Cheap flights from Winnipeg to Montego Bay from C$ 401
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 15/2. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
26 Feb — 5 Mar1
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 Tuesday and return on a Monday
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 27 January 2026.
Mon 2/38:00 a.m.
YWG
-
MBJ
1 stop27h 02m
Multiple Airlines
Wed 4/31:00 p.m.
MBJ
-
YWG
2 stops31h 09m
Multiple Airlines
Deal found 27/1C$ 646
Mon 2/38:00 a.m.
YWG
-
MBJ
1 stop27h 02m
Multiple Airlines
Tue 10/311:57 a.m.
MBJ
-
YWG
2 stops27h 12m
Multiple Airlines
Deal found 27/1C$ 661
Sat 18/42:00 p.m.
YWG
-
MBJ
1 stop22h 50m
United Airlines
Sat 25/41:52 p.m.
MBJ
-
YWG
1 stop22h 00m
United Airlines
Deal found 24/1C$ 682
Sun 19/42:00 p.m.
YWG
-
MBJ
2 stops49h 10m
United Airlines
Sun 10/52:40 p.m.
MBJ
-
YWG
2 stops21h 12m
United Airlines
Deal found 26/1C$ 685
Fri 27/27:30 a.m.
YWG
-
MBJ
1 stop26h 54m
Multiple Airlines
Wed 4/31:00 p.m.
MBJ
-
YWG
2 stops31h 09m
Multiple Airlines
Deal found 27/1C$ 686
Tue 3/32:20 p.m.
YWG
-
MBJ
2 stops46h 45m
United Airlines
Fri 6/32:48 p.m.
MBJ
-
YWG
1 stop22h 09m
United Airlines
Deal found 27/1C$ 689
Tue 3/32:20 p.m.
YWG
-
MBJ
2 stops46h 45m
United Airlines
Tue 17/31:48 p.m.
MBJ
-
YWG
1 stop22h 09m
United Airlines
Deal found 26/1C$ 690
Tue 3/35:00 a.m.
YWG
-
MBJ
1 stop13h 17m
Multiple Airlines
Wed 4/31:00 p.m.
MBJ
-
YWG
2 stops31h 09m
Multiple Airlines
Deal found 27/1C$ 712
Thu 21/56:05 p.m.
YWG
-
MBJ
1 stop17h 40m
WestJet
Thu 11/612:45 p.m.
MBJ
-
YWG
1 stop21h 00m
WestJet
Deal found 26/1C$ 724
Wed 15/42:00 p.m.
YWG
-
MBJ
1 stop22h 50m
United Airlines
Tue 28/44:12 p.m.
MBJ
-
YWG
2 stops19h 40m
United Airlines
Deal found 26/1C$ 726
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 27 January 2026.
Sat 18/42:00 p.m.
YWG
-
MBJ
1 stop22h 50m
United Airlines
Sat 25/42:40 p.m.
MBJ
-
YWG
2 stops21h 12m
United Airlines
Deal found 24/1C$ 682
Sat 11/42:00 p.m.
YWG
-
MBJ
1 stop22h 50m
United Airlines
Tue 28/44:12 p.m.
MBJ
-
YWG
2 stops19h 40m
United Airlines
Deal found 26/1C$ 685
Sun 19/48:45 a.m.
YWG
-
MBJ
2 stops30h 25m
United Airlines
Sun 10/52:40 p.m.
MBJ
-
YWG
2 stops21h 12m
United Airlines
Deal found 25/1C$ 685
Tue 3/32:20 p.m.
YWG
-
MBJ
2 stops46h 45m
United Airlines
Mon 9/32:20 p.m.
MBJ
-
YWG
2 stops21h 37m
United Airlines
Deal found 27/1C$ 689
Wed 4/32:20 p.m.
YWG
-
MBJ
2 stops22h 45m
United Airlines
Mon 9/32:20 p.m.
MBJ
-
YWG
2 stops21h 37m
United Airlines
Deal found 27/1C$ 689
Tue 3/32:20 p.m.
