$243 Cheap Flights from Winnipeg (YWG) to Montego Bay (MBJ)

View $243 flight on Tue, Sep 16, 2025Opens in a new window

Popular airlines from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)

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Cheap Flights from Winnipeg to Montego Bay (YWG-MBJ)

Prices were available within the past 7 days and start at $243 for one-way flights and $495 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Tue, Jul 29 - Wed, Aug 6
YWG
Winnipeg
MBJ
Montego Bay
$495 Roundtrip, found 3 days ago
$495
Roundtrip
found 3 days ago
Select WestJet flight, departing Tue, Jul 29 from Winnipeg to Montego Bay, returning Wed, Aug 6, priced at $495 found 3 days ago
WestJet
Mon, Aug 4 - Mon, Aug 11
YWG
Winnipeg
MBJ
Montego Bay
$496 Roundtrip, found 5 days ago
$496
Roundtrip
found 5 days ago
Select WestJet flight, departing Mon, Aug 4 from Winnipeg to Montego Bay, returning Mon, Aug 11, priced at $496 found 5 days ago
Air Canada
Fri, Sep 19 - Mon, Sep 22
YWG
Winnipeg
MBJ
Montego Bay
$512 Roundtrip, found 3 days ago
$512
Roundtrip
found 3 days ago
Select Air Canada flight, departing Fri, Sep 19 from Winnipeg to Montego Bay, returning Mon, Sep 22, priced at $512 found 3 days ago
United
Sat, Jul 12 - Sat, Aug 9
YWG
Winnipeg
MBJ
Montego Bay
$517 Roundtrip, found 1 day ago
$517
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jul 12 from Winnipeg to Montego Bay, returning Sat, Aug 9, priced at $517 found 1 day ago
Air Canada
Mon, Aug 4 - Mon, Aug 11
YWG
Winnipeg
MBJ
Montego Bay
$527 Roundtrip, found 5 days ago
$527
Roundtrip
found 5 days ago
Select Air Canada flight, departing Mon, Aug 4 from Winnipeg to Montego Bay, returning Mon, Aug 11, priced at $527 found 5 days ago
United
Mon, Jul 14 - Sat, Aug 9
YWG
Winnipeg
MBJ
Montego Bay
$535 Roundtrip, found 1 day ago
$535
Roundtrip
found 1 day ago
Select United flight, departing Mon, Jul 14 from Winnipeg to Montego Bay, returning Sat, Aug 9, priced at $535 found 1 day ago
WestJet
Fri, Sep 19 - Mon, Sep 22
YWG
Winnipeg
MBJ
Montego Bay
$537 Roundtrip, found 3 days ago
$537
Roundtrip
found 3 days ago
Select WestJet flight, departing Fri, Sep 19 from Winnipeg to Montego Bay, returning Mon, Sep 22, priced at $537 found 3 days ago
WestJet
Thu, Aug 7 - Thu, Aug 28
YWG
Winnipeg
MBJ
Montego Bay
$550 Roundtrip, found 6 days ago
$550
Roundtrip
found 6 days ago
Select WestJet flight, departing Thu, Aug 7 from Winnipeg to Montego Bay, returning Thu, Aug 28, priced at $550 found 6 days ago
Delta
Sat, Jan 31 - Sat, Feb 7
YWG
Winnipeg
MBJ
Montego Bay
$748 Roundtrip, found 21 hours ago
$748
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Jan 31 from Winnipeg to Montego Bay, returning Sat, Feb 7, priced at $748 found 21 hours ago
Air Transat
Sun, Dec 21 - Wed, Dec 31
YWG
Winnipeg
MBJ
Montego Bay
$1,047 Roundtrip, found 4 hours ago
$1,047
Roundtrip
found 4 hours ago
Select Air Transat flight, departing Sun, Dec 21 from Winnipeg to Montego Bay, returning Wed, Dec 31, priced at $1,047 found 4 hours ago

Find the cheapest month to fly from Winnipeg (YWG) to Montego Bay (MBJ)

March is typically the cheapest month to fly

From $345 - $974 per traveler.

Graph displaying average flight prices per month

Flights from Winnipeg (YWG) to Montego Bay (MBJ)
Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Sir Donald Sangster Intl.
Airlines serving
Air Canada, Air Transat, Delta, United, WestJet
Roundtrip price
$494
Distance
2418 mi

Winnipeg to Montego Bay Flights

The cheapest times to fly from Winnipeg to Montego Bay

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Winnipeg to Montego Bay are during the month of July. You can find some of the cheapest flights from Winnipeg to Montego Bay with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Winnipeg to Montego Bay

Sunday is one of the best days to book for cheap flights from Winnipeg to Montego Bay: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Winnipeg to Montego Bay

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Winnipeg to Montego Bay in 2025. You can also book with separate airlines for your outbound and return journeys, from $243 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Winnipeg to Montego Bay flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Winnipeg to Montego Bay airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ) cost?
Discover the latest flight deals from YWG to MBJ by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from YWG to MBJ?
The cheapest flights from YWG to MBJ are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
When heading out of Winnipeg James Armstrong Richardson Intl. Airport (YWG), you can jump on a direct flight to Sir Donald Sangster Intl. Airport (MBJ) with WestJet.
What is the cheapest airline that flies from YWG to MBJ?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from YWG to MBJ. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
On average, there are 2 direct flights flying from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ) every week. If you can't find one that suits your schedule, think about catching a flight that has a layover. Filter your search on Expedia to include one stop or more and select the next best alternative.
What are the most popular departure times for flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
The 8 AM departures from YWG to MBJ are typically the busiest. Greater demand means you'll likely pay more for these departures. If you want to save on your trip, book during off-peak hours.
What day of the week has the most flights from YWG to MBJ?
Sunday has the most flights from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ). Consider traveling on this day and you'll have the best chance of finding a departure that works with your plans.
What is the earliest flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
Take the earliest flight at around 8:00AM UTC-6, departing from Winnipeg James Armstrong Richardson Intl. Airport (YWG). You'll be flying for about 5h 27m, reaching Sir Donald Sangster Intl. Airport (MBJ) at approximately 2:27PM UTC-5.
How long does it take to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
Flights from YWG to MBJ have an average travel time of 5 hours and 27 minutes. The distance between these two airports is 2,400 mi.
What is the best time to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
To touch down at Sir Donald Sangster Intl. Airport (MBJ) on time, select a flight that leaves from Winnipeg James Armstrong Richardson Intl. Airport (YWG) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Montego Bay from Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
If you're on a direct flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Montego Bay, Sir Donald Sangster Intl. Airport (MBJ) is the only airport you can touch down at.
Is it cheaper to buy a plane ticket from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ) last-minute?
Booking your ticket from YWG to MBJ right before your trip is generally more expensive. But if you're flexible with your itinerary, you could score a cheap last-minute fare.
Is it cheaper to book a YWG to MBJ flight and hotel package?
Booking a YWG to MBJ flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Pick from our impressive range of accommodations and then add car rentals, flights and activities to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
If you reserved your YWG to MBJ flight in the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the type of fare you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, visit our Customer Service portal if you'd like more information.

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