264 € Cheap Flights from Winnipeg to Boston Logan International

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Flight deals from Winnipeg to Boston Logan International

Looking for a cheap last-minute deal or the best return flight from Winnipeg Airport to Boston Logan International Airport? If you want to travel next month, return fares start from 291 €. Find the lowest prices on one-way and return tickets right here.

Boston.264 € per passenger.Departing Sun, 6 Sep, returning Sat, 12 Sep.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Winnipeg on Sun, 6 Sep, arriving in Boston Logan International.Inbound indirect flight with Air Canada, departs from Boston Logan International on Sat, 12 Sep, arriving in Winnipeg.Price includes taxes and charges.From 264 €, select.

Boston.289 € per passenger.Departing Tue, 25 Aug, returning Mon, 14 Sep.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Tue, 25 Aug, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 14 Sep, arriving in Winnipeg.Price includes taxes and charges.From 289 €, select.

Boston.291 € per passenger.Departing Thu, 27 Aug, returning Mon, 31 Aug.Return flight with United.Outbound indirect flight with United, departs from Winnipeg on Thu, 27 Aug, arriving in Boston Logan International.Inbound indirect flight with United, departs from Boston Logan International on Mon, 31 Aug, arriving in Winnipeg.Price includes taxes and charges.From 291 €, select.

Boston.324 € per passenger.Departing Tue, 29 Sep, returning Fri, 2 Oct.Return flight with WestJet.Outbound indirect flight with WestJet, departs from Winnipeg on Tue, 29 Sep, arriving in Boston Logan International.Inbound indirect flight with WestJet, departs from Boston Logan International on Fri, 2 Oct, arriving in Winnipeg.Price includes taxes and charges.From 324 €, select.

Boston.329 € per passenger.Departing Sat, 10 Oct, returning Wed, 2 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Sat, 10 Oct, arriving in Boston Logan International.Inbound indirect flight with Delta, departs from Boston Logan International on Wed, 2 Dec, arriving in Winnipeg.Price includes taxes and charges.From 329 €, select.

Boston.353 € per passenger.Departing Thu, 15 Oct, returning Fri, 16 Oct.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Thu, 15 Oct, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Fri, 16 Oct, arriving in Winnipeg.Price includes taxes and charges.From 353 €, select.

Boston.353 € per passenger.Departing Sat, 5 Sep, returning Sun, 20 Dec.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Winnipeg on Sat, 5 Sep, arriving in Boston Logan International.Inbound indirect flight with Air Canada, departs from Boston Logan International on Sun, 20 Dec, arriving in Winnipeg.Price includes taxes and charges.From 353 €, select.

Boston.354 € per passenger.Departing Sat, 7 Nov, returning Fri, 13 Nov.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Winnipeg on Sat, 7 Nov, arriving in Boston Logan International.Inbound indirect flight with Air Canada, departs from Boston Logan International on Fri, 13 Nov, arriving in Winnipeg.Price includes taxes and charges.From 354 €, select.

Boston.360 € per passenger.Departing Thu, 3 Dec, returning Wed, 9 Dec.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Thu, 3 Dec, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Wed, 9 Dec, arriving in Winnipeg.Price includes taxes and charges.From 360 €, select.

Boston.361 € per passenger.Departing Fri, 20 Nov, returning Wed, 9 Dec.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 20 Nov, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Wed, 9 Dec, arriving in Winnipeg.Price includes taxes and charges.From 361 €, select.

Boston.363 € per passenger.Departing Fri, 15 Jan, returning Mon, 18 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Winnipeg on Fri, 15 Jan, arriving in Boston Logan International.Inbound indirect flight with Delta, departs from Boston Logan International on Mon, 18 Jan, arriving in Winnipeg.Price includes taxes and charges.From 363 €, select.

Boston.376 € per passenger.Departing Thu, 15 Oct, returning Mon, 2 Nov.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Thu, 15 Oct, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 2 Nov, arriving in Winnipeg.Price includes taxes and charges.From 376 €, select.

Boston.395 € per passenger.Departing Tue, 15 Dec, returning Mon, 4 Jan.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Tue, 15 Dec, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 4 Jan, arriving in Winnipeg.Price includes taxes and charges.From 395 €, select.

Boston.414 € per passenger.Departing Mon, 8 Feb, returning Mon, 15 Feb.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Mon, 8 Feb, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 15 Feb, arriving in Winnipeg.Price includes taxes and charges.From 414 €, select.

Boston.621 € per passenger.Departing Fri, 31 Jul, returning Mon, 3 Aug.Return flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Winnipeg on Fri, 31 Jul, arriving in Boston Logan International.Inbound indirect flight with Porter Airlines, departs from Boston Logan International on Mon, 3 Aug, arriving in Winnipeg.Price includes taxes and charges.From 621 €, select.

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

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Winnipeg to Boston Logan International flights are currently cheapest in September.

