
12h 10m
1 stop
$462WestJet
週日, 7月 26 - 週三, 8月 5
WestJet Logo
9:05 pm - 11:45 am
YWG
-
MBJ
14h 40m
2 stops
WestJet Logo
12:45 pm - 9:20 am
MBJ
-
YWG
20h 35m
2 stops
$467WestJet
週日, 7月 26 - 週三, 8月 5
WestJet Logo
6:25 pm - 11:45 am
YWG
-
MBJ
17h 20m
2 stops
WestJet Logo
12:45 pm - 12:55 am
MBJ
-
YWG
12h 10m
1 stop
$471WestJet
Booking Insights

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 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 April, where tickets cost $531 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $861 and $750 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 2 stops layover the cheapest option at $695 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, which saves you about 15% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Expert advice

Expert advice for your flight from Winnipeg to Montego Bay

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Bill Fink

Bill Fink

Expert on MBJ

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.

Mark Stachiew

Mark Stachiew

Expert on YWG

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.

Good to know

Low seasonSeptember
Cheapest flight$249
Best time to beat the crowds with an average 5% drop in price.
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 $249 for a one-way ticket and $379 for a round-trip.

  • Do I need a passport to fly between Winnipeg and Montego Bay?

    Yes

  • 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 737-800 Passenger/BBJ2 (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.

  • On which days can I fly direct from Winnipeg to Montego Bay?

    You can catch a nonstop flight from Winnipeg to Montego Bay on on Saturday.

  • 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 $753 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 $660 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. Booking your flights between Winnipeg and MBJ can sometimes prove cheaper using this method.

  • 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.

KAYAK’s top tips for finding a cheap flight from Winnipeg to Montego Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $727 or less round-trip.

Prefer to fly direct from Winnipeg to Montego Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Winnipeg to Montego Bay Sangster Intl.
Find which airlines fly direct from Winnipeg Airport to Montego Bay Sangster Intl Airport, which days they fly and book direct flights.

Direct departures

Winnipeg to Montego Bay Sangster Intl

Saturday

WestJet

WestJet

See more direct flights

Direct returns

Montego Bay Sangster Intl to Winnipeg

Saturday

WestJet

WestJet

See more direct flights

Reviews of the top airlines flying 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.
7.2
WestJetOverall score based on 3299 reviews
7.4Boarding
7.0Comfort
6.2Food
6.1Entertainment
7.9Crew
Airline reviews

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

6.0 GoodWendy, Mar 2026
YYC - YYZ
Read more WestJet reviews

I wasn’t able to book or pay for a seat and they forgot to check me in for my third flight so I spent 24 hours in Toronto waiting for another one.

I wasn’t checked in for the third leg of my flight, my bag was checked through to Dublin but when I went to the gate in Toronto they said I wasn’t on the flight and had given my seat away. I had to wait 24 hours for another flight and instead on the one I had booked it was now 2 flights.

Flight was delayed for 5hours. Food vouchers just aren’t good enough

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

No kiosk to help pre boarding unlike other airlines, still lost the luggage despite its own crew/TSA or security tagging it, poor handling of lost luggage and possibly compensation is likely poor too.

Waited at airport from 10 am till 4 pm and no flight due to fog. Ugh.

As someone who never flies WestJet unless there is no other viable option I have to give this crew credit where credit is due. Extremely well done everyone.

Everything was great until we had to get our bags. The bags came out in several different batches over 90 minutes after we landed maybe more we got our bags. So much for the old West Jet where they promised bags in 20 minutes. I Next time I will pack lighter and go with a carry-on.

Flight late with no explanation why so late boarding. More than made up the time in flight. Woman in seat behind me would not allow me to recline my seat so could not sleep. Slow to clean up after meal so has to leave my tray down. Flight attendants average at best. Premium economy experience was poor. It was a special trip for us, a 70th birthday. We could only book seats that were apart and no efforts could be made to get us together. Just poor all around

Flight departed significantly late with no announcements being made. Woman behind me would not allow me to recline my seat so I was unable to comfortably sleep. Flight attendant not very responsive. Slow to pick up garbage after meal. Not a good experience at all. I felt like cattle rather than like a valued customer

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

By modern air travel standards, our 15-hour flight to Delhi was very nice. Quiet-ish, straightforward, good service, okay seats, etc. All good.

Again, it was delayed and then our connecting aircraft was very cold.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

Got denied my flight was told on Google that Air Canada was supposed to book me a flight back home because I never was able to go to my destination. They did not help me whatsoever. I had to book a whole new flight for that reason I would write this is zero

The plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

Our original flight was cancelled due to mechanical reasons. This cancellation caused us to miss our connection and we were not able to get another flight for 3 days and then needed to make an extra connection to get there. Air Canada did not rebook our flight for us, it took several hours of talking with staff in the airport and making phone calls to get the flights rebooked. We never received a voucher for our hotel and meals while we were waiting for our next flight and it was only after talking to several staff that we were provided some general information about how we could be reimbursed. We tried entering our ticket information in the website provided, but it did not recognize our flight information. When we asked someone on the phone about this they said we'd need to contact the customer relations department, but that it's not possible to reach them on the phone. I don't understand what company would have a customer relations department that you can't talk to. We spent about $1,000 for hotels and meals for our family while waiting for a flight home and I'm not confident we will ever get reimbursed for this. I understand that mechanical issues can happen to any airline, but this is the 4th time that this has happened to my wife and I on Air Canada and we have only flown Air Canada about 8 times, so this is not a good track record. Also, when we did finally get a flight home (which was also delayed due to mechanical problems), we were told we couldn't bring a standard carry on even though the information on our ticket clearly indicated that we could bring a carry on bag. The staff at the gate were not understanding about this situation.

The lead flight attendent was outstanding. We were delayed waiting for a connection and she kept us up-to-date with a great sense of humor. She also made sure a passenger in the back of the plane was sble to get out first to make a connection. She needs to be recognized by your company! She is awesome!

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

Information on your arrival and departure airports