Cheap flights from Winnipeg to Montego Bay from C$ 367
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 25/1. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
10 Jan — 17 Jan1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Winnipeg to Montego Bay Sangster Intl are usually found in April or September, booked 61 days in advance, depart on a Monday or Wednesday and return on a Wednesday
Cheap flight deals from Winnipeg to Montego Bay
Enter your travel dates to find the best prices.
Cheapest flights from Winnipeg to Montego Bay
Explore the most affordable flight options available from Winnipeg to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 11 December 2025.
Sat 27/128:00 a.m.YWG - MBJ
Nonstop5h 30mWestJet
Sun 4/16:25 p.m.MBJ - YWG
Nonstop5h 49mWestJet
Deal found 9/12C$ 912
Sat 20/128:00 a.m.YWG - MBJ
Nonstop5h 30mWestJet
Sun 4/16:25 p.m.MBJ - YWG
Nonstop5h 49mWestJet
Deal found 9/12C$ 1,291
Wed 24/128:20 p.m.YWG - MBJ
1 stop14h 10mMultiple Airlines
Sat 3/17:25 p.m.MBJ - YWG
2 stops39h 43mMultiple Airlines
Deal found 8/12C$ 1,547
Fri 19/127:30 a.m.YWG - MBJ
1 stop25h 27mMultiple Airlines
Fri 2/13:05 p.m.MBJ - YWG
1 stop11h 21mMultiple Airlines
Deal found 9/12C$ 1,566
Best flights from Winnipeg to Montego Bay
Discover carefully curated flight deals from Winnipeg to Montego Bay that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 11 December 2025.
Tue 3/32:20 p.m.YWG - MBJ
2 stops46h 45mUnited Airlines
Tue 17/32:20 p.m.MBJ - YWG
2 stops21h 37mUnited Airlines
Deal found 9/12C$ 691
Mon 30/38:00 a.m.YWG - MBJ
1 stop26h 58mMultiple Airlines
Tue 7/47:25 p.m.MBJ - YWG
2 stops15h 48mMultiple Airlines
Deal found 9/12C$ 736
Sun 1/32:20 p.m.YWG - MBJ
2 stops22h 40mUnited Airlines
Sun 8/31:48 p.m.MBJ - YWG
1 stop22h 09mUnited Airlines
Deal found 10/12C$ 740
Direct flights from Winnipeg to Montego Bay
Explore direct flight options from Winnipeg to Montego Bay based on user searches, and compare prices and availability for your desired travel dates. Data last updated 11 December 2025.
Sat 27/128:00 a.m.YWG - MBJ
Nonstop5h 30mWestJet
Sun 4/16:25 p.m.MBJ - YWG
Nonstop5h 49mWestJet
Deal found 9/12C$ 912
Sat 28/28:00 a.m.YWG - MBJ
Nonstop5h 25mWestJet
Sat 7/33:25 p.m.MBJ - YWG
Nonstop5h 53mWestJet
Deal found 9/12C$ 991
Sat 28/38:00 a.m.YWG - MBJ
Nonstop5h 25mWestJet
Sat 4/42:25 p.m.MBJ - YWG
Nonstop5h 53mWestJet
Deal found 9/12C$ 1,018
Sat 24/18:00 a.m.YWG - MBJ
Nonstop5h 30mWestJet
Sat 7/23:25 p.m.MBJ - YWG
Nonstop5h 53mWestJet
Deal found 10/12C$ 1,154
Sat 7/28:00 a.m.YWG - MBJ
Nonstop5h 25mWestJet
Sat 14/23:25 p.m.MBJ - YWG
Nonstop5h 53mWestJet
Deal found 10/12C$ 1,165
Sat 14/28:00 a.m.YWG - MBJ
Nonstop5h 25mWestJet
Sat 28/23:25 p.m.MBJ - YWG
Nonstop5h 53mWestJet
Deal found 9/12C$ 1,290
Last-minute flights from Winnipeg to Montego Bay
Discover last-minute flight deals from Winnipeg to Montego Bay. Data last updated 11 December 2025 and is based on user searches.
