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BOS - YWG

$236 Find cheap flights from Boston to Winnipeg

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 12/1. 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
jue. 7/11
jue. 7/18

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 44,212,782 times on KAYAK, and here is why:

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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
3:26 pm - 3:22 pmBOS-YWG
24h 56m2 stops
12:05 pm - 6:15 pmYWG-BOS
5h 10m1 stop
mar., jul. 9 - mar., jul. 16
7:37 pm - 3:22 pmBOS-YWG
20h 45m3 stops
12:05 pm - 6:15 pmYWG-BOS
5h 10m1 stop
mar., jul. 9 - mar., jul. 16
8:15 am - 5:52 pmBOS-YWG
10h 37m2 stops
12:20 pm - 9:17 pmYWG-BOS
7h 57m2 stops
$358Porter Airlines
Find Deal
mar., jul. 2 - lun., jul. 8
10:20 am - 3:11 pmBOS-YWG
5h 51m1 stop
9:50 am - 6:44 pmYWG-BOS
7h 54m1 stop
$399Air Canada
Find Deal
mié., jul. 10 - jue., jul. 11
6:00 am - 11:01 amBOS-YWG
6h 01m1 stop
7:30 am - 5:18 pmYWG-BOS
8h 48m2 stops
$404Air Canada
Find Deal
mar., jul. 2 - mar., jul. 16
11:20 am - 5:52 pmBOS-YWG
7h 32m2 stops
12:05 pm - 6:15 pmYWG-BOS
5h 10m1 stop
$409Porter Airlines
Find Deal
mié., jul. 10 - jue., jul. 11
6:00 am - 3:28 pmBOS-YWG
10h 28m1 stop
4:30 pm - 5:50 amYWG-BOS
12h 20m1 stop
$534United Airlines
Find Deal
mié., oct. 30 - dom., nov. 3
9:58 am - 3:28 pmBOS-YWG
6h 30m1 stop
4:30 pm - 5:50 amYWG-BOS
12h 20m1 stop
$535United Airlines
Find Deal
mié., oct. 30 - dom., nov. 3
6:00 am - 2:52 pmBOS-YWG
9h 52m1 stop
5:00 am - 5:47 pmYWG-BOS
11h 47m2 stops
$620Delta
Find Deal
vie., nov. 1 - lun., nov. 4
11:00 am - 11:21 pmBOS-YWG
13h 21m2 stops
11:40 am - 10:50 pmYWG-BOS
10h 10m2 stops
$651Delta
Find Deal
vie., nov. 1 - lun., nov. 4

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 December, where the average cost of tickets is $661 and $635 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 $358 on Porter Airlines, followed by Air Canada ($399). One-way flight deals have also been found from as low as $236 on Air Canada and from $336 on WestJet.

Good to know

Low season

January

High season

July

Cheapest flight

$236
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 4% 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 $236 for a one-way ticket and $342 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 Star Alliance 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 $655 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 7.4.

  • 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 10277 reviews
8.6Crew
8.2Boarding
8.0Entertainment
7.4Food
7.9Comfort
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

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.

Generally poor experience with excessive luggage fees. Plane seats were very uncomfortable. Flight did not take off on time, however arrived on time. Boarding seems very inefficient.

They lost our luggage and didn’t return it until 15 days AFTER we got back.

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

Not worth the premium paid for the first class ticket

Fine. Though no food or entertainment so the survey needs to be updated with those options.

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

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.

There was a mistake with the first name we only discovered at security. Air canada was unable to correct it to match then passport since it was booked through an agency. The agency could not correct it either since they need at least two hours to do that. We could not fly and lost a bunch of money. Learned my lesson about kayak.

My flight got canceled. Then AC rebooked me to a next day flight. No compensation no apology. It almost messed up my entire trip and schedule. However, all the unexpepected seems routine and ordinary to AC, so customers need to get used to.

The food was horrible the flying attendance hardly made any checks and the seats were very tied ..

I love air Canada. The staff is so helpful and friendly and attentive. I paid for extra room but chose a ser near a person who took up a lot of space which gave me less space than regular economy, I was sad I did that!

I was offered earphones at the beginning of the flight, my meal and snacks were good and the attendant was proactive with all my needs and offered seconds of drinks. She was very attentive even when there were .any demands on her

For such a long flight they should offer tea or coffee in between two meals.

No seat assignment . Last on board . Though I would not receive any boarding pass

last minute was rebooked. This rebooking made me miss my connection, added a stop in my itinerary without my approval, and had me arriving 10 hours later to my destination...for a delay that was 2 hours. To boot, my final flight from London to Athens booked me in a middle seat, where I originally booked all aisle seats. This was incredibly uncomfortable for a 24 hour journey and made me incredibly upset.

Did not appreciate “hidden fees” to check a bag for international flight and purchase a seat to be next to my spouse. Won’t choose this airline again.

The flight left over 2 hours late and caused me to miss my connecting flight. Consequently, I missed my cruise ship out of Barcelona. The cost associated with this miss was as follows: Airfare to Sicily Italy to get on the ship TWO days late - $232.30 Taxi from Airport to hotel $35 Dinner at hotel $38 Hotel in Barcelona - $208 Taxi from Sicily to hotel $70 Hotel in Sicily - $148 Prorated time missed on cruise $ 1,143

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.
12/1dom.
1 stopAir Canada
6h 42mBOS-YWG
$236
12/1dom.
2 stopsWestJet
14h 00mBOS-YWG
$336
7/21dom.
1 stop
7h 12mBOS-YWG
$398
12/1dom.
3 stops
29h 15mBOS-YWG
$441
7/21dom.
2 stops
23h 08mBOS-YWG
$671
7/21dom.
3 stops
43h 17mBOS-YWG
$2,130

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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.
6/14vie.
multi-stop
9h 22mBOS-YWG
6/21vie.
multi-stop
29h 49mYWG-BOS
$477
6/14vie.
multi-stop
9h 22mBOS-YWG
6/21vie.
multi-stop
24h 37mYWG-BOS
$501
6/14vie.
multi-stop
13h 35mBOS-YWG
6/21vie.
multi-stop
22h 45mYWG-BOS
$540
6/14vie.
multi-stop
13h 35mBOS-YWG
6/21vie.
multi-stop
29h 25mYWG-BOS
$581
6/14vie.
multi-stop
22h 57mBOS-YWG
6/21vie.
multi-stop
29h 25mYWG-BOS
$662

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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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