YWG - MBJ

C$ 513 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 16/12. 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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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, 7 Jan - Wed, 21 Jan
Air Canada Logo
8:15 a.m. - 6:05 p.m.YWG-MBJ
8h 50m1 stop
Air Canada Logo
7:05 p.m. - 10:16 a.m.MBJ-YWG
16h 11m1 stop
C$ 588Air Canada
Find Deal
Wed, 7 Jan - Wed, 21 Jan
Air Canada Logo
5:30 a.m. - 6:05 p.m.YWG-MBJ
11h 35m2 stops
Air Canada Logo
7:05 p.m. - 8:28 p.m.MBJ-YWG
26h 23m2 stops
C$ 595Air Canada
Find Deal
Wed, 7 Jan - Wed, 21 Jan
Air Canada Logo
8:15 a.m. - 6:05 p.m.YWG-MBJ
8h 50m1 stop
Air Canada Logo
7:05 p.m. - 4:35 p.m.MBJ-YWG
22h 30m1 stop
C$ 618Air Canada
Find Deal
Fri, 28 Nov - Fri, 5 Dec
United Airlines Logo
2:20 p.m. - 1:46 p.m.YWG-MBJ
22h 26m1 stop
United Airlines Logo
1:25 p.m. - 11:57 a.m.MBJ-YWG
23h 32m2 stops
C$ 621United Airlines
Find Deal
Fri, 28 Nov - Fri, 5 Dec
WestJet Logo
8:05 p.m. - 1:54 p.m.YWG-MBJ
16h 49m1 stop
WestJet Logo
2:55 p.m. - 8:06 p.m.MBJ-YWG
30h 11m2 stops
C$ 622WestJet
Find Deal
Fri, 28 Nov - Fri, 5 Dec
WestJet Logo
8:05 p.m. - 1:54 p.m.YWG-MBJ
16h 49m1 stop
WestJet Logo
2:55 p.m. - 11:35 a.m.MBJ-YWG
21h 40m1 stop
C$ 628WestJet
Find Deal
Fri, 28 Nov - Fri, 5 Dec
United Airlines Logo
8:40 a.m. - 4:12 p.m.YWG-MBJ
30h 32m2 stops
United Airlines Logo
3:36 p.m. - 11:57 a.m.MBJ-YWG
21h 21m2 stops
C$ 642United Airlines
Find Deal
Tue, 3 Mar - Tue, 17 Mar
Air Transat Logo
12:10 p.m. - 1:15 p.m.YWG-MBJ
24h 05m1 stop
Air Transat Logo
1:25 p.m. - 11:35 p.m.MBJ-YWG
10h 10m1 stop
C$ 754Air Transat
Find Deal
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
2:40 p.m. - 11:30 a.m.YWG-MBJ
19h 50m2 stops
Multiple Airlines Logo
1:12 p.m. - 11:13 a.m.MBJ-YWG
23h 01m3 stops
C$ 765Multiple Airlines
Find Deal
Wed, 14 Jan - Wed, 21 Jan
Multiple Airlines Logo
8:20 p.m. - 6:05 p.m.YWG-MBJ
20h 45m3 stops
Multiple Airlines Logo
1:12 p.m. - 11:13 a.m.MBJ-YWG
23h 01m3 stops
C$ 782Multiple Airlines
Find Deal

Everything you should know

Our travellers' 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
Air Canada
Cheapest • from C$ 588 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travellers who book at least 4 weeks in advance save around 25% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 20% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Direct flights
2 days a week
There are direct flights from Winnipeg to Montego Bay 2 days a week: Sat, Sun.
Direct flights
Direct flights
Direct flights
Direct flights
Cheapest round-trip
C$ 588
Overall average: C$ 811
Air Canada
Wed 7/1Wed 21/1
YWG - MBJ • 1 stop
Cheapest direct flights
C$ 773
WestJet
Sun 1/3Sun 8/3
YWG - MBJ • Direct
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Montego Bay!
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.