Sat 27/128:00 a.m.YWG - MBJ
Nonstop5h 30mWestJet
Sun 4/16:25 p.m.MBJ - YWG
Nonstop5h 49mWestJet
Deal found 9/12C$ 912
Wed 7/16:15 a.m.YWG - MBJ
2 stops30h 39mWestJet
Wed 21/12:55 p.m.MBJ - YWG
2 stops20h 13mWestJet
Deal found 9/12C$ 965
Sun 18/17:30 a.m.YWG - MBJ
2 stops27h 32mMultiple Airlines
Mon 26/17:25 p.m.MBJ - YWG
1 stop17h 10mMultiple Airlines
Deal found 8/12C$ 702
Sun 18/112:55 p.m.YWG - MBJ
2 stops23h 58mWestJet
Mon 26/17:25 p.m.MBJ - YWG
2 stops25h 41mWestJet
Deal found 8/12C$ 805
Sat 24/16:55 p.m.YWG - MBJ
2 stops16h 34mWestJet
Sat 7/27:25 p.m.MBJ - YWG
1 stop17h 07mWestJet
Deal found 10/12C$ 782
One-way flights from Winnipeg to Montego Bay
Search for one-way flight options from Winnipeg to Montego Bay. Find affordable one-way fares based on user searches. Data last updated 11 December 2025.
Sun 25/16:00 a.m.YWG - MBJ
1 stop30h 53mMultiple Airlines
Deal found 10/12C$ 367
Wed 15/45:00 a.m.YWG - MBJ
2 stops27h 25mMultiple Airlines
Deal found 9/12C$ 404
Wed 15/45:00 a.m.YWG - MBJ
1 stop31h 49mWestJet
Deal found 9/12C$ 419
Sat 20/128:00 a.m.YWG - MBJ
Nonstop5h 30mWestJet
Deal found 10/12C$ 614
Fri 19/125:45 p.m.YWG - MBJ
2 stops18h 42mDelta
Deal found 9/12C$ 999
Fri 19/128:05 p.m.YWG - MBJ
1 stop16h 49mWestJet
Deal found 11/12C$ 1,075
Sat 20/127:05 p.m.YWG - MBJ
1 stop17h 05mAir Canada
Deal found 9/12C$ 1,114
Find flight deals from Winnipeg to Montego Bay
Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 11 December 2025.
Customize your flight search to find flights from Winnipeg to Montego Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 December 2025.
Use the filters below to find and compare flights from Winnipeg to Montego Bay that are best for you.
Fly from
Winnipeg
Fly to
Montego Bay
Route
Depart
Return
Price
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Tue 3/3
2:20 p.m.-2:05 p.m.
2 stops46h 45m
Montego Bay Sangster Intl
Tue 17/3
2:20 p.m.-11:57 a.m.
2 stops21h 37m
C$ 691
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Mon 30/3
8:00 a.m.-10:58 a.m.
1 stop26h 58m
Montego Bay Sangster Intl
Tue 7/4
7:25 p.m.-11:13 a.m.
2 stops15h 48m
C$ 736
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sun 1/3
2:20 p.m.-2:00 p.m.
2 stops22h 40m
Montego Bay Sangster Intl
Sun 8/3
1:48 p.m.-11:57 a.m.
1 stop22h 09m
C$ 740
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sun 25/1
6:00 a.m.-1:53 p.m.
1 stop30h 53m
C$ 367
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Wed 15/4
5:00 a.m.-8:25 a.m.
2 stops27h 25m
C$ 404
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Wed 15/4
5:00 a.m.-12:49 p.m.
1 stop31h 49m
C$ 419
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sat 20/12
8:00 a.m.-2:30 p.m.
Nonstop5h 30m
C$ 614
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sat 20/12
6:55 p.m.-2:13 p.m.
2 stops18h 18m
C$ 999
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Fri 19/12
5:45 p.m.-1:27 p.m.
2 stops18h 42m
C$ 999
Flights are sorted by cheapest round-trip flights first.
Deals found on 10/12
Best time to book a flight from Winnipeg to Montego Bay
Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Winnipeg to Montego Bay
Prices
More
How far ahead should I book a flight from Winnipeg to Montego Bay?
Use this chart to determine the optimal time to book a round-trip flight from Winnipeg to Montego Bay. Price data was last updated on 5 December 2025.
Booking 61 days in advance of your planned departure date is, on average, the best time to get cheap flights from Winnipeg to Montego Bay. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Winnipeg to Montego Bay?
