YWG - MBJ

C$ 366 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 15/3. 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$ 634
Overall average: C$ 762
United Airlines
Sat 16/5Sat 30/5
YWG - MBJ • 2 stops
Cheapest direct flights
C$ 893
WestJet
Sat 4/4Sat 11/4
YWG - MBJ • Direct
Our travellers' advice
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
Top airlines
United Airlines
Cheapest • from C$ 634 (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 travellers who book at least 4 weeks in advance save around 20% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
April
Cheapest • 22% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Direct flights
1 day a week
There are direct flights from Winnipeg to Montego Bay 1 day a week: Sat.
Direct flights
Direct flights
Direct flights
Direct flights
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!
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

Sat, 16 May - Sat, 30 May
United Airlines Logo
2:00 p.m. - 1:30 p.m.
YWG
-
MBJ
23h 30m
2 stops
United Airlines Logo
1:52 p.m. - 10:24 p.m.
MBJ
-
YWG
8h 32m
1 stop
C$ 634United Airlines
Sat, 16 May - Sat, 30 May
United Airlines Logo
2:00 p.m. - 1:30 p.m.
YWG
-
MBJ
23h 30m
2 stops
United Airlines Logo
4:33 p.m. - 11:39 a.m.
MBJ
-
YWG
19h 06m
2 stops
C$ 659United Airlines
Thu, 21 May - Thu, 11 Jun
WestJet Logo
7:10 p.m. - 11:45 a.m.
YWG
-
MBJ
16h 35m
2 stops
WestJet Logo
12:45 p.m. - 11:10 a.m.
MBJ
-
YWG
22h 25m
2 stops
C$ 673WestJet
Thu, 21 May - Thu, 11 Jun
WestJet Logo
6:05 p.m. - 11:45 a.m.
YWG
-
MBJ
17h 40m
1 stop
WestJet Logo
12:45 p.m. - 2:15 p.m.
MBJ
-
YWG
25h 30m
2 stops
C$ 677WestJet
Sat, 4 Apr - Tue, 14 Apr
Multiple Airlines Logo
8:20 p.m. - 11:24 a.m.
YWG
-
MBJ
15h 04m
1 stop
Multiple Airlines Logo
12:00 p.m. - 3:09 p.m.
MBJ
-
YWG
27h 09m
2 stops
C$ 686Multiple Airlines
Sun, 19 Apr - Sun, 10 May
United Airlines Logo
2:00 p.m. - 12:50 p.m.
YWG
-
MBJ
22h 50m
1 stop
United Airlines Logo
2:40 p.m. - 11:52 a.m.
MBJ
-
YWG
21h 12m
2 stops
C$ 696United Airlines
Sat, 7 Mar - Sat, 14 Mar
United Airlines Logo
2:20 p.m. - 1:37 p.m.
YWG
-
MBJ
22h 17m
2 stops
United Airlines Logo
1:48 p.m. - 11:57 a.m.
MBJ
-
YWG
22h 09m
1 stop
C$ 697United Airlines
Fri, 27 Feb - Fri, 6 Mar
United Airlines Logo
2:20 p.m. - 2:00 p.m.
YWG
-
MBJ
22h 40m
2 stops
United Airlines Logo
3:20 p.m. - 11:57 a.m.
MBJ
-
YWG
21h 37m
2 stops
C$ 701United Airlines
Sat, 4 Apr - Tue, 14 Apr
Multiple Airlines Logo
8:00 a.m. - 1:25 p.m.
YWG
-
MBJ
5h 25mdirect
Multiple Airlines Logo
12:00 p.m. - 3:09 p.m.
MBJ
-
YWG
27h 09m
2 stops
C$ 703Multiple Airlines
Sun, 19 Apr - Sun, 10 May
WestJet Logo
8:05 p.m. - 12:49 p.m.
YWG
-
MBJ
16h 44m
1 stop
WestJet Logo
7:30 p.m. - 12:55 a.m.
MBJ
-
YWG
29h 25m
1 stop
C$ 731WestJet
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 Saturday and avoid Sundays 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 Sundays.

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$ 656 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is C$ 1,223 and C$ 965 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 C$ 779 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 20% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 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 flightC$ 323
Best time to beat the crowds (17% less expensive on average)
Most popular time to fly and prices are also 13% 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 C$ 366 for a one-way ticket and C$ 634 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 MAX 8 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 direct 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 C$ 834 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$ 818 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.

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 nonstop flights

Direct returns

Montego Bay Sangster Intl to Winnipeg

Saturday

WestJet

WestJet

See more nonstop 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 3254 reviews
7.9Crew
6.2Food
7.4Boarding
7.0Comfort
6.1Entertainment
Airline reviews

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.

6.0 GoodMike, Jan 2026
YYC - SJD
Read more WestJet reviews

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 left on time. The crew was very friendly. I had to buy a proper meal. Small cookie and a drink just doesn’t cut it for a 4.5 hours flight.

The flight was full and good as could be expected. We arrived early which is always a good thing.

Experience was good, the wifi hook up is somewhat tough

Plane was one hour late. Hardly any space for our carry-ons. Stressful to catch connections.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

No food, water, snacks.”beverages”. This was on Christmas Day. Upgrading cost $100, for what exactly?

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Very bed experience never want to travel air canada anymore

Overall very good 👍 the only disappointment was that I pre ordered a vegan meal and the longest flight YVR-SIN wasn’t on board even though check in said it was and my email booking shows that confirmed ✅ luckily some passengers were not on board and there was a vegetarian meal available, but still, I think you should know because every all the other flights were vegan meals except for the longest so that was a bit of a concern at the beginning of the flight.

Overall a good experience as this leg I was in Business Class. The Lounge was amazing with a view of the planes. The flight attendant spoke way to quickly when giving the information for take off and landing and it would be of no use to a first time traveler. Overall a great airline to travel on.

It was a very small plane and was ok. No food or entertainment so there should be an option for NA.

I travelled in Business class for the first time and wish I could do that again.

Smooth on-time flight but NO AC in the middle of the cabin. Business Class and the rear of the cabin were too cold but mid-cabin was stuffy and hot with virtually no air coming out of the ducts. Made for a very long and uncomfortable flight.

The crew from Toronto Santiago (and the other way) weren't nice people. They seemed angry. Other flights with Air Canada had much nicer crews. Bathrooms always had sticky floors. Yuck!

Air Canada’s problems are not staff related by and large, no. The problem is tiny jets between the U.S. and Canada - yes, believe it or not they are still “international” (just ask our own Mango Maniac in power in the U.S.). The little aisle is compounded by a design flaw of a “dog leg” starting at seat 12. Woe be unto you if you sit here as passengers and attendants do not have sufficient room to not hit you in the face with backpacks. One thing I will say very positively about Air Canada is you still provide pillows and blankets on transcontinental flights to all, not just the elites. Your tiny improperly designed jets are also a problem flying city to city within Canada also. One can only say you remind us of a “Jet Blue” or “Spirit” experience. Also your luggage space is downright Byzantine! We will endeavor to avoid you and use other U.S. carriers, albeit charging more.

Terrible canceled flight and lost my luggage. Flew me to Halifax. Tgat flight was delayed, had to spend night in airport chair.

My flights were all either late or canceled. It was stressful and a waste of my time. This is the third flight in a row with Air Canada that has been a scheduling mess. Not appreciated.

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

Information on your arrival and departure airports