BOS - YWG

$141 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 12/8. 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 46,646,933 times on KAYAK, and here is why:

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Cheap Flight Deals from Boston to Winnipeg (BOS-YWG)

 
These are the cheapest deals for flights from Boston to Winnipeg currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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
6:00 am - 3:08 pmBOS-YWG
10h 08m1 stop
6:20 am - 10:12 pmYWG-BOS
14h 52m2 stops
Tue, Feb 25 - Wed, Feb 26
8:31 pm - 3:10 pmBOS-YWG
19h 39m1 stop
7:30 am - 12:30 amYWG-BOS
16h 00m1 stop
Mon, Dec 2 - Tue, Dec 10
7:50 am - 4:53 pmBOS-YWG
10h 03m1 stop
12:40 pm - 1:03 amYWG-BOS
11h 23m2 stops
$347Delta
Find Deal
Sun, May 11 - Sat, May 17
4:40 pm - 11:23 pmBOS-YWG
7h 43m1 stop
7:45 am - 4:53 pmYWG-BOS
8h 08m1 stop
$385Air Canada
Find Deal
Sat, Dec 7 - Sat, Dec 14
5:20 am - 3:34 pmBOS-YWG
11h 14m2 stops
12:45 pm - 7:20 pmYWG-BOS
5h 35m1 stop
$493WestJet
Find Deal
Wed, Jan 29 - Wed, Feb 5
5:20 am - 3:34 pmBOS-YWG
11h 14m2 stops
5:00 am - 4:24 pmYWG-BOS
10h 24m2 stops
$496WestJet
Find Deal
Wed, Jan 29 - Wed, Feb 5
2:05 pm - 11:40 pmBOS-YWG
10h 35m1 stop
11:35 am - 8:15 pmYWG-BOS
7h 40m2 stops
$542Porter Airlines
Find Deal
Mon, Dec 16 - Sat, Dec 28
2:00 pm - 11:40 pmBOS-YWG
10h 40m1 stop
11:35 am - 8:15 pmYWG-BOS
7h 40m2 stops
$553Porter Airlines
Find Deal
Sat, Dec 14 - Fri, Jan 3
4:40 pm - 8:28 amBOS-YWG
16h 48m1 stop
7:45 am - 2:58 pmYWG-BOS
6h 13m1 stop
$582Air Canada
Find Deal
Sun, Dec 15 - Tue, Dec 31
1:02 pm - 11:34 pmBOS-YWG
11h 32m2 stops
12:42 pm - 11:59 pmYWG-BOS
10h 17m1 stop
$591Delta
Find Deal
Mon, Dec 16 - Thu, Jan 2

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 Friday and more expensive on a Monday. On your return trip to Boston, you should consider flying back on a Tuesday, and avoid Mondays 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 October, where tickets cost $349 on average. On the other hand, the most expensive months are March and August, where the average cost of tickets is $642 and $631 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 2 days before departure. For the absolute cheapest price, our data suggests you should book 97 days before departure.

Good to know

Low season

January

High season

December

Cheapest flight

$141
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 15% 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 $141 for a one-way ticket and $296 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 $639 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 $405 and an overall rating of 7.8.

  • 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 8755 reviews
7.3Food
8.2Boarding
8.5Crew
7.9Entertainment
7.9Comfort
Airline reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

8.0 ExcellentAndrew, Nov 2024MCO - LGA
Read more Delta reviews

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

All fine save for the abominable catering. Really gone downhill. We found it all inedible.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

I appreciated friendly service from check-in, to boarding, to in-flight amenities! Attendants were accommodating and helpful. Thank you! Elaine

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

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

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.

Your staff on the flight back to Calgary were very friendly and efficient .

The big lady was sitting right next to me and the button to recline my seat was blocked by her huge arm. No power outlet for chargers. No inflight Wi-Fi movies

Trip was uneventful which is good. Boarding took a long time due to many disabled/elderly requiring assistance which again is fine. Landing and take off were excellent. Food and entertainment were as expected, bring your own if you have preferences otherwise you get what you get.

Flight was delayed four hours! No on board entertainment fir a four flight. Minimal food

Republic was fine but Air Canada was terrible in the airport. They issues me a boarding pass that I placed in my wallet and then when I showed up at the airport they had taken the bar code away from the ticket because they changed the flight number even though the flight stayed the same time. This caused me to be unable to go through security and I had to go to Air Canada for help and they were horrible and almost caused me to miss my flight. Luckily I managed to get it figured out on my own phone, not the kiosks, or the agent I asked for help or the long line I was standing in!!

Flight was fine. Arrived on time. More room in the seats would be nice, but not something that is likely to happen.

Unfortunately your planes need maintenance. I am surprised your bathroom in business class was not working in 8 hour flight. Coffee machine was broken. Seat adjustment panel was bad. I will stay away from Air Canada in future travel.

I was in Business Class row 7 on a 787-9. Both times I didn't get my choice of food. Otherwise, excellent!

The flight was good, the inflight tv's are too old and hard to work

Problem with operation of on board entertainment computer. Failed about 1 /2 hour into the flight. Rebooting failed to restore.

Putting carryone size suitcase into the overhead luggage storage on a the small CR900 plane was cumbersome and its assignment to a far far gate w/o the moveable ramps at YYZ arrivals really stunk.

This flight was a lot more comfortable with more room than the Air Canada Rouge!!! We will never go rouge again! A yes to this one!!! It was so nice to have inflight entertainment! Also the carts came around twice for drinks or a snack!! Great experience all around!

AC flight attendants aren't overly friendly. Otherwise flight was fine.

Newark to Montreal was really good. The return flight was not so good with a substitute carrier was not as good. I was impressed by the AC staff all along the way. Their in flight stack was superior.

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.
12/8Sun
1 stop
10h 10mBOS-YWG
$141
5/11Sun
1 stopDelta
10h 03mBOS-YWG
$142
12/8Sun
2 stopsDelta
12h 34mBOS-YWG
$175
12/8Sun
3 stops
25h 48mBOS-YWG
$214
4/19Sat
2 stops
19h 44mBOS-YWG
$215
12/27Fri
1 stopAir Canada
6h 08mBOS-YWG
$302
4/19Sat
1 stopUnited Airlines
17h 06mBOS-YWG
$321
2/17Mon
1 stopUnited Airlines
7h 18mBOS-YWG
$322
12/27Fri
1 stopAir Canada
16h 48mBOS-YWG
$324
12/27Fri
2 stopsPorter Airlines
24h 29mBOS-YWG
$348

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

Information on your arrival and departure airports

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