What is the cheapest airline that flies from Winnipeg to Boston Logan Intl?

Porter Airlines is the most popular carrier operating from Winnipeg to Boston Logan Intl

Which airlines fly to Boston?

Air Canada, Porter Airlines and United Airlines are the top three most popular airlines that fly to Boston from Winnipeg according to our data. Air Canada is the first choice among our users, with 60% of people opting to fly with this airline when travelling to Boston. Keep in mind that there are 3 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Winnipeg Airport to Boston Logan Intl Airport?

Prices for flights from Winnipeg Airport to Boston Logan Intl Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Winnipeg Airport to Boston Logan Intl Airport?

The number of operators available for flights from Winnipeg Airport to Boston Logan Intl Airport is 3 as of November 2026.

How old do you have to be to fly from Winnipeg Airport to Boston Logan Intl Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Boston Logan Intl Airport.

What documentation or ID do you need to fly to Boston Logan Intl Airport?

The necessary travel and health documents for your Boston Logan Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

C$ 303 Cheap Flights from Winnipeg to Boston in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to Boston

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:00 a.m. - 7:10 p.m.YWG Winnipeg-BOS Boston Logan Intl

8h 10m1 stop Toronto Pearson Intl

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 544Multiple Airlines

Sat, 21 Nov - Sat, 28 Nov

9:05 p.m. - 9:10 a.m.YWG Winnipeg-BOS Boston Logan Intl

12h 05m1 stop Toronto Pearson Intl

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 572Multiple Airlines

Sun, 22 Nov - Tue, 24 Nov

9:05 p.m. - 4:43 p.m.YWG Winnipeg-BOS Boston Logan Intl

19h 38m2 stops Toronto Pearson Intl Ottawa

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 576Multiple Airlines

Sun, 22 Nov - Tue, 24 Nov

12:40 p.m. - 9:44 p.m.YWG Winnipeg-BOS Boston Logan Intl

9h 04m2 stops Ottawa Toronto Island

1:15 p.m. - 7:15 p.m.BOS Boston Logan Intl-YWG Winnipeg

6h 00m1 stop Ottawa

C$ 598Porter Airlines

Fri, 12 Feb - Sun, 14 Feb

12:40 p.m. - 9:34 p.m.YWG Winnipeg-BOS Boston Logan Intl

8h 54m2 stops Ottawa Toronto Island

1:15 p.m. - 7:15 p.m.BOS Boston Logan Intl-YWG Winnipeg

6h 00m1 stop Ottawa

C$ 619Porter Airlines

Wed, 27 Jan - Thu, 28 Jan

12:40 p.m. - 9:34 p.m.YWG Winnipeg-BOS Boston Logan Intl

8h 54m2 stops Ottawa Toronto Island

8:00 a.m. - 7:15 p.m.BOS Boston Logan Intl-YWG Winnipeg

11h 15m2 stops Toronto Island Ottawa

C$ 619Porter Airlines

Wed, 27 Jan - Thu, 28 Jan

9:05 a.m. - 2:53 p.m.YWG Winnipeg-BOS Boston Logan Intl

5h 48m1 stop Montreal Pierre Elliott Trudeau Intl

10:25 a.m. - 5:38 p.m.BOS Boston Logan Intl-YWG Winnipeg

7h 13m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 749Air Canada

Wed, 27 Jan - Thu, 28 Jan

9:05 a.m. - 2:53 p.m.YWG Winnipeg-BOS Boston Logan Intl

5h 48m1 stop Montreal Pierre Elliott Trudeau Intl

