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Cheap flights from Winnipeg to Montego Bay

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Compare Winnipeg to Montego Bay flight deals

Find the cheapest month or even day of the year to fly to Montego Bay

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Flight deals from Winnipeg to Montego Bay

Looking for a cheap last-minute deal or the best round-trip flight from Winnipeg to Montego Bay? Find the lowest prices on one-way and round-trip tickets right here.
Montego Bay.C$686 per passenger.Departing Mon, Jun 2, returning Mon, Jun 9.Round-trip flight with Flair Airlines and WestJet.Outbound indirect flight with Flair Airlines, departing from Winnipeg on Mon, Jun 2, arriving in Montego Bay.Inbound indirect flight with WestJet, departing from Montego Bay on Mon, Jun 9, arriving in Winnipeg.Price includes taxes and charges.From C$686, select.
Montego Bay.C$735 per passenger.Departing Sat, Jul 12, returning Fri, Jul 18.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Winnipeg on Sat, Jul 12, arriving in Montego Bay.Inbound indirect flight with WestJet, departing from Montego Bay on Fri, Jul 18, arriving in Winnipeg.Price includes taxes and charges.From C$735, select.
Montego Bay.C$740 per passenger.Departing Wed, Sep 17, returning Sun, Sep 21.Round-trip flight with WestJet and Air Transat.Outbound indirect flight with WestJet, departing from Winnipeg on Wed, Sep 17, arriving in Montego Bay.Inbound indirect flight with Air Transat, departing from Montego Bay on Sun, Sep 21, arriving in Winnipeg.Price includes taxes and charges.From C$740, select.
Montego Bay.C$753 per passenger.Departing Fri, May 30, returning Sat, Jun 7.Round-trip flight with WestJet and Spirit Airlines.Outbound indirect flight with WestJet, departing from Winnipeg on Fri, May 30, arriving in Montego Bay.Inbound indirect flight with Spirit Airlines, departing from Montego Bay on Sat, Jun 7, arriving in Winnipeg.Price includes taxes and charges.From C$753, select.
Montego Bay.C$772 per passenger.Departing Sun, Aug 3, returning Sat, Aug 9.Round-trip flight with Air Transat.Outbound indirect flight with Air Transat, departing from Winnipeg on Sun, Aug 3, arriving in Montego Bay.Inbound indirect flight with Air Transat, departing from Montego Bay on Sat, Aug 9, arriving in Winnipeg.Price includes taxes and charges.From C$772, select.
Montego Bay.C$811 per passenger.Departing Mon, May 5, returning Sun, May 11.Round-trip flight with Flair Airlines and Spirit Airlines.Outbound indirect flight with Flair Airlines, departing from Winnipeg on Mon, May 5, arriving in Montego Bay.Inbound indirect flight with Spirit Airlines, departing from Montego Bay on Sun, May 11, arriving in Winnipeg.Price includes taxes and charges.From C$811, select.
Montego Bay.C$1,245 per passenger.Departing Sat, Dec 13, returning Sun, Dec 21.Round-trip flight with WestJet.Outbound direct flight with WestJet departing from Winnipeg on Sat, Dec 13, arriving in Montego Bay.Inbound direct flight with WestJet departing from Montego Bay on Sun, Dec 21, arriving in Winnipeg.Price includes taxes and charges.From C$1,245, select.
Montego Bay.C$1,247 per passenger.Departing Mon, Feb 23, returning Fri, Feb 27.Round-trip flight with WestJet.Outbound indirect flight with WestJet, departing from Winnipeg on Mon, Feb 23, arriving in Montego Bay.Inbound indirect flight with WestJet, departing from Montego Bay on Fri, Feb 27, arriving in Winnipeg.Price includes taxes and charges.From C$1,247, select.

When is the cheapest time to fly from Winnipeg to Montego Bay?

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to Montego Bay flights are currently cheapest in June.
Apr
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May
from C$811
Jun
from C$686
Jul
from C$735
Aug
from C$772
Sep
from C$740
Oct
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Nov
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Dec
from C$1,245
Jan
Find prices
Feb
from C$1,247
Mar
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Direct flights from Winnipeg to Montego Bay

Winnipeg to Montego Bay: Alternative routes

Compare routes from Winnipeg to Montego Bay below. You may find an airport to fly into that's cheaper, faster, or easier than Montego Bay.

Winnipeg to Montego Bay: Flight information

The things to know before you go.
Cheapest flight foundC$686
Cheapest month to flyJune
Average flight time5 hrs, 30 mins
Most popular airlineWestJet
Average flights per week2

Finding cheap flights from Winnipeg to Montego Bay: Frequently asked questions

The best price we found for a round-trip flight from Winnipeg to Montego Bay is C$686. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
5 hours and 30 minutes is the average flight time from Winnipeg to Montego Bay.
WestJet flies direct from Winnipeg to Montego Bay.
There are 2 flights per week flying from Winnipeg to Montego Bay, as of April 2025.
The cheapest month to fly from Winnipeg to Montego Bay is usually April 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Montego Bay Airport on Monday, June 2, 2025.
Yes – the average flight time is 5 hours and 30 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Montego Bay but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Montego Bay is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Flair Airlines and WestJet offer the cheapest flight tickets to Montego Bay.

