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BOS - YWG

Find cheap flights from Boston to Winnipeg from $212

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 6/3. 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
Fri 6/7
Fri 6/14

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 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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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 - 5:52 pmBOS-YWG
10h 37m2 stops
6:00 am - 7:27 pmYWG-BOS
12h 27m2 stops
$344Porter Airlines
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Fri, Sep 27 - Mon, Sep 30
1:20 pm - 6:07 pmBOS-YWG
5h 47m1 stop
8:00 am - 11:01 amYWG-BOS
26h 01m2 stops
Sat, Jun 1 - Fri, Jun 7
1:20 pm - 6:07 pmBOS-YWG
5h 47m1 stop
8:50 pm - 12:15 amYWG-BOS
26h 25m3 stops
Sat, Jun 1 - Fri, Jun 7
6:00 am - 11:00 amBOS-YWG
6h 00m1 stop
8:15 am - 2:37 pmYWG-BOS
5h 22m1 stop
$386Air Canada
Find Deal
Tue, Oct 1 - Wed, Oct 9
1:20 pm - 5:52 pmBOS-YWG
5h 32m1 stop
6:00 am - 7:27 pmYWG-BOS
12h 27m2 stops
$388Porter Airlines
Find Deal
Sat, Sep 28 - Mon, Sep 30
6:00 am - 11:00 amBOS-YWG
6h 00m1 stop
5:00 am - 2:37 pmYWG-BOS
8h 37m2 stops
$392Air Canada
Find Deal
Tue, Oct 1 - Wed, Oct 9
8:14 am - 4:45 pmBOS-YWG
9h 31m1 stop
5:35 pm - 11:49 pmYWG-BOS
5h 14m1 stop
$427Delta
Find Deal
Sun, Jun 2 - Thu, Jun 6
5:35 am - 4:45 pmBOS-YWG
12h 10m2 stops
5:35 pm - 11:49 pmYWG-BOS
5h 14m1 stop
$436Delta
Find Deal
Sun, Jun 2 - Thu, Jun 6
8:30 am - 3:25 pmBOS-YWG
7h 55m1 stop
8:00 am - 5:04 pmYWG-BOS
8h 04m1 stop
$671WestJet
Find Deal
Thu, Jun 6 - Sun, Jun 16
1:00 pm - 9:12 pmBOS-YWG
9h 12m2 stops
7:30 am - 1:22 amYWG-BOS
16h 52m2 stops
$686WestJet
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 Sundays 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 January, where tickets cost $400 on average. On the other hand, the most expensive months are September and June, where the average cost of tickets is $670 and $656 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.

Good to know

Low season

January

High season

July

Cheapest flight

$212
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 3% increase in price.
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 $212 for a one-way ticket and $344 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 $656 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 10789 reviews
7.9Comfort
8.0Entertainment
8.2Boarding
8.6Crew
7.4Food
Airline reviews

West Jet has a horrible boarding process and the seats have no cushion.

4.0 OkayDouglas, May 2024MSP - YEG
Read more about Delta reviews

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

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!

Too many oversized carryon baggage. If carrier reduced checked luggage fee this could be avoided. The staff were friendly and helpful, very professional.

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.

I feel like they have upgraded the app since I last flew United and I found it to be super helpful. I had stopped flying United unless absolutely necessary and my experience on this trip indicates they have been working hard to improve their services.

Our original business class flight was cancelled so we not only downgraded but we were also spread out across the plane not sitting together in separate middle seats. My poor kids were scared and couldn’t see me on the flight and the crew wasn’t sensitive to the situation and what the airlines did to us. Very dissatisfied with United airlines.

The ride was good but no food ot entertainment hence, it was just over an hour flight.

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.

My second flight ended up being through United and it was fine. Again, just frustrating that it was so late.

Everything went smoothly and as expected. We were on time and one flight arrived early.

First time flying Air Canada and the trip was very pleasant! They did a great job getting us out of Toronto and into Rome (early!) For an international flight it was very enjoyable.

This is not a Business Class equipped airplane and even the crew apologize before take over BUT BUT Air Canada charged full business class fare

All was good, except our baggage was lost for most of a day. We are thankful that it was found quickly and delivered to our hotel. Rouge was fine outside of that problem.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

Easy boarding, roomy seats, plenty of good food, very helpful snd friendly staff. Very smooth flight! Only thing that could have been better was to have cranberry juice. Women like this as it helps avoid UTI’s and not as sweet as other juices.

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

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.
6/3Mon
2 stopsPorter Airlines
13h 40mBOS-YWG
$212
6/3Mon
1 stopPorter Airlines
17h 05mBOS-YWG
$214
6/3Mon
3 stops
26h 26mBOS-YWG
$242

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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.
5/12Sun
multi-stopAir Canada
6h 04mBOS-YWG
5/19Sun
multi-stopAir Canada
8h 06mYWG-BOS
$449
5/12Sun
multi-stopAir Canada
6h 04mBOS-YWG
5/19Sun
multi-stopAir Canada
8h 51mYWG-BOS
$460
5/12Sun
multi-stop
22h 47mBOS-YWG
5/19Sun
multi-stop
7h 52mYWG-BOS
$581
5/12Sun
multi-stop
45h 07mBOS-YWG
5/19Sun
multi-stop
7h 52mYWG-BOS
$653

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Boston - Winnipeg Flights

Departure:

Boston (undefined)United States

Destination:

Winnipeg (YWG)Canada

Return flight deals:

Winnipeg - Boston

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