YWG
-
MBJ
2 stops46h 45m
United Airlines
Tue 10/31:48 p.m.
MBJ
-
YWG
1 stop22h 09m
United Airlines
Deal found 27/1C$ 689
Fri 27/22:20 p.m.
YWG
-
MBJ
2 stops22h 40m
United Airlines
Mon 9/31:48 p.m.
MBJ
-
YWG
1 stop22h 09m
United Airlines
Deal found 27/1C$ 689
Wed 4/32:20 p.m.
YWG
-
MBJ
2 stops22h 45m
United Airlines
Fri 6/32:48 p.m.
MBJ
-
YWG
1 stop22h 09m
United Airlines
Deal found 27/1C$ 689
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 27 January 2026.
Sat 28/28:00 a.m.
YWG
-
MBJ
Nonstop5h 25m
WestJet
Sat 7/33:25 p.m.
MBJ
-
YWG
Nonstop5h 53m
WestJet
Deal found 27/1C$ 1,350
Last-minute flights from Winnipeg to Montego Bay
Discover last-minute flight deals from Winnipeg to Montego Bay. Data last updated 27 January 2026 and is based on user searches.
Thu 26/22:20 p.m.
YWG
-
MBJ
2 stops22h 40m
United Airlines
Mon 9/32:20 p.m.
MBJ
-
YWG
2 stops21h 37m
United Airlines
Deal found 27/1C$ 771
Fri 27/27:30 a.m.
YWG
-
MBJ
1 stop26h 54m
Multiple Airlines
Wed 4/31:00 p.m.
MBJ
-
YWG
2 stops31h 09m
Multiple Airlines
Deal found 27/1C$ 686
Fri 27/22:20 p.m.
YWG
-
MBJ
2 stops22h 40m
United Airlines
Fri 6/33:55 p.m.
MBJ
-
YWG
2 stops21h 02m
United Airlines
Deal found 27/1C$ 689
Fri 27/28:05 p.m.
YWG
-
MBJ
1 stop14h 25m
Multiple Airlines
Thu 5/31:00 p.m.
MBJ
-
YWG
2 stops27h 09m
Multiple Airlines
Deal found 27/1C$ 742
Fri 27/28:05 p.m.
YWG
-
MBJ
1 stop14h 25m
Multiple Airlines
Sat 7/34:32 p.m.
MBJ
-
YWG
1 stop22h 37m
Multiple Airlines
Deal found 27/1C$ 772
Fri 27/22:20 p.m.
YWG
-
MBJ
2 stops22h 40m
United Airlines
Thu 5/33:55 p.m.
MBJ
-
YWG
2 stops21h 44m
United Airlines
Deal found 27/1C$ 800
Fri 27/27:30 a.m.
YWG
-
MBJ
1 stop26h 54m
Multiple Airlines
Sun 8/312:25 p.m.
MBJ
-
YWG
1 stop12h 14m
Multiple Airlines
Deal found 27/1C$ 824
Fri 27/22:20 p.m.
YWG
-
MBJ
2 stops22h 40m
United Airlines
Sun 8/31:48 p.m.
MBJ
-
YWG
2 stops19h 56m
United Airlines
Deal found 27/1C$ 826
Sat 28/22:20 p.m.
YWG
-
MBJ
2 stops22h 40m
United Airlines
Sat 7/35:14 p.m.
MBJ
-
YWG
2 stops42h 43m
United Airlines
Deal found 27/1C$ 796
Sat 28/26:15 a.m.
YWG
-
MBJ
1 stop11h 09m
Multiple Airlines
Wed 4/31:00 p.m.
MBJ
-
YWG
2 stops31h 09m
Multiple Airlines
Deal found 27/1C$ 841
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 27 January 2026.
Sun 15/28:05 p.m.
YWG
-
MBJ
2 stops38h 57m
Multiple Airlines
Deal found 26/1C$ 401
Thu 12/312:55 p.m.
