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

View AU$183 flight on Sat, 12 Sept 2026Opens 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 for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Porter Airlines
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$552 Return, found 6 days ago
AU$552
Return
found 6 days ago
Select Porter Airlines flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$552 found 6 days ago
Delta
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$564 Return, found 6 days ago
AU$564
Return
found 6 days ago
Select Delta flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$564 found 6 days ago
Delta
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$582 Return, found 6 days ago
AU$582
Return
found 6 days ago
Select Delta flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$582 found 6 days ago
Porter Airlines
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$587 Return, found 6 days ago
AU$587
Return
found 6 days ago
Select Porter Airlines flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$587 found 6 days ago
Porter Airlines
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$595 Return, found 6 days ago
AU$595
Return
found 6 days ago
Select Porter Airlines flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$595 found 6 days ago
Air Canada
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$614 Return, found 6 days ago
AU$614
Return
found 6 days ago
Select Air Canada flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$614 found 6 days ago
Porter Airlines
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$615 Return, found 6 days ago
AU$615
Return
found 6 days ago
Select Porter Airlines flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$615 found 6 days ago
Delta
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$627 Return, found 6 days ago
AU$627
Return
found 6 days ago
Select Delta flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$627 found 6 days ago
Porter Airlines
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$628 Return, found 6 days ago
AU$628
Return
found 6 days ago
Select Porter Airlines flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$628 found 6 days ago
United
Thu, 11 June - Thu, 18 June
BOS
Boston
YWG
Winnipeg
AU$648 Return, found 6 days ago
AU$648
Return
found 6 days ago
Select United flight, departing Thu, 11 June from Boston to Winnipeg, returning Thu, 18 June, priced at AU$648 found 6 days ago

Frequently asked questions

What is the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
May is typically the cheapest month to fly from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), with average return fares of approximately 539 AUD. This is about 26% lower than the average price throughout the year. May often sees lower prices as it's before the peak summer travel season, when demand tends to increase. Other cheap months to fly from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) include September and October.
How do I find cheap flights from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
To find a cheap flight from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
When you're planning your trip from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), you'll find that May and September are typically the cheapest months to fly, with average return flight prices around 539 AUD. While August is the most popular month for travel, offering plenty of flight options, it's worth noting that May and September can provide a good balance of value and availability. This information is based on booking data from the past year.
How many flights per day from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
There are approximately 55 connecting flights per day from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.). Some common connection points include LaGuardia (LGA), O'Hare Intl. (ORD), and Pearson Intl. (YYZ).
What is the earliest flight from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
The earliest flight from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) typically departs at approximately 5:00 AM local time. This seasonal service is active in July and is operated by American Airlines and Porter Airlines. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
If you're flying from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.), you'll generally find the most flights on a Tuesday, with around 46 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Delta Air Lines, United Airlines, and Air Canada. Looking at the overall week, flight schedules are quite consistent, with only a slight variation in the number of flights between days.
What are the most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
The most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) are in the morning, from 9am to 12pm. Around 27 AUD% of passengers reckon this time window's best. Heaps of major carriers, including Air Canada, Delta Air Lines and WestJet, offer flights during this window. This timing works well because it allows for an early start to your travel day, getting you to your destination with plenty of time left in the afternoon.
How long does it take to fly from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
A flight from BOS to YWG with a layover takes around 12 hours, with the route covering approximately 1,351 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
Select the "Business class" and "First class" filters when looking for BOS to YWG flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) flight with Expedia?
It's easy to earn miles on a Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Winnipeg from Logan Intl. (BOS)?
From Logan Intl. (BOS), you can fly directly into Winnipeg James Armstrong Richardson Intl. (YWG) to reach Winnipeg. Some flights may connect through major hubs like LaGuardia (LGA), Detroit Metropolitan Wayne County (DTW), Liberty Intl. (EWR) before reaching Winnipeg. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) at the last minute?
Typically, booking a last minute flight from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) flight and hotel package?
Securing a Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.)?
If you booked your Boston, MA (BOS-Logan Intl.) to Winnipeg, MB (YWG-Winnipeg James Armstrong Richardson Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket 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, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Logan Intl.
Destination airport
Winnipeg James Armstrong Richardson Intl.
Return price
AU$552
Distance
2159 km

Book with confidence

Your quick guide to flights from Boston to Winnipeg

Pick up great flights from Boston to Winnipeg

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Boston to Winnipeg. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Boston to Winnipeg that take around hours.

Find cheap flights from Boston to Winnipeg

From the great flight deals with prices currently ranging from AU$552 to AU$797, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Boston to Winnipeg around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Winnipeg is normally in June.

Reasons to book your flight from Boston to Winnipeg with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Boston to Winnipeg across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Winnipeg right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Your quick guide to flights from Boston to Winnipeg

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