Cheap flights from Winnipeg to Montego Bay from C$ 223
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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — MBJ
23 May — 30 May1
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
Best
Last-minute
One-way
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 23 April 2026.
Mon 18/59:05 p.m.
YWG
-
MBJ
2 stops14h 40m
WestJet
Thu 11/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 487
Sun 17/56:05 p.m.
YWG
-
MBJ
1 stop17h 40m
WestJet
Thu 11/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 492
Tue 19/57:10 p.m.
YWG
-
MBJ
2 stops16h 35m
WestJet
Wed 3/612:45 p.m.
MBJ
-
YWG
2 stops23h 30m
WestJet
Deal found 22/4C$ 498
Tue 19/54:25 p.m.
YWG
-
MBJ
1 stop19h 20m
WestJet
Mon 8/612:45 p.m.
MBJ
-
YWG
1 stop21h 00m
WestJet
Deal found 22/4C$ 508
Tue 19/54:25 p.m.
YWG
-
MBJ
1 stop19h 20m
WestJet
Thu 4/612:45 p.m.
MBJ
-
YWG
1 stop25h 40m
WestJet
Deal found 22/4C$ 512
Mon 1/62:55 p.m.
YWG
-
MBJ
2 stops20h 50m
WestJet
Sun 14/67:30 p.m.
MBJ
-
YWG
2 stops21h 55m
WestJet
Deal found 19/4C$ 516
Tue 19/59:05 p.m.
YWG
-
MBJ
2 stops14h 40m
WestJet
Tue 9/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 521
Sun 17/56:05 p.m.
YWG
-
MBJ
1 stop17h 40m
WestJet
Wed 10/612:45 p.m.
MBJ
-
YWG
1 stop21h 00m
WestJet
Deal found 22/4C$ 524
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 23 April 2026.
Tue 19/59:05 p.m.
YWG
-
MBJ
2 stops14h 40m
WestJet
Thu 11/612:45 p.m.
MBJ
-
YWG
2 stops23h 30m
WestJet
Deal found 22/4C$ 527
Mon 8/65:10 p.m.
YWG
-
MBJ
1 stop18h 10m
Air Canada
Fri 12/612:30 p.m.
MBJ
-
YWG
1 stop22h 38m
Air Canada
Deal found 18/4C$ 560
Fri 22/51:25 p.m.
YWG
-
MBJ
2 stops21h 55m
Air Canada
Thu 11/612:30 p.m.
MBJ
-
YWG
2 stops21h 39m
Air Canada
Deal found 22/4C$ 576
Tue 23/64:25 p.m.
YWG
-
MBJ
1 stop19h 20m
WestJet
Thu 25/612:45 p.m.
MBJ
-
YWG
1 stop25h 40m
WestJet
Deal found 20/4C$ 580
Wed 20/59:05 p.m.
YWG
-
MBJ
2 stops38h 40m
WestJet
Wed 10/612:45 p.m.
MBJ
-
YWG
2 stops25h 20m
WestJet
Deal found 23/4C$ 580
Thu 28/58:00 a.m.
YWG
-
MBJ
2 stops27h 45m
WestJet
Mon 1/612:45 p.m.
MBJ
-
YWG
1 stop25h 40m
WestJet
Deal found 21/4C$ 611
Last-minute flights from Winnipeg to Montego Bay
Discover last-minute flight deals from Winnipeg to Montego Bay. Data last updated 23 April 2026 and is based on user searches.
Sun 17/56:05 p.m.
YWG
-
MBJ
1 stop17h 40m
WestJet
Thu 11/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 492
Sun 17/56:05 p.m.
YWG
-
MBJ
1 stop17h 40m
WestJet
Wed 10/612:45 p.m.
MBJ
-
YWG
1 stop21h 00m
WestJet
Deal found 22/4C$ 524
Sun 17/57:10 p.m.
YWG
-
MBJ
2 stops16h 35m
WestJet
Tue 2/612:45 p.m.
MBJ
-
YWG
2 stops25h 20m
WestJet
Deal found 22/4C$ 527
Sun 17/59:05 p.m.
YWG
-
MBJ
2 stops14h 40m
WestJet
Fri 5/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 561
Mon 18/59:05 p.m.
YWG
-
MBJ
2 stops14h 40m
WestJet
Thu 11/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 487
Tue 19/57:10 p.m.
YWG
-
MBJ
2 stops16h 35m
WestJet
Wed 3/612:45 p.m.
MBJ
-
YWG
2 stops23h 30m
WestJet
Deal found 22/4C$ 498
Tue 19/54:25 p.m.
YWG
-
MBJ
1 stop19h 20m
WestJet
Mon 8/612:45 p.m.
MBJ
-
YWG
1 stop21h 00m
WestJet
Deal found 22/4C$ 508
Tue 19/54:25 p.m.
YWG
-
MBJ
1 stop19h 20m
WestJet
Thu 4/612:45 p.m.
MBJ
-
YWG
1 stop25h 40m
WestJet
Deal found 22/4C$ 512
Tue 19/59:05 p.m.
YWG
-
MBJ
2 stops14h 40m
WestJet
Tue 9/612:45 p.m.
MBJ
-
YWG
1 stop12h 10m
WestJet
Deal found 22/4C$ 521
Fri 22/51:25 p.m.
