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

Air Canada is the most popular carrier operating from Winnipeg to Boston Logan Intl

What airlines fly to Boston?

Air Canada, United Airlines and Delta 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 58% of people opting to fly with this airline when traveling 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?

As of November 2025, there are 3 operators available to choose from for flights from Winnipeg Airport to Boston Logan Intl Airport.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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.

$243 Cheap Flights from Winnipeg to Boston in 2025/26

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Find the cheapest flights from Winnipeg to Boston

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Cheap round-trip flights

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7:30 am - 8:49 pmYWG-BOS

12h 19m1 stop

9:54 pm - 3:07 pmBOS-YWG

18h 13m2 stops

$255Multiple Airlines

Find Deal

Fri, Nov 28 - Tue, Dec 2

7:30 am - 8:49 pmYWG-BOS

12h 19m1 stop

12:44 pm - 3:07 pmBOS-YWG

27h 23m1 stop

$274Multiple Airlines

Find Deal

Fri, Nov 28 - Tue, Dec 2

7:30 am - 8:49 pmYWG-BOS

12h 19m1 stop

9:54 pm - 12:41 amBOS-YWG

27h 47m3 stops

$293Multiple Airlines

Find Deal

Fri, Nov 28 - Tue, Dec 2

8:15 am - 2:52 pmYWG-BOS

5h 37m1 stop

5:30 am - 10:16 amBOS-YWG

5h 46m1 stop

$309Air Canada

Find Deal

Thu, Jan 15 - Sun, Jan 18

7:05 pm - 9:57 amYWG-BOS

13h 52m1 stop

5:30 am - 10:16 amBOS-YWG

5h 46m1 stop

$338Air Canada

Find Deal

Tue, Nov 25 - Tue, Dec 2

12:20 pm - 10:08 amYWG-BOS

20h 48m2 stops

6:00 am - 3:07 pmBOS-YWG

10h 07m1 stop

$363Multiple Airlines

Find Deal

Thu, Jan 15 - Sun, Jan 18

2:20 pm - 11:49 pmYWG-BOS

8h 29m2 stops

9:30 am - 11:57 amBOS-YWG

27h 27m2 stops

$443United Airlines

Find Deal

Thu, Jan 15 - Sun, Jan 18

8:30 am - 8:13 pmYWG-BOS

10h 43m2 stops

7:30 am - 8:48 pmBOS-YWG

14h 18m1 stop

$460United Airlines

Find Deal

Tue, Mar 31 - Sun, Apr 5

12:10 pm - 10:43 pmYWG-BOS

9h 33m2 stops

9:13 pm - 11:35 pmBOS-YWG

27h 22m3 stops

$632American Airlines

Find Deal

Tue, Nov 25 - Tue, Dec 2

12:10 pm - 9:56 amYWG-BOS

20h 46m3 stops

9:13 pm - 11:35 pmBOS-YWG

27h 22m3 stops

$751American Airlines

Find Deal

Tue, Nov 25 - Tue, Dec 2

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets

Air Canada

Jan 15

YWG8:15 amWinnipeg

5h 37m

1 stop

BOS2:52 pmBoston Logan Intl

Jan 18

BOS5:30 amBoston Logan Intl

5h 46m

1 stop

YWG10:16 amWinnipeg

$309

Find similar

Air Canada

Nov 25

YWG7:05 pmWinnipeg

13h 52m

1 stop

BOS9:57 amBoston Logan Intl

Dec 2

BOS5:30 amBoston Logan Intl

5h 46m

1 stop

YWG10:16 amWinnipeg

$338

Find similar

Air Canada

Mar 31

YWG1:45 pmWinnipeg

6h 42m

1 stop

BOS9:27 pmBoston Logan Intl

Apr 5

BOS6:15 amBoston Logan Intl

7h 17m

1 stop

YWG12:32 pmWinnipeg

$441

Find similar

United Airlines flights from Winnipeg to Boston

Our best United Airlines deals on Winnipeg to Boston flight tickets

United Airlines

Jan 15

YWG2:20 pmWinnipeg

8h 29m

2 stops

BOS11:49 pmBoston Logan Intl

Jan 18

BOS9:30 amBoston Logan Intl

27h 27m

2 stops

YWG11:57 amWinnipeg

$443

Find similar

United Airlines

Mar 31

YWG8:30 amWinnipeg

10h 43m

2 stops

BOS8:13 pmBoston Logan Intl

Apr 5

BOS7:30 amBoston Logan Intl

14h 18m

1 stop

YWG8:48 pmWinnipeg

$460

Find similar

United Airlines

Mar 31

YWG8:30 amWinnipeg

14h 24m

2 stops

BOS11:54 pmBoston Logan Intl

Apr 5

BOS7:30 amBoston Logan Intl

14h 18m

2 stops

YWG8:48 pmWinnipeg

$589

Find similar

Fly from

Fly to

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 11/28

7:30 am-8:49 pm

1 stop12h 19m

Boston Logan Intl

Tue 12/2

9:54 pm-3:07 pm

2 stops18h 13m

$255

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 11/28

7:30 am-8:49 pm

1 stop12h 19m

Boston Logan Intl

Tue 12/2

12:44 pm-3:07 pm

1 stop27h 23m

$274

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 11/28

7:30 am-8:49 pm

1 stop12h 19m

Boston Logan Intl

Tue 12/2

9:54 pm-12:41 am

