BOS - YWG

$107 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 2/24. 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

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 41,299,237 times on KAYAK, and here is why:

Save 23% 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.

Bundle and saveSave money when you bundle your flight + hotel.

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.

Recent round-trip flight deals from Boston to Winnipeg

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Boston to Winnipeg.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
8:30 pm - 5:35 pmBOS-YWG
22h 05m2 stops
7:30 am - 8:59 pmYWG-BOS
12h 29m1 stop
Mon, Jan 6 - Wed, Jan 8
8:57 pm - 1:03 pmBOS-YWG
17h 06m1 stop
1:40 pm - 10:38 pmYWG-BOS
7h 58m1 stop
$354United Airlines
Find Deal
Sun, May 11 - Sat, May 17
8:57 pm - 1:03 pmBOS-YWG
17h 06m1 stop
2:15 pm - 11:55 pmYWG-BOS
8h 40m2 stops
$368United Airlines
Find Deal
Sun, May 11 - Sat, May 17
8:30 pm - 3:10 pmBOS-YWG
19h 40m1 stop
7:30 am - 8:59 pmYWG-BOS
12h 29m1 stop
Mon, Jan 6 - Wed, Jan 8
6:21 pm - 5:35 pmBOS-YWG
24h 14m2 stops
7:00 pm - 5:59 pmYWG-BOS
21h 59m2 stops
Mon, Jan 6 - Wed, Jan 8
5:25 am - 4:53 pmBOS-YWG
12h 28m2 stops
12:40 pm - 1:03 amYWG-BOS
11h 23m2 stops
$434Delta
Find Deal
Sun, May 11 - Sat, May 17
8:05 am - 3:08 pmBOS-YWG
8h 03m1 stop
12:40 pm - 11:50 pmYWG-BOS
10h 10m1 stop
$555Delta
Find Deal
Tue, Mar 4 - Sun, Mar 9
7:05 am - 6:04 pmBOS-YWG
11h 59m2 stops
11:35 am - 8:15 pmYWG-BOS
7h 40m2 stops
$591Porter Airlines
Find Deal
Tue, Mar 4 - Sun, Mar 9
5:35 am - 4:54 pmBOS-YWG
12h 19m1 stop
7:30 am - 5:06 pmYWG-BOS
8h 36m1 stop
$870WestJet
Find Deal
Sun, Dec 29 - Mon, Jan 6
7:00 am - 6:04 pmBOS-YWG
12h 04m2 stops
5:00 am - 5:50 pmYWG-BOS
11h 50m2 stops
$972Porter Airlines
Find Deal
Sun, Dec 29 - Mon, Jan 6

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 round-trip flights from Boston to Winnipeg clicked on KAYAK for each day over the last 12 months.
For Boston to Winnipeg, Sunday is the cheapest day to fly on average and Monday is the most expensive. Flying from Winnipeg back to Boston, the best deals are generally found on Saturday, with Monday being the most expensive.

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 round-trip 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 October, where tickets cost $349 (return) on average. On the other hand, the most expensive months are December and August, where the average cost of round-trip tickets is $786 and $631 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip 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 week.
To get a below average price on the flight from Boston to Winnipeg, you should book around 7 weeks before departure. For the absolute cheapest price, our data suggests you should book 11 weeks before departure.

Good to know

Low season

January

High season

December

Cheapest flight

$107
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 44% 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 $107 for a one-way ticket and $327 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?

    SkyTeam, and Star Alliance 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 Porter Airlines?

    The two airlines most popular with KAYAK users for flights from Boston to Winnipeg are Delta and Porter Airlines. With an average price for the route of $661 and an overall rating of 8.0, Delta is the most popular choice. Porter Airlines is also a great choice for the route, with an average price of $421 and an overall rating of 7.9.

  • 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 8601 reviews
8.6Crew
8.0Comfort
7.3Food
8.2Boarding
7.9Entertainment
Airline reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

8.0 ExcellentMelodii, Dec 2024ATL - MSY
Read more Delta reviews

I was with one of the last zones to board. It was kind of annoying to finally get called to board and my whole section was already on the plane. Clearly they boarded with previous zones. So by the time I got on board, there were no spaces for my luggage above my head. I had to put my luggage 4+ rows behind me, which meant that I had to wait even longer to get off the plane, since I had to wait for those rows to clear the aisle before I could retrieve my luggage and exit the plane. This also held up the plane cleaners, as they couldn't service my row until I cleared it, so they were all standing there waiting for me, while I'm standing there waiting for the other passengers to clear the aisle. Anyways, I wasn't in a rush this time, so I just waited, but I could see that being a problem in the future. Now, I could have checked my luggage, of course, but coincidentally, a friend of mine on the same flight got their luggage damaged (wheel completely knocked off) and was told by the Baggage Attendant in the airport that Delta doesn't "cover wheel damage" on luggage. This was disappointing to hear. I'm glad I didn't check mine through. If it were my luggage, I'd be highly frustrated to hear that. It makes me not want to check my luggage in the future.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Typically I give delta excellent reviews. Our flight was delayed 2hrs, I was one of the fortunate ones who were able to get to my connecting flight. Also, annoying that on the connecting flight boarding personnel make me put away a small bag into my carryon. It small enough to put in back pocket seat, why hold me and the line up to just push it into my carryon.

