YWG - MBJ

$289 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 8/14. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$459
Typical prices: $678-$979
WestJet
Tue 12/8Fri 12/18
YWG - MBJ • 1 stop
Cheapest non-stop
$585
WestJet
Sun 12/20Sun 12/27
YWG - MBJ • Non-stop
Top airlines
WestJet
Cheapest • from $459 (round-trip)
WestJet
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Minneapolis (MSP)
Cheapest • Avg $774 (round-trip)
Minneapolis (MSP)
Shortest trip • 7h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 9% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 21% price drop
August
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Tue, Dec 8 - Fri, Dec 18
WestJet Logo
6:15 am - 5:24 pm
YWG
-
MBJ
10h 09m
1 stop
WestJet Logo
8:25 pm - 11:35 am
MBJ
-
YWG
16h 10m
1 stop
$459WestJet
Tue, Dec 8 - Fri, Dec 18
WestJet Logo
6:15 am - 5:24 pm
YWG
-
MBJ
10h 09m
1 stop
WestJet Logo
8:25 pm - 9:05 pm
MBJ
-
YWG
49h 40m
2 stops
$461WestJet
Tue, Dec 8 - Fri, Dec 18
WestJet Logo
6:15 am - 5:24 pm
YWG
-
MBJ
10h 09m
1 stop
WestJet Logo
2:55 pm - 11:35 am
MBJ
-
YWG
21h 40m
1 stop
$462WestJet
Tue, Dec 8 - Fri, Dec 18
WestJet Logo
6:15 am - 5:24 pm
YWG
-
MBJ
10h 09m
1 stop
WestJet Logo
8:25 pm - 11:05 am
MBJ
-
YWG
39h 40m
2 stops
$464WestJet
Tue, Dec 8 - Fri, Dec 18
WestJet Logo
7:05 am - 7:29 pm
YWG
-
MBJ
35h 24m
2 stops
WestJet Logo
8:25 pm - 11:05 am
MBJ
-
YWG
39h 40m
2 stops
$474WestJet
Tue, Dec 8 - Fri, Dec 18
WestJet Logo
7:05 am - 7:29 pm
YWG
-
MBJ
35h 24m
2 stops
WestJet Logo
8:25 pm - 11:05 am
MBJ
-
YWG
39h 40m
2 stops
$476WestJet
Tue, Dec 8 - Fri, Dec 18
WestJet Logo
12:00 pm - 7:29 pm
YWG
-
MBJ
30h 29m
2 stops
WestJet Logo
8:25 pm - 11:05 am
MBJ
-
YWG
39h 40m
2 stops
$480WestJet
Wed, Aug 5 - Thu, Aug 13
Air Canada Logo
1:30 pm - 11:20 am
YWG
-
MBJ
21h 50m
2 stops
Air Canada Logo
12:30 pm - 8:01 pm
MBJ
-
YWG
31h 31m
2 stops
$489Air Canada
Mon, Sep 28 - Mon, Oct 5
Air Canada Logo
1:25 pm - 11:20 am
YWG
-
MBJ
21h 55m
2 stops
Air Canada Logo
12:30 pm - 8:00 pm
MBJ
-
YWG
31h 30m
2 stops
$519Air Canada
Fri, Aug 14 - Fri, Aug 21
WestJet Logo
10:30 pm - 6:30 pm
YWG
-
MBJ
20h 00m
2 stops
WestJet Logo
12:45 pm - 6:10 pm
MBJ
-
YWG
29h 25m
2 stops
$556WestJet
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.

How much is a round-trip flight from Winnipeg to Montego Bay?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Winnipeg to Montego Bay departing in December.

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, Saturday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Montego Bay back to Winnipeg, the best deals are generally found on Saturday, with Sunday 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 $502 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is $869 and $694 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 $669 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 3 weeks before departure, which saves you about 9% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Find deals
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.

Read more
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.

Read more

Good to know

Low seasonJune
Cheapest flight$289
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 1% increase 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 5 days, the lowest price for a flight from Winnipeg to Montego Bay was $289 for a one-way ticket and $459 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.

  • 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 $669 or less round-trip.

Reviews of the top airline 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 3379 reviews
7.4Boarding
6.2Food
7.0Comfort
7.9Crew
6.1Entertainment
Airline reviews

Everyone was extremely friendly and nice, from the front desk to the cabin crew!

10.0 ExcellentAnonymous, Jun 2026
YYJ - YYC
Read more WestJet reviews

Everyone was extremely friendly and nice, from the front desk to the cabin crew!

I like the idea of a non-overnight flight to Europe.

The food was very good. I was nit expecting a meal on a red eye trip. I was pleasantly surprised! Plus we arrived a few minutes earlier than expected!

The crew was excellent. The turbulence was very bad and they were unable to serve our dinner. The captain informed the passengers that we were going to get water and snack instead. They provided us ample snacks instead. Otherwise the trip was good.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

There was no food but a singular cookie for a flight that was over 5hours??? Yeah not fun I was starving and again super cramped plane and you guys need to get planes with screens too, WiFi is nice but common we need more

I loved the fact it was on time and it was a smooth flight to my destination.

I like that we landed safely and that my dog was safe underneath as well. Outside of that, we were 45 mins late for a direct flight that is 1.5 hours long. And 2 of my 3 bags did not make the flight. Only my dog was onboard.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

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

Information on your arrival and departure airports

Winnipeg (YWG)
Montego Bay (MBJ)