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Cheap Flights from Boston Logan International to Winnipeg

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      Travellers and cabin class, 1 Adult, Economy

      Compare Boston Logan International to Winnipeg flight deals

      Find the cheapest month or even day of the year to fly to Winnipeg

      Book the best Winnipeg fare with no extra fees

      Flight deals from Boston Logan International to Winnipeg

      Looking for a cheap last-minute deal or the best return flight from Boston Logan International Airport to Winnipeg Airport? If you want to travel next month, return fares start from R 4,409. Find the lowest prices on one-way and return tickets right here.
      Winnipeg.R 1,718 per passenger.Departing Mon, 23 Nov.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 23 Nov, arriving in Winnipeg.Price includes taxes and charges.From R 1,718, select.
      Winnipeg.R 1,718 per passenger.Departing Fri, 16 Oct.One-way flight with Air Canada.Outbound indirect flight with Air Canada, departs from Boston Logan International on Fri, 16 Oct, arriving in Winnipeg.Price includes taxes and charges.From R 1,718, select.
      Winnipeg.R 1,764 per passenger.Departing Mon, 7 Dec.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 7 Dec, arriving in Winnipeg.Price includes taxes and charges.From R 1,764, select.
      Winnipeg.R 1,786 per passenger.Departing Wed, 23 Sep.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Wed, 23 Sep, arriving in Winnipeg.Price includes taxes and charges.From R 1,786, select.
      Winnipeg.R 3,142 per passenger.Departing Wed, 3 Feb.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Wed, 3 Feb, arriving in Winnipeg.Price includes taxes and charges.From R 3,142, select.
      Winnipeg.R 3,211 per passenger.Departing Tue, 5 Jan.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Tue, 5 Jan, arriving in Winnipeg.Price includes taxes and charges.From R 3,211, select.
      Winnipeg.R 3,345 per passenger.Departing Tue, 9 Mar.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Tue, 9 Mar, arriving in Winnipeg.Price includes taxes and charges.From R 3,345, select.
      Winnipeg.R 3,404 per passenger.Departing Sun, 25 Jul.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Boston Logan International on Sun, 25 Jul, arriving in Winnipeg.Price includes taxes and charges.From R 3,404, select.

      Find the cheapest month to fly from Boston Logan International to Winnipeg

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Boston Logan International to Winnipeg flights are currently cheapest in October.
      Sep
      from R 1,786
      Oct
      from R 1,718
      Nov
      from R 1,718
      Dec
      from R 1,764
      Jan
      from R 3,211
      Feb
      from R 3,142
      Mar
      from R 3,345
      Apr
      Find prices
      May
      Find prices
      Jun
      Find prices
      Jul
      from R 3,404
      Aug
      Find prices

      Boston Logan International to Winnipeg: Alternative routes

      Compare routes from Boston Logan International to Winnipeg below. You may find an airport to fly into that's cheaper, faster, or easier than Winnipeg.

      Winnipeg

      7km from central Winnipeg
      ClosestCheapest
      from R 1,718
      Search flights

      Boston to Winnipeg: Flight information

      The things to know before you go.
      Cheapest flight foundR 1,718
      Cheapest month to flyOctober

      Finding cheap flights from Boston Logan International to Winnipeg: Frequently asked questions

      The best price we found for a return flight from Boston Logan International to Winnipeg is R 4,409. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      Currently, there are no airlines that fly direct from Boston Logan International to Winnipeg. But we found flights with one or more stops from R 4,409.
      As of September 2026, there are no flights flying from Boston Logan International to Winnipeg.
      The cheapest month to fly from Boston Logan International to Winnipeg is usually October.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Boston Logan International Airport to Winnipeg Airport on Thursday, 1 October 2026.
      No airlines currently offer direct flights between Boston Logan International Airport and Winnipeg Airport. Most routes have one or more stops.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Winnipeg but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Winnipeg is around 40 days in advance, so don’t leave your flight to the last minute.

      Currently, Porter Airlines offers the cheapest flight tickets to Winnipeg.

