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BOS - YWG

Find cheap flights from Boston to Winnipeg from $208

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Winnipeg departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 5/27
Mon 6/3

Search hundreds of travel sites at once for deals on flights to Winnipeg

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Winnipeg, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Boston to Winnipeg, as well as popular online travel agencies
In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals from Boston to Winnipeg (BOS-YWG)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:15 am - 5:47 pmBOS-YWG
10h 32m2 stops
12:25 pm - 6:30 pmYWG-BOS
5h 05m1 stop
$426Porter Airlines
Find Deal
Thu, May 23 - Sun, May 26
8:15 am - 5:47 pmBOS-YWG
10h 32m2 stops
12:25 pm - 6:30 pmYWG-BOS
5h 05m1 stop
$429Porter Airlines
Find Deal
Thu, May 23 - Sun, May 26
8:15 am - 5:47 pmBOS-YWG
10h 32m2 stops
12:25 pm - 9:17 pmYWG-BOS
7h 52m2 stops
$430Porter Airlines
Find Deal
Thu, May 23 - Sun, May 26
8:15 am - 5:47 pmBOS-YWG
10h 32m2 stops
11:50 am - 9:17 pmYWG-BOS
8h 27m2 stops
$438Porter Airlines
Find Deal
Fri, May 31 - Tue, Jun 4
9:44 pm - 12:44 amBOS-YWG
28h 00m3 stops
11:50 am - 6:05 pmYWG-BOS
5h 15m1 stop
Sun, Jun 2 - Thu, Jun 6
9:44 pm - 12:44 amBOS-YWG
28h 00m3 stops
11:50 am - 9:17 pmYWG-BOS
8h 27m2 stops
Sun, Jun 2 - Thu, Jun 6
6:05 am - 11:25 amBOS-YWG
6h 20m1 stop
12:20 pm - 6:43 pmYWG-BOS
5h 23m1 stop
$474Air Canada
Find Deal
Fri, May 31 - Tue, Jun 4
6:05 am - 11:25 amBOS-YWG
6h 20m1 stop
8:15 am - 2:38 pmYWG-BOS
5h 23m1 stop
$492Air Canada
Find Deal
Tue, Jun 11 - Wed, Jun 12
1:07 pm - 11:29 pmBOS-YWG
11h 22m2 stops
6:55 am - 7:49 pmYWG-BOS
11h 54m2 stops
$793Delta
Find Deal
Thu, Jul 4 - Sun, Jul 7
10:10 am - 9:12 pmBOS-YWG
12h 02m2 stops
7:30 am - 7:52 pmYWG-BOS
11h 22m2 stops
$815WestJet
Find Deal
Thu, Jun 20 - Sat, Jun 29

Flights from Boston to Winnipeg - Travel Insights & Trends

Get data-powered insights and trends into flights from Boston to Winnipeg to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Boston to Winnipeg?

The average price of all flights from Boston to Winnipeg clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Winnipeg on a Sunday and more expensive on a Friday. On your return trip to Boston, you should consider flying back on a Monday, and avoid Thursdays for better deals.

What is the cheapest month to fly from Boston to Winnipeg?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Boston to Winnipeg, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Boston to Winnipeg is August, where tickets cost $535 on average. On the other hand, the most expensive months are April and June, where the average cost of tickets is $848 and $694 respectively.

How far in advance should I book a flight from Boston to Winnipeg?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Boston to Winnipeg, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Boston to Winnipeg, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 55 days before departure.

Which airlines provide the cheapest flights from Boston to Winnipeg?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from Boston to Winnipeg found by KAYAK users in the last 72 hours was for $426 on Porter Airlines, followed by Air Canada ($474). One-way flight deals have also been found from as low as $208 on Air Canada and from $209 on Porter Airlines.

Good to know

Low season

February

High season

July

Cheapest flight

$208
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Boston to Winnipeg

When to book flights from Boston to Winnipeg

Are your dates flexible? Find out the best times to travel from Boston to Winnipeg based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Boston to Winnipeg

  • What is the cheapest flight from Boston to Winnipeg?

    In the last 3 days, the lowest price for a flight from Boston to Winnipeg was $208 for a one-way ticket and $426 for a round-trip.

  • Do I need a passport to fly between Boston and Winnipeg?

    Yes

  • Which airports will I be using when flying from Boston to Winnipeg?

    When flying out of Boston you will be using Boston Logan Intl. You will be landing at Winnipeg, also known as Winnipeg.

  • Which aircraft models fly most regularly from Boston to Winnipeg?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Boston to Winnipeg?