Currently, October is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 423). Flying from Winnipeg to Montego Bay in August is currently the most expensive (average of C$ 697). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from YWG to MBJ?
Find hourly flight availability from Winnipeg to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 11 December 2025.
One of the essential ways to save on airfare from Winnipeg to Montego Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 24% on airfare.
How much does it cost to fly round-trip from Winnipeg to Montego Bay?
What’s the top layover airport for flights from Winnipeg to Montego Bay?
Share of one-stop round-trip flights from Winnipeg to Montego Bay chosen by Cheapflights users in the past 12 months, using the same layover each way.
Toronto (YYZ) – chosen by Cheapflights users on 99% of one-stop itineraries from Winnipeg to Montego Bay on Cheapflights.
What’s the cheapest layover airport for flights from Winnipeg to Montego Bay?
Average round-trip fare for 1-stop flights from Winnipeg to Montego Bay, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Montreal (YUL) is the most affordable 1-stop option, with an average round-trip price of C$ 918.
What’s the fastest layover option from Winnipeg to Montego Bay?
Shortest average travel time for 1-stop one-way flights from Winnipeg to Montego Bay, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 12h 35m.
Which airport typically offers the quickest layover for flights from Winnipeg to Montego Bay?
Average layover duration for 1-stop one-way flights from Winnipeg to Montego Bay, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Toronto (YYZ) offer the fastest connection on this route, with an average layover time of 5h 57m.
Reviews of airlines servicing Montego Bay
Get insights into the airlines that provide service to Montego Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montego Bay. Reviews last updated 11 December 2025.
Check out reviews from past customers who have flown with WestJet and Air Canada from Winnipeg to Montego Bay to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
After first flight cancelled they barely accommodated our flight to get to our destination, after 36 hours of travel and long layovers we arrived but the worst experience ever! I will definitely put claims in of the lost upgrades and lost time and money we had!!!
Related info for your journey
Find useful and relevant information for your journey from Winnipeg to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
How popular is this Winnipeg to Montego Bay flight route?
This flight path from Winnipeg to Montego Bay Sangster Intl was viewed by 93 users in the past month. Keep an eye out for changes in search interest prior to high and low season.
How long is the flight from Winnipeg to Montego Bay?
A quick flight from Winnipeg to Montego Bay can take about 46h 45m. United Airlines provides one of the quickest options available for as low as C$ 691. There are 3890 km between Winnipeg and Montego Bay.
What are the cheapest airlines flying from Winnipeg to Montego Bay round-trip?
Flying on Air Canada is currently your cheapest option to Montego Bay, with prices starting at C$ 487. Another option worth looking into is WestJet, starting at C$ 495 round trip. These flights start at 42% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Winnipeg to Montego Bay one-way?
The cheapest airline one-way is WestJet, with whom users have recently found tickets for as low as C$ 254. However, be on the lookout for offers from Air Canada and Air Transat, as they are both options that can get you from Winnipeg to Montego Bay for a low price.
What are the cheapest flights from Winnipeg to Montego Bay?
Looking at all options, your cheapest flight can be booked for C$ 336. While the most popular route (Winnipeg - Montego Bay Sangster Intl) can be booked for C$ 691 on average, our data indicates C$ 577 when flying from Winnipeg to Montego Bay.
Can I find deals for business class flights from Winnipeg to Montego Bay?
Yes. Cheapflights offers flight deals from Winnipeg to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Winnipeg to Montego Bay?
Currently, October is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 423). Flying from Winnipeg to Montego Bay in August is currently the most expensive (average of C$ 697). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Explore flights to Montego Bay departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 11 December 2025.
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on 11 December 2025.
Top 2 airlines flying from Winnipeg to Montego Bay
Discover the top 2 airlines that operate flights from Winnipeg to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 11 December 2025.
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Winnipeg to Montego Bay?
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Winnipeg to Montego Bay. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
Why should you use Cheapflights to find cheap flight tickets from Winnipeg to Montego Bay?
Cheapflights helps you find that perfect flight to Montego Bay from Winnipeg by searching from hundreds of airlines and agencies you know and love. We are also free to use, in case you were wondering!
Can Cheapflights find flights from Winnipeg to Montego Bay with no change fees?
Yes, we can. To see specific flights from Winnipeg to Montego Bay with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Can Cheapflights notify me if prices for flights from Winnipeg to Montego Bay become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!
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