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BOS - YWG

C$ 197 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 8/12. 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, travellers 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 a.m. - 3:08 p.m.BOS-YWG
10h 08m1 stop
6:20 a.m. - 10:12 p.m.YWG-BOS
14h 52m2 stops
C$ 414
Find Deal
Tue, 25 Feb - Wed, 26 Feb
8:31 p.m. - 3:10 p.m.BOS-YWG
19h 39m1 stop
7:30 a.m. - 12:30 a.m.YWG-BOS
16h 00m1 stop
C$ 415
Find Deal
Mon, 2 Dec - Tue, 10 Dec
6:00 a.m. - 3:24 p.m.BOS-YWG
10h 24m1 stop
4:15 p.m. - 5:58 a.m.YWG-BOS
12h 43m1 stop
C$ 472United Airlines
Find Deal
Sun, 11 May - Sat, 17 May
7:50 a.m. - 4:53 p.m.BOS-YWG
10h 03m1 stop
12:40 p.m. - 1:03 a.m.YWG-BOS
11h 23m2 stops
C$ 485Delta
Find Deal
Sun, 11 May - Sat, 17 May
6:00 a.m. - 4:00 p.m.BOS-YWG
11h 00m2 stops
2:15 p.m. - 11:54 p.m.YWG-BOS
8h 39m2 stops
C$ 532United Airlines
Find Deal
Sun, 11 May - Sat, 17 May
4:40 p.m. - 11:23 p.m.BOS-YWG
7h 43m1 stop
7:45 a.m. - 4:53 p.m.YWG-BOS
8h 08m1 stop
C$ 538Air Canada
Find Deal
Sat, 7 Dec - Sat, 14 Dec
5:20 a.m. - 3:34 p.m.BOS-YWG
11h 14m2 stops
12:45 p.m. - 7:20 p.m.YWG-BOS
5h 35m1 stop
C$ 689WestJet
Find Deal
Wed, 29 Jan - Wed, 5 Feb
5:20 a.m. - 3:34 p.m.BOS-YWG
11h 14m2 stops
5:00 a.m. - 4:24 p.m.YWG-BOS
10h 24m2 stops
C$ 693WestJet
Find Deal
Wed, 29 Jan - Wed, 5 Feb
4:40 p.m. - 8:28 a.m.BOS-YWG
16h 48m1 stop
7:45 a.m. - 2:58 p.m.YWG-BOS
6h 13m1 stop
C$ 813Air Canada
Find Deal
Sun, 15 Dec - Tue, 31 Dec
1:02 p.m. - 11:34 p.m.BOS-YWG
11h 32m2 stops
12:42 p.m. - 11:59 p.m.YWG-BOS
10h 17m1 stop
C$ 826Delta
Find Deal
Mon, 16 Dec - Thu, 2 Jan

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.
If your flying dates are flexible, you should consider flying to Winnipeg on a Monday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Boston to Winnipeg. For your return ticket, we recommend flying on a Tuesday and avoiding Sundays for the best 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 C$ 488 on average. On the other hand, the most expensive months are March and August, where the average cost of tickets is C$ 897 and C$ 882 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

C$ 197
Best time to beat the crowds (7% less expensive on average)
Most popular time to fly (15% more expensive 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 C$ 141 for a one-way ticket and C$ 296 for a round-trip.

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

    Boston airport is called Boston Logan Intl and the only airport in Winnipeg is 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.

  • 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.

  • 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 airline flying 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.
7.0
Air CanadaOverall score based on 8246 reviews
6.8Entertainment
7.3Boarding
7.0Comfort
7.8Crew
6.2Food
Airline reviews

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!!

4.0 OkayShannon, Nov 2024EWR - YYZ
Read more Air Canada reviews

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.
8/12Sun
1 stop
10h 10mBOS-YWG
C$ 197
11/5Sun
1 stopDelta
10h 03mBOS-YWG
C$ 198
8/12Sun
2 stopsDelta
12h 34mBOS-YWG
C$ 245
8/12Sun
3 stops
25h 48mBOS-YWG
C$ 299
19/4Sat
2 stops
19h 44mBOS-YWG
C$ 300
27/12Fri
1 stopAir Canada
6h 08mBOS-YWG
C$ 422
19/4Sat
1 stopUnited Airlines
17h 06mBOS-YWG
C$ 449
17/2Mon
1 stopUnited Airlines
7h 18mBOS-YWG
C$ 450
27/12Fri
1 stopAir Canada
16h 48mBOS-YWG
C$ 453
27/12Fri
2 stopsPorter Airlines
24h 29mBOS-YWG
C$ 486

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

Information on your arrival and departure airports

Winnipeg (YWG)
Boston (BOS)

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