10:25 a.m. - 5:38 p.m.BOS Boston Logan Intl-YWG Winnipeg

7h 13m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 751Air Canada

Wed, 27 Jan - Thu, 28 Jan

9:05 a.m. - 2:53 p.m.YWG Winnipeg-BOS Boston Logan Intl

5h 48m1 stop Montreal Pierre Elliott Trudeau Intl

5:30 a.m. - 11:15 a.m.BOS Boston Logan Intl-YWG Winnipeg

5h 45m1 stop Montreal Pierre Elliott Trudeau Intl

C$ 970Air Canada

Thu, 24 Dec - Sat, 2 Jan

3:15 p.m. - 12:46 a.m.YWG Winnipeg-BOS Boston Logan Intl

9h 31m1 stop Chicago O'Hare Intl

6:00 a.m. - 1:23 p.m.BOS Boston Logan Intl-YWG Winnipeg

7h 23m1 stop Chicago O'Hare Intl

C$ 1,653United Airlines

Sun, 29 Nov - Thu, 3 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

6:00 a.m. - 7:10 p.m.YWG Winnipeg-BOS Boston Logan Intl

13h 10m1 stop Toronto Pearson Intl

9:50 a.m. - 8:50 p.m.BOS Boston Logan Intl-YWG Winnipeg

11h 00m1 stop Toronto Pearson Intl

C$ 1,224Multiple Airlines

Wed, 4 Nov - Wed, 11 Nov

9:35 p.m. - 9:10 a.m.YWG Winnipeg-BOS Boston Logan Intl

35h 35m2 stops Calgary Toronto Pearson Intl

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 1,251Multiple Airlines

Sat, 7 Nov - Sat, 14 Nov

6:00 a.m. - 7:10 p.m.YWG Winnipeg-BOS Boston Logan Intl

13h 10m1 stop Toronto Pearson Intl

7:50 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

23h 16m2 stops Toronto Island Ottawa

C$ 1,286Multiple Airlines

Wed, 4 Nov - Wed, 11 Nov

11:00 a.m. - 7:10 p.m.YWG Winnipeg-BOS Boston Logan Intl

8h 10m1 stop Toronto Pearson Intl

7:50 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

23h 16m3 stops Toronto Island Fredericton Ottawa

C$ 1,298Multiple Airlines

Wed, 4 Nov - Wed, 11 Nov

11:00 a.m. - 7:10 p.m.YWG Winnipeg-BOS Boston Logan Intl

8h 10m1 stop Toronto Pearson Intl

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 1,417Multiple Airlines

Sat, 7 Nov - Sat, 14 Nov

12:35 p.m. - 9:35 p.m.YWG Winnipeg-BOS Boston Logan Intl

9h 00m2 stops Ottawa Toronto Island

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 1,424Porter Airlines

Wed, 4 Nov - Wed, 11 Nov

12:35 p.m. - 9:35 p.m.YWG Winnipeg-BOS Boston Logan Intl

9h 00m2 stops Ottawa Toronto Island

8:00 a.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

11h 06m2 stops Toronto Island Ottawa

C$ 1,433Porter Airlines

Wed, 4 Nov - Wed, 11 Nov

6:00 a.m. - 11:58 p.m.YWG Winnipeg-BOS Boston Logan Intl

17h 58m2 stops Vancouver Intl Seattle/Tacoma Intl

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 1,666Multiple Airlines

Thu, 5 Nov - Sun, 8 Nov

1:38 p.m. - 1:20 a.m.YWG Winnipeg-BOS Boston Logan Intl

11h 42m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

1:00 p.m. - 12:33 a.m.BOS Boston Logan Intl-YWG Winnipeg

11h 33m2 stops New York LaGuardia Minneapolis St Paul

C$ 1,704Delta

Sat, 7 Nov - Sat, 14 Nov

8:00 p.m. - 9:10 a.m.YWG Winnipeg-BOS Boston Logan Intl

13h 10m1 stop Toronto Pearson Intl

1:15 p.m. - 7:06 p.m.BOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

C$ 1,712Porter Airlines

Wed, 4 Nov - Wed, 11 Nov

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Delta flights from Winnipeg to Boston