Logan airport construction meant that boarding was chaotic crowded and delayed

Everything was great. Great service, excellent communication, and early arrival

We were forced to wait nearly 50 additional minutes before leaving the terminal.

Free Wi-Fi is good. That’s all - food mediocre, unfriendly crew, poor communication after trying to file a claim for my lost bag, which Delta didn’t even know was lost until I told them.

Delta flight attendants poorly managed the boarding process and overhead storage. My bag was checked last minute and no claim ticket was provided. My bag is now lost. Complete incompetence by all flight crew involved.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Porter was excellent. Boarding was a breeze. The seats were a little uncomfortably but the overall trip was excellent.

Only packaged snacks were served. It was a flight at lunchtime and a hot meal would have been a great.

Reserve check-in was very slow compared to regular check-in. Internet was slow

Lavatories broke with an hour to go. At least we were on time.

Chaotic boarding, but mostly my issues are with Toronto airport

Long wait to check in your bag at Honolulu Airport as no kiosks therefore no bag drop line. Confusing at gate as the desk is at entrance giving the impression you need to check in there . Waited in another lineup for no reason

Flight was on time. Online check in capabilities made things quick and easy. Zone boarding was enforced, which I appreciate. Everyone was not lining up ahead of their zone being called. Crew was professional and friendly.

Flight was delayed 1.5 hours. Baggage took 45 minutes to reach carousel

more room between seats. will check out other airlines. uncomfortable - knees crammed against seat ahead

The quality of service at WestJet has really decline in the past couple years. Now they rarely leave on time and are full of excuses to obviously try to minimize their responsibility for compensation. Reality and what is mentioned at the gate for delaus rarely jive. If you apply for compensation even if appropriate, you are declined. They need to get back to doing the small things great rather than look for more reasons to grab money.

I had a guy behind me kneeing me in the back due to his limited leg room and the stewardess kindly relocated him. I was very grateful.

Credit to the check-in staff for offering no-charge to check our carryon. We had 2 checked suitcases already, and it was easier instead of at the gate.

The flight was delayed repeatedly, on the day of and in the days and weeks beforehand. The staff are alway fantastic.

Flights were great. Food was great. More information about the requirements for plane transfer in Canada would have been helpful. I almost missed it.

See review from the other leg San Antonio to Atlanta.. basically the same experience as the flight was operated by Delta.

Lots of announcements that no wheeled carry on bags were allowed on the flight, yet the overhead bins were totally full and made it uncomfortable trying to get through and significantly held up departure. Why were they allowed on when they said that they weren't? Trash only came by soon after service and I wasn't ready to dispose of it. I had to first hold on to it and after flagging and attendant was told to stuff it in the seat back! I have never run into the need to walk outside in northern winter weather at an international airport and wasn't dressed to do so in the cold pouring rain! I'm not thinking that I'll be back unless I hear things have changed.

My first flight left so late we knew I would miss my connection. Rather than redirecting me then, they made me take a flight to Montreal, then Toronto (there was a flight leaving for Toronto when I was in NYC, no need for me to also go to montreal). Then they gave me a food voucher that did not work (4 places would not accept it). At least they gave me a hotel automatically, even though it was a cheap crappy one. I'm still not home, and it's been over 24 hours. I'm exhausted.

Liked the size of seats. Not much food offered given length of flight.

The boarding was at a dual gate hallway and there was only one spoken explanation about which way to turn to board the correct plane. It wasn't marked visually at the split in the gate. The phone charger did not work at my seat. The temperature was quite chilly throughout the flight and the recorded announcements were extremely loud for a small plane.

The Air Canada staff at the gate in Newark were fantastic and so very helpful!!!

Flight was delayed 1.5 hours as crew was stuck in traffic...that is absurd that the airline would be transfering a crew by car through NYC during rush hour. I missed my shuttle bus and got stuck in Vancouver for the night. Airline did not offer a voucher

Flight was great, no plug in for charging and no inflight entertainment.

I booked these flights for our group of 4 people several months in advance. On the departing flight, I checked in 24 hours before flight and was able to select the seats that we liked. On the return flight, I had no internet access until about 12 hours before flight, when I tried to check in, we were scattered all over the plane in middle seats which is absolutely ridiculous. I book all 4 ticket in 1 booking MONTHS in advance, the preassigned seats should be together, NOT scattered in 4 different rows in middle seats.

Very unfriendly crew, Air Canada should hire staff that are willing to do their job and be friendly to others. Unmannered flight attendants.

It was absolutely awful in every week. A mechanical failure led to a 6 hour delay, cancellation and rerouting.

Everything you need to know for your flight from Boston to Winnipeg

Information on your arrival and departure airports

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