      Flying from Boston Logan International Airport (BOS) to Winnipeg Airport (YWG): what you need to know

      • Winnipeg is one hour behind Boston and is in the UTC-6 timezone.

      • Give yourself plenty of time to make your BOS to YWG flight. A good rule of thumb is to arrive at least two hours before international departures and an hour ahead for domestic flights.

      • Be prepared for bigger queues during popular months like July. Arriving up to four hours in advance for international flights and two hours for domestic departures is a wise move.

      • We make it easy to book a flight with a stopover. To see all your options for tickets from Boston Logan International Airport to Winnipeg Airport, deselect 'Direct flights only.' Then, pick a flight offering a stop long enough to visit your chosen city. Popular stopovers between BOS and YWG include:

        • Toronto Pearson International Airport

        • Minneapolis St Paul Airport

        • Montreal Pierre Elliott Trudeau Airport

      How to find the cheapest flights from Boston Logan International Airport (BOS) to Winnipeg Airport (YWG)

      • Currently, R 1,718 is the cheapest price we've found for a one-way Boston Logan International Airport to Winnipeg Airport flight. The best price for a return ticket is R 4,409. Keep in mind that fares could change due to availability at the time of booking.

      • Don't leave things to the last minute. You're more likely to get cheap tickets from BOS to YWG if you book early. Airlines often offer some amazing early bird rates.

      • If you can be flexible with your travel dates, try using the 'Whole month' search function. It'll give you the lowest price across each month when searching for your flight from Boston Logan International Airport to Winnipeg Airport.

      • Finding cheap flights from BOS to YWG is a breeze with Price Alerts. Simply set up one of these automatic alerts and we'll let you know as soon as a new deal comes up.

      • Tailor your trip with filters. Choose your departure and arrival times, total journey duration and airlines. You can also sort results by 'Cheapest,' 'Fastest' or 'Best' flights from Boston Logan International Airport to Winnipeg Airport.

      Handy information about Boston Logan International Airport (BOS)

      • You'll find BOS at One Harborside Drive.

      • 75% of flights that take off from Boston Logan International Airport touch down at their destination on time.

      • To get to Boston Logan International Airport from central Boston, it'll take around 20 minutes if you're travelling by car. Of course, this depends on traffic conditions. It's approximately 8 kilometres from the airport to the city centre.

      • You can expect a trip time of roughly 25 minutes on public transport.

      • Need a convenient hotel near BOS? If you're boarding an early flight from Boston Logan International Airport to Winnipeg Airport, these stays will have you moments from your departure lounge:

      Arriving at Winnipeg Airport (YWG)

      When to fly to Winnipeg Airport (YWG)

      • Visit Winnipeg in high season if you prefer a busier atmosphere, but keep in mind prices tend to be higher. Or, book flights from Boston Logan International Airport to Winnipeg Airport in the low season to take advantage of lower costs and fewer visitors.

      • The warmest month in Winnipeg is July, with the temperature ranging between 12ºC (54ºF) and 29ºC (84ºF). Book your flights from Boston Logan International Airport to Winnipeg Airport in this month if this is the type of weather you like.

      • Look for cheap tickets from BOS to YWG in January if you like travelling in cooler conditions. Temperatures are at their lowest around then, ranging between -25ºC (-13ºF) and -6ºC (21ºF) on average.

      Explore more of Canada

      • Winnipeg has its own special appeal, but there are so many other corners of Canada just waiting to be discovered. About 209 kilometres west of Winnipeg, a trip to Brandon will keep your itinerary packed. Don't miss top attractions like The Daly House Museum, Commonwealth Air Training Plan Museum and Patricia Beach Provincial Park.

      • Yorkton is another sought-after destination in Canada and is around 402 kilometres north-west of Winnipeg. No trip is complete without dropping by Western Development Museum, Godfrey Dean Art Gallery and Yorkton Sports Hall of Fame & Museum.

      Plan the rest of your trip from Boston to Winnipeg

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.