Our best Delta deals on Winnipeg to Boston flight tickets

Delta

18 Nov

YWG5:45 p.m.Winnipeg

5h 59m

1 stop

BOS11:44 p.m.Boston Logan Intl

24 Nov

BOS7:15 a.m.Boston Logan Intl

9h 40m

1 stop

YWG4:55 p.m.Winnipeg

C$ 746

Delta

18 Nov

YWG5:45 p.m.Winnipeg

5h 59m

1 stop

BOS11:44 p.m.Boston Logan Intl

24 Nov

BOS7:15 a.m.Boston Logan Intl

9h 40m

1 stop

YWG4:55 p.m.Winnipeg

C$ 748

Delta

13 Nov

YWG12:44 p.m.Winnipeg

6h 06m

1 stop

BOS6:50 p.m.Boston Logan Intl

15 Nov

BOS2:59 p.m.Boston Logan Intl

9h 34m

1 stop

YWG12:33 a.m.Winnipeg

C$ 942

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets

Air Canada

27 Jan

YWG9:05 a.m.Winnipeg

5h 48m

1 stop

BOS2:53 p.m.Boston Logan Intl

28 Jan

BOS10:25 a.m.Boston Logan Intl

7h 13m

1 stop

YWG5:38 p.m.Winnipeg

C$ 749

Air Canada

27 Jan

YWG9:05 a.m.Winnipeg

5h 48m

1 stop

BOS2:53 p.m.Boston Logan Intl

28 Jan

BOS10:25 a.m.Boston Logan Intl

7h 13m

1 stop

YWG5:38 p.m.Winnipeg

C$ 751

Air Canada

24 Dec

YWG9:05 a.m.Winnipeg

5h 48m

1 stop

BOS2:53 p.m.Boston Logan Intl

31 Dec

BOS5:30 a.m.Boston Logan Intl

5h 45m

1 stop

YWG11:15 a.m.Winnipeg

C$ 970

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sat 21/11

11:00 a.m.-7:10 p.m.

1 stop8h 10m

Boston Logan Intl

Sat 28/11

1:15 p.m.-7:06 p.m.

1 stop5h 51m

C$ 544

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sun 22/11

9:05 p.m.-9:10 a.m.

1 stop12h 05m

Boston Logan Intl

Tue 24/11

1:15 p.m.-7:06 p.m.

1 stop5h 51m

C$ 572

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sun 22/11

9:05 p.m.-4:43 p.m.

2 stops19h 38m

Boston Logan Intl

Tue 24/11

1:15 p.m.-7:06 p.m.

1 stop5h 51m

C$ 576

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Fri 12/2

12:40 p.m.-9:44 p.m.

2 stops9h 04m

Boston Logan Intl

Sun 14/2

1:15 p.m.-7:15 p.m.

1 stop6h 00m

C$ 598

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Wed 27/1

12:40 p.m.-9:34 p.m.

2 stops8h 54m

Boston Logan Intl

Thu 28/1

1:15 p.m.-7:15 p.m.

1 stop6h 00m

C$ 619

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Wed 27/1

12:40 p.m.-9:34 p.m.

2 stops8h 54m

Boston Logan Intl

Thu 28/1

8:00 a.m.-7:15 p.m.

2 stops11h 15m

C$ 619

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Wed 27/1

9:05 a.m.-2:53 p.m.

1 stop5h 48m

Boston Logan Intl

Thu 28/1

10:25 a.m.-5:38 p.m.

1 stop7h 13m

C$ 749

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Wed 27/1

9:05 a.m.-2:53 p.m.

1 stop5h 48m

Boston Logan Intl

Thu 28/1

10:25 a.m.-5:38 p.m.

1 stop7h 13m

C$ 751

Quickest round-trip

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Thu 24/12

9:05 a.m.-2:53 p.m.

1 stop5h 48m

Boston Logan Intl

Sat 2/1

5:30 a.m.-11:15 a.m.

1 stop5h 45m

C$ 970

WinnipegBoston

YWG Winnipeg - BOS Boston Logan Intl

YWGBOS

Winnipeg

Sun 29/11

3:15 p.m.-12:46 a.m.

1 stop9h 31m

Boston Logan Intl

Thu 3/12

6:00 a.m.-1:23 p.m.

1 stop7h 23m

C$ 1,653

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Winnipeg to Boston

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the typical price of a round-trip flight between Winnipeg and Boston?

Prices are currently typical for flights on this route.

Typical prices usually range from C$ 531 to C$ 826.
The lowest price recently found on this route was C$ 544.

What is the cheapest month to fly to Boston?

The cheapest month to fly to Boston from Winnipeg is in August. Flight prices, which tend to average around C$ 486, are often lower during this time because this is during the off-season. If you are unable to visit Boston during the month of August, then departing from Winnipeg during the month September is also very affordable. Most momondo users find prices during this month for around C$ 499.

Can stopping save me money on Winnipeg to Boston flights?