YWG
-
MBJ
2 stops21h 55m
Air Canada
Sat 6/612:30 p.m.
MBJ
-
YWG
1 stop10h 48m
Air Canada
Deal found 22/4C$ 570
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 23 April 2026.
Mon 4/56:15 a.m.
YWG
-
MBJ
1 stop29h 30m
WestJet
Deal found 20/4C$ 223
Tue 2/612:00 p.m.
YWG
-
MBJ
2 stops47h 45m
WestJet
Deal found 18/4C$ 285
Sat 6/69:05 p.m.
YWG
-
MBJ
2 stops21h 25m
WestJet
Deal found 22/4C$ 289
Tue 2/65:10 p.m.
YWG
-
MBJ
1 stop18h 10m
Air Canada
Deal found 18/4C$ 293
Sun 7/610:10 a.m.
YWG
-
MBJ
2 stops25h 35m
WestJet
Deal found 23/4C$ 304
Sun 10/510:10 a.m.
YWG
-
MBJ
2 stops49h 35m
WestJet
Deal found 20/4C$ 330
Thu 4/61:25 p.m.
YWG
-
MBJ
2 stops21h 55m
Air Canada
Deal found 19/4C$ 342
Sat 6/63:15 p.m.
YWG
-
MBJ
1 stop20h 05m
Air Canada
Deal found 22/4C$ 343
Sun 10/55:15 p.m.
YWG
-
MBJ
1 stop18h 05m
Air Canada
Deal found 20/4C$ 353
Sun 10/59:05 p.m.
YWG
-
MBJ
3 stops39h 26m
Multiple Airlines
Deal found 20/4C$ 375
Fri 5/65:10 p.m.
YWG
-
MBJ
1 stop18h 10m
Multiple Airlines
Deal found 21/4C$ 380
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 23 April 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 23 April 2026.
Use the filters below to find and compare flights from Winnipeg to Montego Bay that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Cheapest round-trip
Quickest round-trip
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Tue 19/5
9:05 p.m.-11:45 a.m.
2 stops14h 40m
Montego Bay Sangster Intl
Thu 11/6
12:45 p.m.-12:15 p.m.
2 stops23h 30m
C$ 527
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Mon 8/6
5:10 p.m.-11:20 a.m.
1 stop18h 10m
Montego Bay Sangster Intl
Fri 12/6
12:30 p.m.-11:08 a.m.
1 stop22h 38m
C$ 560
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Fri 22/5
1:25 p.m.-11:20 a.m.
2 stops21h 55m
Montego Bay Sangster Intl
Thu 11/6
12:30 p.m.-10:09 a.m.
2 stops21h 39m
C$ 576
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Tue 23/6
4:25 p.m.-11:45 a.m.
1 stop19h 20m
Montego Bay Sangster Intl
Thu 25/6
12:45 p.m.-2:25 p.m.
1 stop25h 40m
C$ 580
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Wed 20/5
9:05 p.m.-11:45 a.m.
2 stops38h 40m
Montego Bay Sangster Intl
Wed 10/6
12:45 p.m.-2:05 p.m.
2 stops25h 20m
C$ 580
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Thu 28/5
8:00 a.m.-11:45 a.m.
2 stops27h 45m
Montego Bay Sangster Intl
Mon 1/6
12:45 p.m.-2:25 p.m.
1 stop25h 40m
C$ 611
Cheapest one-way
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Mon 4/5
6:15 a.m.-11:45 a.m.
1 stop29h 30m
C$ 223
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Tue 2/6
12:00 p.m.-11:45 a.m.
2 stops47h 45m
C$ 285
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Fri 5/6
1:25 p.m.-11:20 a.m.
2 stops21h 55m
C$ 293
Quickest one-way
WinnipegMontego Bay
YWG - MBJ
YWGMBJ
Winnipeg
Tue 2/6
5:10 p.m.-11:20 a.m.
1 stop18h 10m
C$ 293
Flights are sorted by cheapest round-trip flights first.
Deals found on 20/4
Showing 1-10 of 18 resultsSorted by cheapest first
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.
YWG-MBJ
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?
Booking 60 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, April is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 707). Flying from Winnipeg to Montego Bay in December is currently the most expensive (average of C$ 1,168). 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.
How much does it cost to fly round-trip from Winnipeg to Montego Bay?
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 23 April 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.
Is just a domestic flight can't complain at all..but everything is great..
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 45 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 14h 40m. WestJet provides one of the quickest options available for as low as C$ 527. There are 3890 km between Winnipeg and Montego Bay. Both multi-stop and direct flights can be found to your destination and back.
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$ 385. Another option worth looking into is WestJet, starting at C$ 504 round trip. These flights start at 55% lower than the current average price 3 months from now.
What are the cheapest flights from Winnipeg to Montego Bay?
Looking at all options, your cheapest flight can be booked for C$ 527. While the most popular route (Winnipeg - Montego Bay Sangster Intl) can be booked for C$ 644 on average, our data indicates C$ 1,134 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, April is the cheapest month in which you can book a flight from Winnipeg to Montego Bay (average of C$ 707). Flying from Winnipeg to Montego Bay in December is currently the most expensive (average of C$ 1,168). 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 23 April 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 23 April 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!
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