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Winnipeg to Boston Logan International: Alternative routes

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

Winnipeg to Boston: Flight information

The things to know before you go.

Cheapest flight found	264 €
Cheapest month to fly	September

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

How much are return flights from Winnipeg to Boston Logan International?

The best price we found for a return flight from Winnipeg to Boston Logan International is 264 €. 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.

Which airlines fly direct from Winnipeg to Boston Logan International?

Currently, there are no airlines that fly direct from Winnipeg to Boston Logan International. But we found flights with one or more stops from 264 €.

How many flights are there a week from Winnipeg to Boston Logan International?

As of July 2026, there are no flights flying from Winnipeg to Boston Logan International.

When is the cheapest time to fly from Winnipeg to Boston Logan International?

The cheapest month to fly from Winnipeg to Boston Logan International is usually September.

Which upcoming date is cheapest to fly from Winnipeg Airport to Boston Logan International Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Winnipeg Airport to Boston Logan International Airport on Sunday, 6 September 2026.

Can I get a direct flight from Winnipeg Airport to Boston Logan International Airport?

No airlines currently offer direct flights between Winnipeg Airport and Boston Logan International Airport. Most routes have one or more stops.

How can I find the best flight deal to Boston Logan International?

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 Boston Logan International 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.

When is the best time to book flights to Boston?

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

Which is the cheapest airline to fly from Winnipeg Airport to Boston Logan International with?

Currently, Air Canada offers the cheapest flight tickets to Boston Logan International.

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

The timezone in Boston is UTC-5, which is one hour ahead of Winnipeg.
For a stress-free journey, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your YWG to BOS flight.
Heading off during a peak time like school or public holidays? Expect longer lines at check-in and security. For peace of mind, arrive up to four hours before international flights and two hours ahead of domestic departures.

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

153 € is the best price for a one-way Winnipeg Airport to Boston Logan International Airport flight. Return flights start at 264 €. These fares may change based on availability.
Don't leave things to the last minute. You're more likely to get cheap tickets from YWG to BOS if you book ahead. Airlines often offer some amazing early bird rates.
The 'Whole month' search function shows you the cheapest flights from Winnipeg Airport to Boston Logan International Airport across each month. It's a good way to snap up a bargain if your travel dates are flexible.
You don't need to check every day to see if fares have gone down when you set up a Price Alert. We'll send you an update the moment the price changes on cheap flights from YWG to BOS.
Discover the right flight for you with the help of the filters. To see the 'Best,' 'Cheapest' or 'Fastest' flights from Winnipeg Airport to Boston Logan International Airport, use the 'Sort by' function. You can also filter by airline, departure and arrival times, and number of stops.

Handy information about Winnipeg Airport (YWG)

YWG is located at 2000 Wellington Avenue.
73% of flights taking off from Winnipeg Airport reach their destination on time.
To get to Winnipeg Airport from central Winnipeg, it takes about 20 minutes by car. Of course, this depends on traffic conditions. It's approximately 13 kilometres from the airport to the city centre.
Expect a journey time of roughly 40 minutes when using public transport.
Looking for a handy hotel near YWG? If you're boarding an early flight from Winnipeg Airport to Boston Logan International Airport, these accommodation options will put you moments from your departure gate:

Arriving at Boston Logan International Airport (BOS)

Reserve a hotel near BOS if you're catching a late Winnipeg Airport to Boston Logan International Airport flight. Choose one of these options and avoid the hassle of a long transfer:
Pick up a Boston Logan International Airport rental car and explore Boston and beyond with your own wheels. Dollar, Budget and Thrifty are popular outlets to choose from here.
Booking your vehicle from Boston Logan International Airport around one week in advance can help you get the best possible rate.

Getting from Boston Logan International Airport (BOS) to central Boston

The street address for BOS is One Harborside Drive.
Boston Logan International Airport to central Boston has a drive time of around 20 minutes. It's approximately 8 kilometres away.
It takes roughly 25 minutes when travelling by public transport.

When to fly to Boston Logan International Airport (BOS)

July is the busiest month for flights from Winnipeg Airport to Boston Logan International Airport. To steer clear of the crowds, head to Boston in March.
The warmest month in Boston is July, with temperatures ranging between 16ºC (61ºF) and 29ºC (84ºF). Book your flights from Winnipeg Airport to Boston Logan International Airport in this month if this is the type of weather you like.
January has average temperatures of between -8ºC (18ºF) and 6ºC (43ºF). Look for cheap tickets from YWG to BOS sometime around then if you'd rather travel in cooler conditions.

Explore more of the United States

Boston has its own special appeal, but there are so many other parts of the United States waiting to be discovered. Around 306 kilometres south-west of Boston, a visit to New York will keep you on the move. Start with leading sights like Central Park, Statue of Liberty and Metropolitan Museum of Art.
If there's time to check out another major stop in the United States, head for Philadelphia, about 434 kilometres south-west of Boston. Independence Hall, Liberty Bell and Philadelphia Museum of Art are key highlights.