Flying from Winnipeg James Armstrong Richardson International Airport (YWG) to Sangster International Airport (MBJ): what you need to know

  • Montego Bay's timezone is UTC-5, which is the same as Winnipeg.

  • Give yourself plenty of time to make your YWG to MBJ flight. As a general rule, turn up at least two hours before international departures and an hour ahead for domestic flights.

  • During popular months such as July, you'll want to get to the airport earlier than normal. Plan to arrive two hours before a domestic departure and four hours ahead for international flights when you fly during a high season in general.

  • Flying into Montego Bay (and then seeing more of Jamaica!) is a cinch with WestJet. This popular airline offers direct flights from Winnipeg James Armstrong Richardson International Airport to Sangster International Airport.

  • WestJet is the airline with the highest passenger demand for this route.

  • WestJet is the most punctual carrier offering YWG to MBJ flights.

How to find the cheapest flights from Winnipeg James Armstrong Richardson International Airport (YWG) to Sangster International Airport (MBJ)

  • At the moment, C$288 is the cheapest price we've seen for a one-way Winnipeg James Armstrong Richardson International Airport to Sangster International Airport flight. The best price for a return ticket is C$686. Bear in mind that fares can change due to demand when booking.

  • To find cheap tickets from YWG to MBJ, book ahead. Airlines generally offer their most competitively priced fares when flights are first made available.

  • Getting cheap flights from Winnipeg James Armstrong Richardson International Airport to Sangster International Airport is easier if you're flexible with your travel dates. Use the 'Whole month' search function to see the lowest prices across every month and bag a great deal.

  • You don't need to check every day to find out if fares have gone down when you set up a Price Alert. We'll update you the moment a special offer becomes available on cheap flights from YWG to MBJ.

  • Choose your ideal departure and arrival times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to see the best deals on flights from Winnipeg James Armstrong Richardson International Airport to Sangster International Airport.

Handy information about Winnipeg James Armstrong Richardson International Airport (YWG)

  • You'll find YWG at 2000 Wellington Avenue.

  • 61.28% of flights taking off from Winnipeg James Armstrong Richardson International Airport arrive at their destination on schedule.

  • Winnipeg James Armstrong Richardson International Airport is around 8 kilometres from central Winnipeg. If you're ride-sharing, catching a cab or driving from the centre, it'll take 15 minutes or so to arrive, depending on the traffic.

  • Planning to take public transport? You can expect a journey time of around 55 minutes.

  • Need a handy hotel close to YWG? If you're boarding an early flight from Winnipeg James Armstrong Richardson International Airport to Sangster International Airport, these accommodation options will have you moments from your departure gate:

Arriving at Sangster International Airport (MBJ)

  • The last thing you want is a long journey to your hotel if you're getting in late on a Winnipeg James Armstrong Richardson International Airport to Sangster International Airport flight. Stay at one of these accommodation options near MBJ instead:

  • Begin your adventure by picking up a Sangster International Airport rental car. Grab a set of wheels from Classique, Island Car Rentals or FlexWays and explore beyond Montego Bay's usual tourist stops.

  • Get the best deal by booking your ride from Sangster International Airport about three weeks ahead of your departure.

Getting from Sangster International Airport (MBJ) to central Montego Bay

  • From Sangster International Airport, Montego Bay is approximately 3 kilometres away. It takes around 10 minutes to get to the centre driving.

When to fly to Sangster International Airport (MBJ)

  • It's time to choose your trip dates for your flight from Winnipeg James Armstrong Richardson International Airport to Sangster International Airport. February is the most popular month to head to Montego Bay. If you want a more relaxed vibe, go in May.

  • The warmest month in Montego Bay is August, with the temperature ranging between 25ºC (77ºF) and 31ºC (88ºF). Book your flights from Winnipeg James Armstrong Richardson International Airport to Sangster International Airport in this month if you enjoy this type of weather.

  • Look for cheap tickets from YWG to MBJ in February if you'd rather travel during cooler conditions. Temperatures are at their lowest around then, ranging between 22ºC (72ºF) and 28ºC (82ºF) on average.

Explore more of Jamaica

  • Montego Bay is easy to fall in love with, but there are so many other parts of Jamaica you should also see. About 129 kilometres south-east of Montego Bay, a trip to Kingston will keep you on the move. Start with attractions like Devon House, Blue Mountains and Emancipation Park.

  • Around 113 kilometres south-east of Montego Bay, Spanish Town is another favourite stop in Jamaica. No visit is complete without checking out Angels Plaza, Cowan's Plaza and Michael Paul Barker Estate.

Plan the rest of your trip from Winnipeg to Montego Bay

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.