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

Air Canada, United Airlines, and Delta are the most popular carriers 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 45% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 4 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 September 2025, there are 4 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.

$145 Cheap Flights from Winnipeg to Boston in 2025/26

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Find the cheapest flights from Winnipeg to Boston

Round-trip

One-way

Cheap round-trip flights

12:20 pm - 10:04 pmYWG-BOS

8h 44m1 stop

5:45 am - 11:30 amBOS-YWG

6h 45m1 stop

$250Delta

Find Deal

Tue, Oct 7 - Wed, Oct 15

2:20 pm - 12:50 amYWG-BOS

9h 30m1 stop

5:30 am - 10:16 amBOS-YWG

5h 46m1 stop

$296

Find Deal

Fri, Oct 24 - Sun, Nov 2

6:30 am - 5:40 pmYWG-BOS

10h 10m1 stop

8:24 pm - 12:42 amBOS-YWG

29h 18m2 stops

$305

Find Deal

Fri, Oct 24 - Sun, Nov 2

7:30 am - 12:44 amYWG-BOS

16h 14m1 stop

6:55 pm - 11:35 amBOS-YWG

17h 40m1 stop

$315

Find Deal

Fri, Dec 5 - Mon, Dec 8

5:45 pm - 11:59 pmYWG-BOS

5h 14m1 stop

11:20 am - 11:45 pmBOS-YWG

13h 25m2 stops

$341Delta

Find Deal

Fri, Dec 5 - Mon, Dec 8

7:30 am - 10:08 pmYWG-BOS

13h 38m2 stops

11:19 am - 6:06 pmBOS-YWG

31h 47m3 stops

$352

Find Deal

Fri, Dec 5 - Mon, Dec 8

5:00 am - 11:29 amYWG-BOS

5h 29m1 stop

6:00 am - 4:15 pmBOS-YWG

11h 15m2 stops

$363Air Canada

Find Deal

Tue, Oct 7 - Wed, Oct 15

5:00 am - 11:29 amYWG-BOS

5h 29m1 stop

6:00 am - 4:15 pmBOS-YWG

11h 15m2 stops

$389Air Canada

Find Deal

Tue, Oct 7 - Wed, Oct 15

11:20 am - 10:01 pmYWG-BOS

9h 41m2 stops

3:30 pm - 11:35 pmBOS-YWG

9h 05m2 stops

$417Porter Airlines

Find Deal

Fri, Oct 24 - Sun, Nov 2

6:30 am - 11:59 pmYWG-BOS

16h 29m2 stops

8:10 am - 9:25 pmBOS-YWG

14h 15m2 stops

$636WestJet

Find Deal

Tue, Oct 7 - Wed, Oct 15

Delta flights from Winnipeg to Boston

Our best Delta deals on Winnipeg to Boston flight tickets

Delta

Oct 7

YWG12:20 pmWinnipeg

8h 44m

1 stop

BOS10:04 pmBoston Logan Intl

Oct 15

BOS5:45 amBoston Logan Intl

6h 45m

1 stop

YWG11:30 amWinnipeg

$250

Find similar

Delta

Dec 5

YWG5:45 pmWinnipeg

5h 14m

1 stop

BOS11:59 pmBoston Logan Intl

Dec 8

BOS11:20 amBoston Logan Intl

13h 25m

2 stops

YWG11:45 pmWinnipeg

$341

Find similar

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets

Air Canada

Oct 7

YWG5:00 amWinnipeg

5h 29m

1 stop

BOS11:29 amBoston Logan Intl

Oct 15

BOS6:00 amBoston Logan Intl

11h 15m

2 stops

YWG4:15 pmWinnipeg

$363

Find similar

Air Canada

Oct 7

YWG5:00 amWinnipeg

5h 29m

1 stop

BOS11:29 amBoston Logan Intl

Oct 15

BOS6:00 amBoston Logan Intl

11h 15m

2 stops

YWG4:15 pmWinnipeg

$389

Find similar

Fly from

Fly to

Route

Depart

Return

Price

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 10/7

12:20 pm-10:04 pm

1 stop8h 44m

Boston Logan Intl

Wed 10/15

5:45 am-11:30 am

1 stop6h 45m

$250

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 10/24

2:20 pm-12:50 am

1 stop9h 30m

Boston Logan Intl

Sun 11/2

5:30 am-10:16 am

1 stop5h 46m

$296

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 10/24

6:30 am-5:40 pm

1 stop10h 10m

Boston Logan Intl

Sun 11/2

8:24 pm-12:42 am

2 stops29h 18m

$305

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 12/5

7:30 am-12:44 am

1 stop16h 14m

Boston Logan Intl

Mon 12/8

6:55 pm-11:35 am

1 stop17h 40m

$315

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 12/5

5:45 pm-11:59 pm

1 stop5h 14m

Boston Logan Intl

Mon 12/8

11:20 am-11:45 pm

2 stops13h 25m

$341

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 12/5

7:30 am-10:08 pm

2 stops13h 38m

Boston Logan Intl

Mon 12/8

11:19 am-6:06 pm

3 stops31h 47m

$352

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 10/7

5:00 am-11:29 am

1 stop5h 29m

Boston Logan Intl

Wed 10/15

6:00 am-4:15 pm

2 stops11h 15m

$363

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 10/7

5:00 am-11:29 am

1 stop5h 29m

Boston Logan Intl

Wed 10/15

6:00 am-4:15 pm

2 stops11h 15m

$389

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 10/24

11:20 am-10:01 pm

2 stops9h 41m

Boston Logan Intl

Sun 11/2

3:30 pm-11:35 pm

2 stops9h 05m

$417

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 10/7

6:30 am-11:59 pm

2 stops16h 29m

Boston Logan Intl

Wed 10/15

8:10 am-9:25 pm

2 stops14h 15m

$636

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 cheapest month to fly to Boston?

In general, October 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 $306. If you aren’t able to travel during the month of October, then book flights to Boston from Winnipeg during August instead. Flights to Boston in August, while not as cheap as those in October, still average around $326.

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 $402 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 14m 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 September 2025, there are 4 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 45% of all bookings. The subsequent popular airlines are United Airlines at 21%, Delta at 17%, and Porter Airlines at 17%.

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 8,929 reviews	Search United Airlines flights
Delta	PriceFrom $241	Free Cancellation	Rating 7.9 7,954 reviews	Search Delta flights
Air Canada	PriceFrom $254	Free Cancellation	Rating 7.1 10,000 reviews	Search Air Canada flights
Porter Airlines	PriceFrom $267	Free Cancellation	Rating 7.9 363 reviews	Search Porter Airlines 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.