YWG - MBJ

C$ 521 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 30/7. 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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Everything you should know

Cheapest round-trip
C$ 642
Typical prices: C$ 836-C$ 984
WestJet
Sun 12/7Sun 19/7
YWG - MBJ • 2 stops
Cheapest one-way flights
C$ 521
Typical prices: C$ 648-C$ 860
United Airlines
Thu 30/7
YWG - MBJ • 2 stops
Top airlines
WestJet
Cheapest • from C$ 642 (round-trip)
WestJet
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travellers 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 hundreds 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

Sun, 12 Jul - Sun, 19 Jul
WestJet Logo
8:00 a.m. - 11:45 a.m.
YWG
-
MBJ
27h 45m
2 stops
WestJet Logo
7:30 p.m. - 9:40 p.m.
MBJ
-
YWG
26h 10m
2 stops
C$ 642WestJet
Tue, 8 Dec - Fri, 18 Dec
WestJet Logo
6:15 a.m. - 5:24 p.m.
YWG
-
MBJ
10h 09m
1 stop
WestJet Logo
2:55 p.m. - 11:35 a.m.
MBJ
-
YWG
21h 40m
1 stop
C$ 652WestJet
Tue, 8 Dec - Fri, 18 Dec
WestJet Logo
6:15 a.m. - 5:24 p.m.
YWG
-
MBJ
10h 09m
1 stop
WestJet Logo
8:25 p.m. - 11:05 a.m.
MBJ
-
YWG
39h 40m
2 stops
C$ 655WestJet
Sun, 12 Jul - Sun, 19 Jul
WestJet Logo
6:15 a.m. - 6:30 p.m.
YWG
-
MBJ
12h 15m
1 stop
WestJet Logo
7:30 p.m. - 5:15 p.m.
MBJ
-
YWG
21h 45m
1 stop
C$ 662WestJet
Sat, 4 Jul - Sat, 18 Jul
WestJet Logo
6:15 a.m. - 11:45 a.m.
YWG
-
MBJ
29h 30m
1 stop
WestJet Logo
7:30 p.m. - 12:00 p.m.
MBJ
-
YWG
40h 30m
2 stops
C$ 668WestJet
Sat, 4 Jul - Sat, 18 Jul
WestJet Logo
6:15 a.m. - 9:30 a.m.
YWG
-
MBJ
27h 15m
1 stop
WestJet Logo
7:30 p.m. - 9:45 a.m.
MBJ
-
YWG
14h 15m
1 stop
C$ 674WestJet
Tue, 8 Dec - Fri, 18 Dec
WestJet Logo
12:00 p.m. - 7:29 p.m.
YWG
-
MBJ
30h 29m
2 stops
WestJet Logo
8:25 p.m. - 11:05 a.m.
MBJ
-
YWG
39h 40m
2 stops
C$ 678WestJet
Tue, 8 Dec - Fri, 18 Dec
WestJet Logo
12:00 p.m. - 7:29 p.m.
YWG
-
MBJ
30h 29m
2 stops
WestJet Logo
8:25 p.m. - 11:05 a.m.
MBJ
-
YWG
39h 40m
2 stops
C$ 679WestJet
Mon, 21 Sep - Fri, 25 Sep
Air Canada Logo
1:25 p.m. - 11:20 a.m.
YWG
-
MBJ
21h 55m
2 stops
Air Canada Logo
12:30 p.m. - 9:12 p.m.
MBJ
-
YWG
8h 42m
1 stop
C$ 698Air Canada
Mon, 21 Sep - Fri, 25 Sep
Air Canada Logo
1:25 p.m. - 11:20 a.m.
YWG
-
MBJ
21h 55m
2 stops
Air Canada Logo
12:30 p.m. - 8:00 p.m.
MBJ
-
YWG
31h 30m
2 stops
C$ 702Air Canada
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 July.

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 C$ 709 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is C$ 1,227 and C$ 980 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.

No, with an average price for the route of C$ 670, prices are generally cheapest when you fly direct.

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 flightC$ 521
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly (1% more expensive 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 5 days, the lowest price for a flight from Winnipeg to Montego Bay was C$ 521 for a one-way ticket and C$ 642 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 737-800 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.

  • 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$ 876 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$ 953 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.

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 C$ 781 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 3375 reviews
6.2Food
7.0Comfort
7.9Crew
7.4Boarding
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.

Aircraft is designed with all 3 washrooms at the back of the plane, meaning that when there is service underway, there are no washrooms available and it gets very crowded at the back of the plane.

I was through check-in right away and on the plane before I knew it perfect in every way

Multiple delays and gate changes resulting in arrival with a 5 hour delay.

Mutiple delays and changes of gate resulting in arrival 5 hours after intended.

Excellent flight crew. Very comfortable plane. Entertainment options on air Canada were great!

One crew member, Brandy was very helpful with recovering phone lost in customs. The plane was ancient and poorly maintained. Checked baggage did not arrive with flight. Almost missed flight because if insanely short layover time. Air Canada is worst flight I have ever booked with Kayak. Wanted to charge for headsets for on flight media.

this flight was exceptional due to the plane itself being updated with longer seat belts so no need for the extender and access to a tv.

Flight was oversold. Seats assigned to multiple passengers. Delay 1 hour to sort out.

Good but I don’t received my bags yet is been 5days still no update

Boarding is always chaotic. Delay was over 2 hours while inside plane . Crew not very friendly

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)