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BOS - YWG

C$ 139 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 31/3. 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.
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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
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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.

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
5:10 a.m. - 3:08 p.m.BOS-YWG
10h 58m1 stop
8:25 p.m. - 5:14 p.m.YWG-BOS
19h 49m2 stops
C$ 390
Find Deal
Fri, 28 Mar - Thu, 3 Apr
6:00 a.m. - 4:28 p.m.BOS-YWG
11h 28m1 stop
6:30 a.m. - 10:12 p.m.YWG-BOS
14h 42m2 stops
C$ 391
Find Deal
Fri, 30 May - Mon, 2 Jun
6:00 a.m. - 4:28 p.m.BOS-YWG
11h 28m1 stop
9:00 a.m. - 10:12 p.m.YWG-BOS
12h 12m1 stop
C$ 393
Find Deal
Fri, 30 May - Mon, 2 Jun
10:20 a.m. - 3:02 p.m.BOS-YWG
5h 42m1 stop
5:00 a.m. - 11:28 a.m.YWG-BOS
5h 28m1 stop
C$ 448Air Canada
Find Deal
Fri, 2 May - Sun, 4 May
6:00 a.m. - 5:35 p.m.BOS-YWG
12h 35m2 stops
5:00 a.m. - 11:28 a.m.YWG-BOS
5h 28m1 stop
C$ 471United Airlines
Find Deal
Fri, 2 May - Sun, 4 May
8:20 p.m. - 1:09 p.m.BOS-YWG
17h 49m2 stops
7:00 a.m. - 7:35 p.m.YWG-BOS
11h 35m1 stop
C$ 474United Airlines
Find Deal
Mon, 9 Jun - Sat, 14 Jun
6:00 a.m. - 5:38 p.m.BOS-YWG
12h 38m1 stop
5:00 a.m. - 11:28 a.m.YWG-BOS
5h 28m1 stop
C$ 490Air Canada
Find Deal
Mon, 18 Aug - Sun, 24 Aug
9:45 a.m. - 6:00 p.m.BOS-YWG
9h 15m2 stops
11:45 a.m. - 10:01 p.m.YWG-BOS
9h 16m2 stops
C$ 570Porter Airlines
Find Deal
Fri, 30 May - Mon, 2 Jun
3:15 p.m. - 11:29 p.m.BOS-YWG
9h 14m1 stop
5:43 p.m. - 11:50 p.m.YWG-BOS
5h 07m1 stop
C$ 586Delta
Find Deal
Sat, 22 Mar - Thu, 27 Mar
7:05 a.m. - 5:59 p.m.BOS-YWG
11h 54m2 stops
11:35 a.m. - 5:50 p.m.YWG-BOS
5h 15m1 stop
C$ 703Porter Airlines
Find Deal
Thu, 17 Apr - Thu, 24 Apr

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.
When flying from Boston to Winnipeg, you should consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Tuesdays and the most expensive ones on Sundays.

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 January, where tickets cost C$ 492 (return) on average. On the other hand, the most expensive months are March and February, where the average cost of round-trip tickets is C$ 927 and C$ 901 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

February

High season

July

Cheapest flight

C$ 139
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 8% lower 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$ 96 for a one-way ticket and C$ 270 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?

    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.

  • 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

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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