    Star Alliance, and SkyTeam are the airline alliances operating flights between Boston and Winnipeg, with SkyTeam being the most commonly used for this route.

  • Which is the best airline for flights from Boston to Winnipeg, Delta or WestJet?

    The two airlines most popular with KAYAK users for flights from Boston to Winnipeg are Delta and WestJet. With an average price for the route of $667 and an overall rating of 8.0, Delta is the most popular choice. WestJet is also a great choice for the route, with an average price of $669 and an overall rating of 7.5.

  • How does KAYAK find such low prices on flights from Boston to Winnipeg?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Winnipeg.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Winnipeg?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Winnipeg?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Boston with another airline. Booking your flights between Boston and YWG can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Winnipeg?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top 4 airlines serving from Boston to Winnipeg

 
See real verified KAYAK customer reviews for airlines flying from Boston to Winnipeg. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Boston to Winnipeg? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10951 reviews
8.2boarding
7.4food
8.0entertainment
7.9comfort
8.6crew
Airline reviews

They did a fine job. Can't wait to use Delta in the future.

10.0 ExcellentRobert, Apr 2024BOS - RSW
Read more about Delta reviews

They did a fine job. Can't wait to use Delta in the future.

Seats in first class on the E175 recline too far back. I was in 2A, and the man in 1A fully reclined almost the entire flight. It took 6-7 inches of space away from me and made it very difficult to work on my laptop.

Mario was great. Made a night flight on a small aircraft pleasant and memorable.

Crew were exceptional. Plane was quiet and quite empty, so I had a row to sleep across.

The seat could use more support or cushion. I'm in my 50's and have back issues so the seats are a bit hard for longer flights.

The plane was in bad condition. We were taxied for mode than an hour because a light panel had feel off. The bathroom in first class had broken panels as well. Overall poor aircraft maintenance

Airline stewardess service is good. The check-in attendant had a bad attitude and was unprofessional. We did not complete the trip as originally planned. Very dissatisfied☹️ We didn't get on this flight

My only real complaint was how much turbulence there was-and that probably can't be avoided. I felt really sick getting off the plane. But boarding was super easy, the flight attendants were friendly, the bathroom was clean. Everything else about the flight was perfectly fine. Thanks!

Crew was wonderful, very professional and pleasant. On time performance. Excellent flights,smooth. Thank you!

Caroline (Supervisor) was great! Salute to the employees like her!

Nice smooth flight with pleasant stewards. Slept most of the flight, they could have slowly turned on the lights to make it more pleasant. Otherwise a good trip.

food worker strike caused lack of service. I know, not your fault but a bit of a inconvenience.

The staff on the WestJet flight were friendly and helpful. The flight was smooth and we arrived 30 minutes ahead of time.

The on time performance and the ease of boarding are great. The crew were cordial. During landing the pilot made a hard landing with some swerve that was a bit rough but other than that everything else is as smooth as it can be.

Horrible, flight on the way to Vegas was delayed significantly and then on my way back my second flight was cancelled

If they have a tv for movie or map during 5h flight could be better and the food can purchase on flight are ok with that.

Crew was rude.didn’t even say hi or welcome to board

I like WJ but I don’t like traveling anymore

We requested 2 wheel chairs upon arrival. On board an attendant told us to remain in our seats until everyone was off the plane. we were in row 11 and thought we would be off early. After all were off, a different attendant said we should leave, and that the chairs were gone. One was available for my friend who had just spent 9 days in hospital but I had to walk quite some distance. Eventually a cart arrived to take us the rest of the way. This was over an hour after our arrival. The staff at the terminal did their best to help us but if we had been allowed off with the other passengers, our ride home would have been an hour earlier.

Our flight experience was great! Flight staff was funny and offered great service. Made record flying time coming home from Vegas after having to wait for planes on the tarmac because of high winds

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

No snacks served! Seating in the kast row in uncomfortable.

The flight and crew were fine. The entertainment- the sound was so bad through the headphones I could barely understand it and it was a show I had seen before. The food might have been fine but having to have an account with united in order to access the app in order to pay for the food was rage inducing. I had entered my credit card info at home and logged in as guest but that wouldn’t allow the “wallet” tab to open in the app. And then the wifi was so bad that it took about 45 minutes to fully log in and get all the info working at which time I missed the food. You shouldn’t have to give your address, email and phone number in order to get a hamburger.

Flight was fine, it was delayed but only 30 minutes, staff were efficient, lady making announcements at LAX was really hard to understand but the rest were great.

The male air hostess was rude and didn’t even offer me a drink. Poor customer service!

