CA $187 Cheap Flights from Winnipeg (YWG) to Boston (BOS)

View CA $187 flight on Tue, May 20, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at CA $187 for one-way flights and CA $296 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Tue., Oct. 7 - Thu., Oct. 23
YWG
Winnipeg
BOS
Boston
CA $296 Roundtrip, found 2 days ago
CA $296
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., Oct. 7 from Winnipeg to Boston, returning Thu., Oct. 23, priced at CA $296 found 2 days ago
United
Fri., May 9 - Sat., May 10
YWG
Winnipeg
BOS
Boston
CA $296 Roundtrip, found 3 days ago
CA $296
Roundtrip
found 3 days ago
Select United flight, departing Fri., May 9 from Winnipeg to Boston, returning Sat., May 10, priced at CA $296 found 3 days ago
Air Canada
Tue., Jul. 15 - Wed., Aug. 13
YWG
Winnipeg
BOS
Boston
CA $298 Roundtrip, found 3 days ago
CA $298
Roundtrip
found 3 days ago
Select Air Canada flight, departing Tue., Jul. 15 from Winnipeg to Boston, returning Wed., Aug. 13, priced at CA $298 found 3 days ago
United
Tue., May 6 - Thu., May 8
YWG
Winnipeg
BOS
Boston
CA $304 Roundtrip, found 2 days ago
CA $304
Roundtrip
found 2 days ago
Select United flight, departing Tue., May 6 from Winnipeg to Boston, returning Thu., May 8, priced at CA $304 found 2 days ago
Air Canada
Tue., Oct. 7 - Mon., Oct. 20
YWG
Winnipeg
BOS
Boston
CA $305 Roundtrip, found 2 days ago
CA $305
Roundtrip
found 2 days ago
Select Air Canada flight, departing Tue., Oct. 7 from Winnipeg to Boston, returning Mon., Oct. 20, priced at CA $305 found 2 days ago
Air Canada
Tue., May 20 - Sat., Jun. 7
YWG
Winnipeg
BOS
Boston
CA $306 Roundtrip, found 3 hours ago
CA $306
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Tue., May 20 from Winnipeg to Boston, returning Sat., Jun. 7, priced at CA $306 found 3 hours ago
United
Wed., Jun. 25 - Mon., Jun. 30
YWG
Winnipeg
BOS
Boston
CA $307 Roundtrip, found 3 days ago
CA $307
Roundtrip
found 3 days ago
Select United flight, departing Wed., Jun. 25 from Winnipeg to Boston, returning Mon., Jun. 30, priced at CA $307 found 3 days ago
Delta
Tue., Jun. 3 - Tue., Jun. 24
YWG
Winnipeg
BOS
Boston
CA $333 Roundtrip, found 22 hours ago
CA $333
Roundtrip
found 22 hours ago
Select Delta flight, departing Tue., Jun. 3 from Winnipeg to Boston, returning Tue., Jun. 24, priced at CA $333 found 22 hours ago
WestJet
Sun., Jul. 20 - Mon., Jul. 21
YWG
Winnipeg
BOS
Boston
CA $470 Roundtrip, found 1 day ago
CA $470
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun., Jul. 20 from Winnipeg to Boston, returning Mon., Jul. 21, priced at CA $470 found 1 day ago
Porter Airlines
Sat., Jul. 19 - Tue., Jul. 22
YWG
Winnipeg
BOS
Boston
CA $516 Roundtrip, just found
CA $516
Roundtrip
just found
Select Porter Airlines flight, departing Sat., Jul. 19 from Winnipeg to Boston, returning Tue., Jul. 22, priced at CA $516 just found
Flight from Winnipeg to Boston (YWG - BOS) route information
Origin airport
Winnipeg James Armstrong Richardson Intl.
Destination airport
Logan Intl.
Airlines serving
Air Canada, Delta, Porter Airlines, United, WestJet
Roundtrip price
CA $296
Distance
2159 km

Winnipeg to Boston Flights

Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from Winnipeg to Boston 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 YWG to BOS 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 Winnipeg to Boston 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 YWG to BOS. 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 Boston 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 Winnipeg James Armstrong Richardson Intl. Airport (YWG) to BOS?
If you’re traveling between Winnipeg Airport and Logan Intl. Airport (BOS), round-trip journeys start from CA $296. This figure is based on fares advertised within the last 7 days on Expedia for flights departing within the next year, so don’t wait around. Book today and save yourself money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from YWG to Logan Intl. Airport?
The majority of flights can be canceled online, but each airline has different terms and conditions. If you do have to cancel your flight, go to our Customer Service Portal and follow the instructions.
How do I find cheap flights from YWG to BOS 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 YWG to Logan Intl. Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Winnipeg James Armstrong Richardson Intl. Airport (YWG) to BOS?
The flight distance between YWG and Logan Intl. Airport (BOS) is 2,200 kilometers. Bring along a drink, a few snacks and an interesting book to read. Keep yourself entertained and the hours will fly by.
Which airlines fly direct from YWG to BOS?
There are no direct flights, so you’ll need to make at least one stop between Winnipeg James Armstrong Richardson Intl. Airport (YWG) and BOS. Take advantage of the layover time to stretch your legs and grab a bite to eat.
Are YWG to BOS flight tickets cheaper when they're purchased at the last minute?
Booking last minute from YWG to Logan Intl. Airport (BOS) can be hit-or-miss. You may be able to find a bargain, but then again, you could miss out! If you’d prefer to play it safe and start your travel planning ahead of time, Expedia compares flight deals up to 12 months in advance. Just bear in mind that not all airlines release their prices so far in advance. Our top tip? Check back often as prices are updated frequently.

Explore a world of travel with Expedia

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