YWG - MBJ

$402 Find Cheap Flights from Winnipeg to Montego Bay

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Winnipeg to Montego Bay departing on 10/29. 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

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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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

Wed, Oct 29 - Sun, Nov 2
WestJet Logo
8:05 pm - 12:54 pmYWG-MBJ
16h 49m1 stop
WestJet Logo
1:25 pm - 11:35 amMBJ-YWG
23h 10m1 stop
$402WestJet
Find Deal
Wed, Oct 29 - Sun, Nov 2
WestJet Logo
9:00 pm - 12:54 pmYWG-MBJ
15h 54m2 stops
WestJet Logo
1:25 pm - 7:12 pmMBJ-YWG
30h 47m1 stop
$405WestJet
Find Deal
Sat, Nov 1 - Sat, Nov 8
Multiple Airlines Logo
9:00 pm - 3:15 pmYWG-MBJ
18h 15m2 stops
Multiple Airlines Logo
4:20 pm - 3:07 pmMBJ-YWG
23h 47m1 stop
$407Multiple Airlines
Find Deal
Mon, Feb 23 - Wed, Mar 11
Air Transat Logo
12:10 pm - 11:15 amYWG-MBJ
22h 05m1 stop
Air Transat Logo
1:25 pm - 11:35 pmMBJ-YWG
10h 10m1 stop
$522Air Transat
Find Deal
Sat, Nov 1 - Sat, Nov 8
Multiple Airlines Logo
6:55 pm - 12:29 pmYWG-MBJ
17h 34m2 stops
Multiple Airlines Logo
1:12 pm - 6:06 pmMBJ-YWG
29h 54m3 stops
$526Multiple Airlines
Find Deal
Tue, Feb 3 - Tue, Feb 17
Air Transat Logo
6:00 am - 1:15 pmYWG-MBJ
30h 15m1 stop
Air Transat Logo
12:25 pm - 11:35 pmMBJ-YWG
12h 10m1 stop
$536Air Transat
Find Deal
Mon, Feb 23 - Mon, Mar 9
United Airlines Logo
2:20 pm - 2:37 pmYWG-MBJ
23h 17m2 stops
United Airlines Logo
2:20 pm - 11:39 amMBJ-YWG
21h 19m2 stops
$562United Airlines
Find Deal
Mon, Feb 23 - Mon, Mar 9
United Airlines Logo
2:20 pm - 2:37 pmYWG-MBJ
23h 17m2 stops
United Airlines Logo
2:20 pm - 11:39 amMBJ-YWG
21h 19m2 stops
$563United Airlines
Find Deal
Sat, Dec 20 - Sun, Dec 28
Delta Logo
5:56 pm - 8:36 pmYWG-MBJ
25h 40m2 stops
Delta Logo
4:15 pm - 11:54 amMBJ-YWG
20h 39m2 stops
$796Delta
Find Deal
Mon, Dec 22 - Tue, Dec 30
Delta Logo
5:56 pm - 12:44 pmYWG-MBJ
17h 48m2 stops
Delta Logo
8:00 am - 11:54 amMBJ-YWG
28h 54m2 stops
$814Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
Winnipeg's airport has quick security lines.
Pre-arrange transportation from MBJ for convenience.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
WestJet
Cheapest • from $402 (round-trip)
WestJet
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 27% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 18% price drop
January
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$402
Overall average: $579
WestJet
Wed 10/29Sun 11/2
YWG - MBJ • 1 stop
Cheapest non-stop
$592
WestJet
Sun 2/22Sun 3/8
YWG - MBJ • Non-stop
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!
Expert advice

Expert advice for your flight from Winnipeg to Montego Bay

 
Snippets provided in this section are AI-generated based on a summarization 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
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’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.

For Winnipeg to Montego Bay, Wednesday is the cheapest day to fly on average and Saturday is the most expensive. Flying from Montego Bay back to Winnipeg, the best deals are generally found on Saturday, with Monday being the most expensive.

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 $482 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $812 and $655 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 $697 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 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$402
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 11% 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 $420 for a one-way ticket and $402 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?

    SkyTeam, and Star Alliance are the airline alliances operating flights between Winnipeg and Montego Bay, with SkyTeam being the most commonly used for this route.

  • 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 $645 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 $657 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 $719 or less round-trip.

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 3093 reviews
7.1Comfort
6.1Entertainment
6.2Food
7.9Crew
7.4Boarding
Airline reviews

The experience was good just the upcharge of over a hundred dollars was not cool.

2.0 MediocreScott, Sep 2025YVR - YXS
Read more WestJet reviews

The experience was good just the upcharge of over a hundred dollars was not cool.

No internet, not even westjet connect makes for a boring flight

Our first flight from LAX to Winnipeg was changed but you never informed us at all. It went from a nonstop flight to a stay at Calgary. This impacted our trip negatively as we arrived much later than we planned to. Our returning flight was horrible. The flight was delayed 6 hours!! And we were NOT going to wait that long. The only way we got on our original flight was running there. However all of our suitcases were now coming on the delayed flight. It was the worst experience we ever had flying. I want my money back.

Typical Canadian airline experience. Charger and tray were broken, food was poor quality, and yet you're still paying more than flights with equal to better service than elsewhere globally.

Good, a bit cramped in the seat as my neighbour was a bit large

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

While I appreciated the food (it was unexpected), it was interruptive for sleeping. We paid extra for reserved seats, but when we checked in they gave us different seats. I had to call WestJet arounf 11:30pm the night before our flight to get this fixed. We were give seats in the emengency row to resolve the issue.

Not enough food option. And not enough advices or information about what we are gonna eat.

Please make more option. And be more precise on the type of food you giving. Diner and breakfast can be different

I like how spacious the plane was but I did not like the fact that there was no entertainment

Had to cancel flight due to strike. Hope things will be better next August when we will rebook. Very disappointing as it was our 50th wedding anniversary celebration l!

I’ve wasted 7 hours of my time because of the delayed. ;(

The crew were fabulous. The flight was bumpy and I always like the captain to tell me what that is about or my imagination gets carries away.

Overall great. The crews were lovely. The seats are awful. I always emerge with a back ache.

I liked the behaviour of the crew members.The flight was good.

Would like whole can of pop for 2. Treats were not great . The garlic pretzels were terrible for someone who can't eat garlic. Passenger was 84.

I had boarding pass on my phone. Husband and I were seated together. Agent printed out boarding passes and we were separated for the flight

1 hour late No hot drinks No restroom in the back of the plane

You was on strike and I had to get another r flight and you did not give me my money back

Food can be better. Taste and option, the pasta wasn't the greatest.

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

Information on your arrival and departure airports

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