YWG
-
MBJ
2 stops52h 29m
WestJet
Deal found 25/1C$ 403
Thu 12/32:20 p.m.
YWG
-
MBJ
1 stop22h 26m
United Airlines
Deal found 25/1C$ 612
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 27 January 2026.
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 27 January 2026.
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
Sat 18/4
2:00 p.m.-12:50 p.m.
1 stop22h 50m
Montego Bay Sangster Intl
Sat 25/4
2:40 p.m.-11:52 a.m.
2 stops21h 12m
C$ 682
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sat 11/4
2:00 p.m.-12:50 p.m.
1 stop22h 50m
Montego Bay Sangster Intl
Tue 28/4
4:12 p.m.-11:52 a.m.
2 stops19h 40m
C$ 685
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sun 19/4
8:45 a.m.-3:10 p.m.
2 stops30h 25m
Montego Bay Sangster Intl
Sun 10/5
2:40 p.m.-11:52 a.m.
2 stops21h 12m
C$ 685
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Tue 3/3
2:20 p.m.-2:05 p.m.
2 stops46h 45m
Montego Bay Sangster Intl
Mon 9/3
2:20 p.m.-11:57 a.m.
2 stops21h 37m
C$ 689
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Wed 4/3
2:20 p.m.-2:05 p.m.
2 stops22h 45m
Montego Bay Sangster Intl
Mon 9/3
2:20 p.m.-11:57 a.m.
2 stops21h 37m
C$ 689
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 10/3
1:48 p.m.-11:57 a.m.
1 stop22h 09m
C$ 689
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Fri 27/2
2:20 p.m.-2:00 p.m.
2 stops22h 40m
Montego Bay Sangster Intl
Mon 9/3
1:48 p.m.-11:57 a.m.
1 stop22h 09m
C$ 689
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Wed 4/3
2:20 p.m.-2:05 p.m.
2 stops22h 45m
Montego Bay Sangster Intl
Fri 6/3
2:48 p.m.-11:57 a.m.
1 stop22h 09m
C$ 689
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Sun 15/2
8:05 p.m.-12:02 p.m.
2 stops38h 57m
C$ 401
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Thu 12/3
12:55 p.m.-5:24 p.m.
2 stops52h 29m
C$ 403
Flights are sorted by cheapest round-trip flights first.
Deals found on 26/1
Showing 1-10 of 11 results
1
2
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
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 23 January 2026.
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$ 419). Flying from Winnipeg to Montego Bay in August is currently the most expensive (average of C$ 678). 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 27 January 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Winnipeg to Montego Bay as you normally would.
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 27 January 2026.
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.
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 62 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 22h 50m. United Airlines provides one of the quickest options available for as low as C$ 682. 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$ 482. Another option worth looking into is WestJet, starting at C$ 500 round trip. These flights start at 43% 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$ 247. 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.
Can I find deals for flights from Winnipeg to Montego Bay that include hotel bookings?
Yes. In addition to deals on Winnipeg to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Winnipeg to Montego Bay?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights 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$ 419). Flying from Winnipeg to Montego Bay in August is currently the most expensive (average of C$ 678). 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 27 January 2026.
Browse through other flights departing from Winnipeg. Flights are based on user searches made on Cheapflights and were last updated on 27 January 2026.
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 27 January 2026.
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!
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
We value your privacy
Cheapflights and its partners wish to use cookies or similar technologies to store and/or access information on and about your device and process personal data such as your IP address, device identifiers etc., in order to improve your experience on the site, to analyze navigation, to offer and measure personalized advertising, and to facilitate sharing on social networks. We also allow the use of third-party cookies (including those from our advertising partners) on our sites.
By clicking 'Accept', you consent to your data being processed by 0 vendors on this web site for the purposes described in this notice. You can review the vendors and their individual processing purposes on the .
To review individual processing purposes and cookie categories, please click ’Select individual purposes’. You can review and update your choices anytime by clicking the ’Privacy Preferences’ link in the page side navigation.