You could potentially save up to 45% on your flight if you consider stops on a Winnipeg to Boston flight.

How have Winnipeg to Boston flight prices changed over time?

When to book flights from Winnipeg to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Boston according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Winnipeg to Boston (YWG to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Boston

Best price found	C$ 303
Fastest flight time	9h 00m
Direct flights	None

The best one-way flight to Boston from Winnipeg in the past 72 hours is C$ 303. The best round-trip flight deal from Winnipeg to Boston found on momondo in the last 72 hours is C$ 544.

The fastest flight from Winnipeg to Boston takes 9h 00m

There are no direct flights from Winnipeg to Boston. There are no popular flight routes from Winnipeg to Boston.

Search flight deals

Frequently asked questions about flying from Winnipeg to Boston

How far is Winnipeg to Boston Logan Intl by plane?
The straight-line distance from Winnipeg to Boston Logan Intl is 2161.4 km. Flights usually cover this in 9h 00m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Winnipeg Airport to Boston Logan Intl Airport?
Prices for flights from Winnipeg Airport to Boston Logan Intl Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Winnipeg Airport to Boston Logan Intl Airport?
The number of operators available for flights from Winnipeg Airport to Boston Logan Intl Airport is 3 as of November 2026.
How old do you have to be to fly from Winnipeg Airport to Boston Logan Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Boston Logan Intl Airport.
What documentation or ID do you need to fly to Boston Logan Intl Airport?
The necessary travel and health documents for your Boston Logan Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Winnipeg to Boston?
Based on momondo bookings for flights between Winnipeg and Boston, the leading airline is Air Canada, making up 60% of the total bookings. Other popular airlines include Porter Airlines with 28% and United Airlines with 13%.

Best airlines flying from Winnipeg to Boston

Compare and see reviews for airlines that fly from Winnipeg to Boston with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom C$ 162	Free Cancellation	Rating 7.3 10,460 reviews	Search United Airlines flights
Porter Airlines	PriceFrom C$ 327	Free Cancellation	Rating 8.0 467 reviews	Search Porter Airlines flights
Air Canada	PriceFrom C$ 398	Free Cancellation	Rating 7.1 11,851 reviews	Search Air Canada flights

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Saco

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Brookline

Why use momondo?

Why should I use momondo to find a flight deal from Winnipeg to Boston?

It is quick and easy to find Winnipeg to Boston flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Boston that suits you.

Can I find flights from Winnipeg to Boston with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Boston from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Boston?

Once you have performed a search for Winnipeg to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Winnipeg to Boston right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Boston, momondo offers a useful price alert feature which will track prices for flights to Boston from Winnipeg and alert you when they change.

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Airports servicing Massachusetts

Nantucket Memorial Airport

Hyannis Barnstable Airport

Provincetown Airport

Cape Cod and the Islands Airport

Nantucket Island Airport

Cheap flights from Winnipeg to Boston from C$ 303

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Boston departing on 7/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Winnipeg to Boston

Cheap round-trip flights

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Big names, great deals

Big names, great deals

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Delta flights from Winnipeg to Boston

Our best Delta deals on Winnipeg to Boston flight tickets

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets

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Use the filters below to find and compare flights from Winnipeg to Boston that are best for you.

See travel insights to Boston from

How to get the cheapest flight ticket from Winnipeg to Boston

What is the typical price of a round-trip flight between Winnipeg and Boston?

What is the cheapest month to fly to Boston?

Can stopping save me money on Winnipeg to Boston flights?

How have Winnipeg to Boston flight prices changed over time?

What is the cheapest airline that flies from Winnipeg to Boston Logan Intl?

Which airlines fly to Boston?

When to book flights from Winnipeg to Boston

Cheap Winnipeg to Boston (YWG to BOS) flight deals and tips

Best price found

Fastest flight time

Direct flights

Frequently asked questions about flying from Winnipeg to Boston

Best airlines flying from Winnipeg to Boston

Compare and see reviews for airlines that fly from Winnipeg to Boston with momondo

Travelling to a place near Boston?

Why use momondo?

An easier way to manage your Boston trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Massachusetts

Fly your favourite airline to Boston

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Boston

List of cabin classes available on flights landing in Boston. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Winnipeg

According to popular flight searches on momondo this year

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