When flying from Winnipeg to Montego Bay, you should consider leaving on a Monday and avoid Saturdays 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 April, where tickets cost C$ 675 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is C$ 1,154 and C$ 934 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$ 916, 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 4 weeks before departure, which saves you about 25% 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

 
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

Good to know

Low seasonSeptember
Cheapest flightC$ 513
Best time to beat the crowds (15% less expensive on average)
Most popular time to fly (10% 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 3 days, the lowest price for a flight from Winnipeg to Montego Bay was C$ 513 for a one-way ticket and C$ 588 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, United Airlines or WestJet?

    The two airlines most popular with KAYAK users for flights from Winnipeg to Montego Bay are United Airlines and WestJet. With an average price for the route of C$ 935 and an overall rating of 7.4, United Airlines is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 862 and an overall rating of 7.2.

  • 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$ 544 or less one-way and C$ 800 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

Sunday

WestJet

WestJet

See more nonstop flights

Direct returns

Montego Bay Sangster Intl to Winnipeg

Saturday

WestJet

WestJet

Sunday

WestJet

WestJet

See more nonstop flights

Reviews of the top 3 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.
7.4
United AirlinesOverall score based on 8997 reviews
7.7Boarding
6.6Food
7.3Comfort
7.1Entertainment
8.1Crew
Airline reviews

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

4.0 OkayAnonymous, Oct 2025YVR - SFO
Read more United Airlines reviews

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

We Left Calgary 1/2 hour late and that made for a tight connection in Denver. After arriving everything was done to help us make our connection. That was a great effort. Thank You United

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

The experience was great, the crew was very polite and hospitable. I will definitely make if my go to airlines.

It was all good flight was on time, service was good I enjoyed a few movies and everything was smooth

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

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

When flying premium on a two our flight a light lunch would have been nice considering the price you pay. A Kit Kat bar and bag of chips is rather cheap service.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The only thing I can't give good or really good is the fact that we didn't have food ,just a packet of pretzels or cookies which is normal,and ofcourse there isn't any entertainment. I've always flowen WestJet ..I really like the airlines..this plane was smaller one ,pretty tight seating.

Again, flight was late. It’s expected of this airline now i guess.

The ceiling leaked water on me. The toilets smelled very bad in the rear cabin

Counter representative refused to check my luggage despite paying for it in advance

We landed 26 min early. It was awesome! Smooth ride too.

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Very good experience. Great cabin crew. Much better than expected

There is no snack and nit much that would be considered gluten free in yiur food selections. One of your snacks should be a gluten free cookie or small bar etc. maybe it was me but I didn’t see any free movies just internet connection and YouTube .

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

I like the free air Canada wifi and being able to watch things on there. The basic snacks are good, just wish I could have both. If I’m being really picky, the flight attendant who filled my drink, filled it half with fizz and didn’t take the second to let it go down and add more, so I got maybe half a cup of pop.

Seats too small and too cramped, I have stomach cancer and I threw up after the flight . No advance boarding for disabled people. No aisle seats available for disabled people who have to use the washroom frequently. No space for cabin baggage for disabled people who have to carry bulky medications or equipment to use on the flight. Baggage rules and fees are ridiculous. I have been an aeroplan member for 30 years and I fly frequently, but from now on I will choose offshore carriers. .

Snacks were just placed and many people were hungry and unaware they were available. Ran out of water bottles. Attendants not available. Missed entire meal.

Very Bad experience with Swiss, they robbed me for additional baggage and misguided. The flight was delayed for 2hr 55 minutes, screens were not functional and food was also bad.

The free Wi-fi for Aeroplan members was a great touch. The time passed quickly. I found the seats seemed a little closer together than I remember. Not Air Canada's fault, but we were about 20 minutes late landing because the airport was too busy. We had to circle around for a while. The boarding and disembarking went very smoothly.

Too many delays. Seats too small. A budget airline. Will never fly Air Canada again.

On board wifi or other entertainment. Landlines option was good but ran late to Pearson

It was crazy, boarded over a hour late from scheduled departure. Then when arrived in BNA issued with getting off the plane…over 1/2 hour. Not looking forward to flying Air Canada, ever again.

Extremely turbulent landing. Crew was friendly and plane comfortable. Airport and US pre clearance was understaffed

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

Information on your arrival and departure airports

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