CA $143 Cheap Flights from Boston (BOS) to Winnipeg (YWG)

View CA $143 flight on Sat, May 17, 2025Opens in a new window

Popular airlines from Logan International Airport (BOS) to Winnipeg James Armstrong Richardson Intl. Airport (YWG)

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Cheap flights from Boston (BOS) to Winnipeg (YWG)

Prices were available within the past 7 days and start at CA $143 for one-way flights and CA $329 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu., May 8 - Sat., May 10
BOS
Boston
YWG
Winnipeg
CA $329 Roundtrip, found 3 days ago
CA $329
Roundtrip
found 3 days ago
Select United flight, departing Thu., May 8 from Boston to Winnipeg, returning Sat., May 10, priced at CA $329 found 3 days ago
United
Wed., May 7 - Mon., May 12
BOS
Boston
YWG
Winnipeg
CA $340 Roundtrip, found 3 days ago
CA $340
Roundtrip
found 3 days ago
Select United flight, departing Wed., May 7 from Boston to Winnipeg, returning Mon., May 12, priced at CA $340 found 3 days ago
United
Wed., May 7 - Fri., May 9
BOS
Boston
YWG
Winnipeg
CA $347 Roundtrip, found 3 days ago
CA $347
Roundtrip
found 3 days ago
Select United flight, departing Wed., May 7 from Boston to Winnipeg, returning Fri., May 9, priced at CA $347 found 3 days ago
United
Thu., May 1 - Mon., May 5
BOS
Boston
YWG
Winnipeg
CA $349 Roundtrip, found 6 days ago
CA $349
Roundtrip
found 6 days ago
Select United flight, departing Thu., May 1 from Boston to Winnipeg, returning Mon., May 5, priced at CA $349 found 6 days ago
United
Wed., May 7 - Fri., May 16
BOS
Boston
YWG
Winnipeg
CA $354 Roundtrip, found 3 days ago
CA $354
Roundtrip
found 3 days ago
Select United flight, departing Wed., May 7 from Boston to Winnipeg, returning Fri., May 16, priced at CA $354 found 3 days ago
United
Wed., May 7 - Sun., May 18
BOS
Boston
YWG
Winnipeg
CA $356 Roundtrip, found 3 days ago
CA $356
Roundtrip
found 3 days ago
Select United flight, departing Wed., May 7 from Boston to Winnipeg, returning Sun., May 18, priced at CA $356 found 3 days ago
Air Canada
Tue., May 6 - Fri., May 9
BOS
Boston
YWG
Winnipeg
CA $357 Roundtrip, found 3 days ago
CA $357
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue., May 6 from Boston to Winnipeg, returning Fri., May 9, priced at CA $357 found 3 days ago
Air Canada
Tue., May 6 - Fri., May 16
BOS
Boston
YWG
Winnipeg
CA $364 Roundtrip, found 3 days ago
CA $364
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue., May 6 from Boston to Winnipeg, returning Fri., May 16, priced at CA $364 found 3 days ago
United
Tue., May 6 - Sun., May 18
BOS
Boston
YWG
Winnipeg
CA $365 Roundtrip, found 3 days ago
CA $365
Roundtrip
found 3 days ago
Select United flight, departing Tue., May 6 from Boston to Winnipeg, returning Sun., May 18, priced at CA $365 found 3 days ago
Delta
Fri., Jul. 25 - Mon., Jul. 28
BOS
Boston
YWG
Winnipeg
CA $376 Roundtrip, found 19 hours ago
CA $376
Roundtrip
found 19 hours ago
Select Delta flight, departing Fri., Jul. 25 from Boston to Winnipeg, returning Mon., Jul. 28, priced at CA $376 found 19 hours ago
Flight from Boston to Winnipeg (BOS - YWG) route information
Origin airport
Logan Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Airlines serving
Air Canada, Delta, Porter Airlines, United, WestJet
Roundtrip price
CA $328
Distance
2159 km

Boston to Winnipeg Flights

Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from Boston to Winnipeg with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from BOS to YWG and begin your journey!

Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from Boston to Winnipeg on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.

Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from BOS to YWG. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.

Combine your Winnipeg flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from BOS to YWG?
The lowest price advertised for a round-trip flight between Logan Intl. Airport and YWG is CA $329. But you better act soon. This figure is based on fares quoted within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Logan Intl. Airport to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
Every air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from BOS to Winnipeg James Armstrong Richardson Intl. Airport (YWG) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for BOS to YWG flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from Logan Intl. Airport to YWG?
There are plenty of ways to make the 6 hours and 3 minutes between BOS and Winnipeg James Armstrong Richardson Intl. Airport (YWG) fly by. Be productive and sort through your camera roll or clear out all those backed-up emails. A nice snooze also helps pass the time!
How far is the flight from BOS to Winnipeg James Armstrong Richardson Intl. Airport (YWG)?
The flying distance from BOS to YWG is 2,200 kilometers. Work your way through your travel song playlist or finish that novel and the trip will zip on by.
Which airlines fly direct from Logan Intl. Airport to YWG?
Flying directly between BOS and Winnipeg Airport isn’t possible at the moment. However, you’ll still be able to find a flight to Winnipeg with at least one stop.
Are BOS to YWG flight tickets cheaper when they're purchased at the last minute?
Late planners can sometimes nab a bargain, with some of the cheapest airfares from BOS to Winnipeg James Armstrong Richardson Intl. Airport (YWG) emerging a few weeks before the departure date. If you’d rather book ahead of time, Expedia compares and updates the best flight deals continuously — as early as 12 months in advance in some cases. It does depend on the carrier though, as not all airlines quote prices that far in advance.

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