3 stops27h 47m

$293

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 1/15

8:15 am-2:52 pm

1 stop5h 37m

Boston Logan Intl

Sun 1/18

5:30 am-10:16 am

1 stop5h 46m

$309

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 11/25

7:05 pm-9:57 am

1 stop13h 52m

Boston Logan Intl

Tue 12/2

5:30 am-10:16 am

1 stop5h 46m

$338

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 1/15

12:20 pm-10:08 am

2 stops20h 48m

Boston Logan Intl

Sun 1/18

6:00 am-3:07 pm

1 stop10h 07m

$363

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 1/15

2:20 pm-11:49 pm

2 stops8h 29m

Boston Logan Intl

Sun 1/18

9:30 am-11:57 am

2 stops27h 27m

$443

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 3/31

8:30 am-8:13 pm

2 stops10h 43m

Boston Logan Intl

Sun 4/5

7:30 am-8:48 pm

1 stop14h 18m

$460

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 11/25

12:10 pm-10:43 pm

2 stops9h 33m

Boston Logan Intl

Tue 12/2

9:13 pm-11:35 pm

3 stops27h 22m

$632

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 11/25

12:10 pm-9:56 am

3 stops20h 46m

Boston Logan Intl

Tue 12/2

9:13 pm-11:35 pm

3 stops27h 22m

$751

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 cheapest month to fly to Boston?

In general, June is the cheapest month to fly from Winnipeg to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $318. If you aren’t able to travel during the month of June, then book flights to Boston from Winnipeg during August instead. Flights to Boston in August, while not as cheap as those in June, still average around $320.

What is the cheapest day to depart on your flight to Boston?

The cheapest day to depart from Winnipeg to Boston is on a Saturday when prices can be found for as low as $369. Be sure to avoid booking your departure on a Monday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Monday is $618.

What is the cheapest time of day to depart on your flight to Boston?

According to our data, the cheapest time of day to fly to Boston is in the morning. momondo users have found flights departing from Winnipeg to Boston in the morning for as low as $493. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $618 per ticket.

How far in advance should I book a flight to Boston?

You are more likely to see cheaper flights to Boston from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $406 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Winnipeg for as low as $242 on momondo.

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

Direct flights	None

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

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How far is Winnipeg to Boston Logan Intl by plane?
The straight-line distance from Winnipeg to Boston Logan Intl is 1343.0 mi. 5h 37m is a normal flight duration for this route.
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?
As of November 2025, there are 3 operators available to choose from for flights from Winnipeg Airport to Boston Logan Intl Airport.
How old do you have to be to fly from Winnipeg Airport to Boston Logan Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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?
momondo data reveals that the most frequently booked airline on the route from Winnipeg to Boston is Air Canada, representing 58% of all bookings. The subsequent popular airlines are United Airlines at 22% and Delta at 19%.

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 $100	Free Cancellation	Rating 7.4 8,998 reviews	Search United Airlines flights
Delta	PriceFrom $241	Free Cancellation	Rating 7.9 8,002 reviews	Search Delta flights
Air Canada	PriceFrom $254	Free Cancellation	Rating 7.1 10,400 reviews	Search Air Canada flights

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Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Winnipeg to Boston. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Boston from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

Yes. momondo can track prices for Winnipeg to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.