We left really late. Things that were out if anybody’s control I guess.

There was no in seat entertainment, you had to spend $10 on their wifi which worked poorly at best. You were allowed ONE one oz snack for a 3.5 hour flight. Seats were made for midgets. I am a regular size adult male and I had to wedge myself in. Not a fan.

When I purchased my ticket, I assumed it was a real ticket, as in, when I go to the airport I am guaranteed a seat. Not so. When I checked in 24 hours ahead of time, I noticed I did not have a seat assignment and my boarding pass said "Standby." I was informed at the gate that the flight was full and I may not get on that plane. I don't recall being offered the option of selecting a seat when I checked in, and apparently, for the honor of pre-selecting a seat, you must pay an additional fee. So, a ticket really isn't a ticket, it's actually a lottery and if you're lucky, you may make it on board - or you can choose to be extorted for extra money for the guarantee of a seat. It's like making reservations with the Godfather - one payment isn't enough, there's always another bribe you have to make. After the first few zones were called and I hadn't been informed of my status, I went to the gate agent and they handed me a boarding pass, for the very last row near the restrooms, in between two very large people. Apparently that was my punishment for not purchasing a seat ahead of time. Airline service has not only gotten more expensive, but the return on your money has shrunk and there is little regard for the passengers. This feels like a racket. I am not pleased, as you may have gathered.

It was your usual flight. Nothing exemplary. Due to turbulance, the drinks were served 20 min before landing. Meh.

My only concern was that we were on the tarmac for so long and weren’t told what was happening. It turned out that the system needed to be restarted but it would have been nice to know earlier.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Cabin crew were great. Seats are criminal for tall people

Flight was delayed 1.5 hrs due to problem with a previous flight to mine; I was informed appropriately via Text & Email, however, website did not keep up with messages sent by nearly an hour. When checking-in warm & friendly reception at check-in desk until female Air Canada Rep noticed my flight number and instantly pivoted to a condescending & sarcastic comments about getting my bag checked in since I’m running so late; then tone instantly changed again few minutes later when she muttered, “Oh, they’ve delayed it” another sign systems & worse front line staff, not fully informed or simply not reading their flight status updates. Flight crew were very friendly & did a great job trying to make up lost time due to the delay.

It was great, love the experience and will definitely recommend 👌. Communication was great

My flight was great! Gate attendants and crew were great… pleasant and in good spirits. Flight delayed several hours and we were well informed of the status while on plane. Thank you!

The fact that I got to Toronto alive and well and safe is a huge plus. I thank the captain and crew for a safe flight The comfort of the aircraft leaves much to be desired. Human beings should not have to be that cramped and squashed on a flight that we pay a lot for and even have to pay for lousy food choices The cabin crew were pleasant and helpful Kudos to them as the flight was packed to capacity and there was a lot of work for them in a short space of time All in all a good experience, but too cramped

It was great to check carryon luggage at no charge when there was no room for ours. A hidden benefit of having low-tier tickets. Also great to stay off plane as long as possible. Airline gave us seats we wanted on this last leg, again at no charge.

The late departure Of two hours waitresses, immature, and gossiping

Book cheap flights from Boston to Winnipeg

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Boston to Winnipeg found on KAYAK in the last 72 hours.
5/11Sat
1 stopAir Canada
6h 04mBOS-YWG
$208
6/15Sat
1 stopPorter Airlines
5h 47mBOS-YWG
$209
5/11Sat
2 stops
28h 47mBOS-YWG
$220
5/12Sun
2 stopsPorter Airlines
10h 15mBOS-YWG
$225
6/15Sat
2 stops
11h 37mBOS-YWG
$258
9/27Fri
2 stops
18h 01mBOS-YWG
$273
9/27Fri
3 stops
27h 51mBOS-YWG
$282
6/15Sat
3 stops
26h 27mBOS-YWG
$293

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Last minute flights from Boston to Winnipeg

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Boston to Winnipeg that are departing in the next 10 days.
4/30Tue
multi-stopAir Canada
7h 34mBOS-YWG
5/2Thu
multi-stopAir Canada
5h 23mYWG-BOS
$518
4/30Tue
multi-stopAir Canada
7h 34mBOS-YWG
5/2Thu
multi-stopAir Canada
8h 51mYWG-BOS
$962
4/30Tue
multi-stopDelta
8h 12mBOS-YWG
5/2Thu
multi-stopDelta
9h 06mYWG-BOS
$1,256

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Boston - Winnipeg Flights

Departure:

Boston (BOS)United States

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Boston

Cabin classes:

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