$208 Cheap Flights from Winnipeg (YWG) to Montego Bay (MBJ)

View $208 flight on Mon, Oct 27, 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 $208 for one-way flights and $396 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Mon, Oct 27 - Tue, Oct 28
YWG
Winnipeg
MBJ
Montego Bay
$396 Roundtrip, found 2 days ago
$396
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Oct 27 from Winnipeg to Montego Bay, returning Tue, Oct 28, priced at $396 found 2 days ago
WestJet
Mon, Oct 27 - Mon, Nov 3
YWG
Winnipeg
MBJ
Montego Bay
$412 Roundtrip, found 6 days ago
$412
Roundtrip
found 6 days ago
Select WestJet flight, departing Mon, Oct 27 from Winnipeg to Montego Bay, returning Mon, Nov 3, priced at $412 found 6 days ago
WestJet
Mon, Oct 27 - Thu, Oct 30
YWG
Winnipeg
MBJ
Montego Bay
$417 Roundtrip, found 2 days ago
$417
Roundtrip
found 2 days ago
Select WestJet flight, departing Mon, Oct 27 from Winnipeg to Montego Bay, returning Thu, Oct 30, priced at $417 found 2 days ago
WestJet
Thu, Oct 23 - Tue, Oct 28
YWG
Winnipeg
MBJ
Montego Bay
$424 Roundtrip, found 2 days ago
$424
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Oct 23 from Winnipeg to Montego Bay, returning Tue, Oct 28, priced at $424 found 2 days ago
Air Canada
Mon, Oct 27 - Wed, Oct 29
YWG
Winnipeg
MBJ
Montego Bay
$432 Roundtrip, found 2 days ago
$432
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Oct 27 from Winnipeg to Montego Bay, returning Wed, Oct 29, priced at $432 found 2 days ago
WestJet
Sat, Nov 1 - Sat, Nov 8
YWG
Winnipeg
MBJ
Montego Bay
$439 Roundtrip, found 2 days ago
$439
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Nov 1 from Winnipeg to Montego Bay, returning Sat, Nov 8, priced at $439 found 2 days ago
WestJet
Thu, Oct 23 - Thu, Oct 30
YWG
Winnipeg
MBJ
Montego Bay
$446 Roundtrip, found 2 days ago
$446
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Oct 23 from Winnipeg to Montego Bay, returning Thu, Oct 30, priced at $446 found 2 days ago
Air Transat
Sun, Jan 11 - Wed, Jan 21
YWG
Winnipeg
MBJ
Montego Bay
$551 Roundtrip, found 3 days ago
$551
Roundtrip
found 3 days ago
Select Air Transat flight, departing Sun, Jan 11 from Winnipeg to Montego Bay, returning Wed, Jan 21, priced at $551 found 3 days ago
United
Mon, Jan 12 - Sat, Jan 17
YWG
Winnipeg
MBJ
Montego Bay
$575 Roundtrip, found 3 days ago
$575
Roundtrip
found 3 days ago
Select United flight, departing Mon, Jan 12 from Winnipeg to Montego Bay, returning Sat, Jan 17, priced at $575 found 3 days ago
Delta
Sun, Jan 11 - Wed, Jan 21
YWG
Winnipeg
MBJ
Montego Bay
$738 Roundtrip, found 3 days ago
$738
Roundtrip
found 3 days ago
Select Delta flight, departing Sun, Jan 11 from Winnipeg to Montego Bay, returning Wed, Jan 21, priced at $738 found 3 days ago

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

March is typically the cheapest month to fly

From $349 - $821 per traveler.

Frequently asked questions

How much does a flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ) cost?
Secure a cheap one-way flight from $208 or cheap return flight from $396 from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
The cheapest month to fly from YWG to MBJ is October, when there's less demand. Off-peak months are often when airlines offer lower prices between these airports.
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 Winnipeg James Armstrong Richardson Intl. Airport (YWG) to Sir Donald Sangster Intl. Airport (MBJ)?
Use the filter tool on Expedia to compare different airlines and find the most affordable carrier that'll fly you from YWG to MBJ. Then, sort your results by "Price (lowest to highest)" to snag 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.

Travel information

Travel information

Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Sir Donald Sangster Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
$396
Distance
2418 mi

Book with confidence

Book with confidence

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 October. 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 $208 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.

 

Winnipeg to Montego Bay Flights

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