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

Air Canada and United Airlines are the most popular carriers operating from Boston Logan Intl to Winnipeg

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

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

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

What documentation or ID do you need to fly to Winnipeg Airport?

The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

C$ 130 Cheap Flights from Boston to Winnipeg in 2025/26

1 adult

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Find the cheapest flights from Boston to Winnipeg

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One-way

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Cheap round-trip flights

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11:19 a.m. - 12:41 a.m.BOS-YWG

14h 22m2 stops

8:05 p.m. - 12:40 p.m.YWG-BOS

15h 35m1 stop

C$ 501Multiple Airlines

Find Deal

Fri, 5 Dec - Thu, 11 Dec

11:49 a.m. - 8:35 a.m.BOS-YWG

21h 46m2 stops

7:30 a.m. - 1:19 a.m.YWG-BOS

16h 49m1 stop

C$ 513Multiple Airlines

Find Deal

Wed, 31 Dec - Wed, 7 Jan

3:40 p.m. - 11:13 a.m.BOS-YWG

20h 33m1 stop

7:30 a.m. - 10:22 a.m.YWG-BOS

25h 52m1 stop

C$ 589Multiple Airlines

Find Deal

Thu, 11 Dec - Sun, 14 Dec

10:56 a.m. - 12:39 a.m.BOS-YWG

38h 43m3 stops

5:55 a.m. - 11:15 p.m.YWG-BOS

40h 20m3 stops

C$ 606Multiple Airlines

Find Deal

Wed, 31 Dec - Wed, 7 Jan

6:00 a.m. - 3:07 p.m.BOS-YWG

10h 07m1 stop

7:30 a.m. - 1:19 a.m.YWG-BOS

16h 49m1 stop

C$ 620Multiple Airlines

Find Deal

Wed, 31 Dec - Wed, 7 Jan

5:30 a.m. - 10:15 a.m.BOS-YWG

5h 45m1 stop

8:15 a.m. - 2:52 p.m.YWG-BOS

5h 37m1 stop

C$ 637Air Canada

Find Deal

Tue, 24 Feb - Thu, 26 Feb

5:30 a.m. - 10:15 a.m.BOS-YWG

5h 45m1 stop

6:00 a.m. - 2:52 p.m.YWG-BOS

7h 52m2 stops

C$ 644Air Canada

Find Deal

Tue, 24 Feb - Thu, 26 Feb

10:15 a.m. - 8:28 p.m.BOS-YWG

11h 13m2 stops

6:00 a.m. - 2:52 p.m.YWG-BOS

7h 52m2 stops

C$ 651Air Canada

Find Deal

Tue, 24 Feb - Thu, 26 Feb

1:25 p.m. - 12:42 a.m.BOS-YWG

12h 17m1 stop

5:00 a.m. - 2:55 p.m.YWG-BOS

8h 55m1 stop

C$ 652Multiple Airlines

Find Deal

Fri, 5 Dec - Thu, 11 Dec

10:15 a.m. - 4:35 p.m.BOS-YWG

7h 20m1 stop

8:15 a.m. - 2:52 p.m.YWG-BOS

5h 37m1 stop

C$ 654Air Canada

Find Deal

Fri, 27 Feb - Tue, 3 Mar

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

24 Feb

BOS5:30 a.m.Boston Logan Intl

5h 45m

1 stop

YWG10:15 a.m.Winnipeg

26 Feb

YWG8:15 a.m.Winnipeg

5h 37m

1 stop

BOS2:52 p.m.Boston Logan Intl

C$ 637

Find similar

Air Canada

24 Feb

BOS5:30 a.m.Boston Logan Intl

5h 45m

1 stop

YWG10:15 a.m.Winnipeg

26 Feb

YWG6:00 a.m.Winnipeg

7h 52m

2 stops

BOS2:52 p.m.Boston Logan Intl

C$ 644

Find similar

Air Canada

24 Feb

BOS10:15 a.m.Boston Logan Intl

11h 13m

2 stops

YWG8:28 p.m.Winnipeg

26 Feb

YWG6:00 a.m.Winnipeg

7h 52m

2 stops

BOS2:52 p.m.Boston Logan Intl

C$ 651

Find similar

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

24 Dec

BOS3:40 p.m.Boston Logan Intl

24h 50m

2 stops

YWG3:30 p.m.Winnipeg

3 Jan

YWG6:00 a.m.Winnipeg

26h 35m

1 stop

BOS9:35 a.m.Boston Logan Intl

C$ 836

Find similar

Porter Airlines

5 Dec

BOS3:40 p.m.Boston Logan Intl

8h 55m

2 stops

YWG11:35 p.m.Winnipeg

8 Dec

YWG4:25 p.m.Winnipeg

16h 10m

2 stops

BOS9:35 a.m.Boston Logan Intl

C$ 860

Find similar

Porter Airlines

5 Dec

BOS7:00 p.m.Boston Logan Intl

17h 13m

2 stops

YWG11:13 a.m.Winnipeg

8 Dec

YWG12:10 p.m.Winnipeg

22h 19m

2 stops

BOS11:29 a.m.Boston Logan Intl

C$ 889

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 5/12

11:19 a.m.-12:41 a.m.

2 stops14h 22m

Winnipeg

Thu 11/12

8:05 p.m.-12:40 p.m.

1 stop15h 35m

C$ 501

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 31/12

11:49 a.m.-8:35 a.m.

2 stops21h 46m

Winnipeg

Wed 7/1

7:30 a.m.-1:19 a.m.

1 stop16h 49m

C$ 513

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 11/12

3:40 p.m.-11:13 a.m.

1 stop20h 33m

Winnipeg

Sun 14/12

7:30 a.m.-10:22 a.m.

1 stop25h 52m

C$ 589

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 31/12

10:56 a.m.-12:39 a.m.

3 stops38h 43m

Winnipeg

Wed 7/1

5:55 a.m.-11:15 p.m.

3 stops40h 20m

C$ 606

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 31/12

6:00 a.m.-3:07 p.m.

1 stop10h 07m

Winnipeg

Wed 7/1

7:30 a.m.-1:19 a.m.

1 stop16h 49m

C$ 620

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 24/2

5:30 a.m.-10:15 a.m.

1 stop5h 45m

Winnipeg

Thu 26/2

8:15 a.m.-2:52 p.m.

1 stop5h 37m

C$ 637

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 24/2

5:30 a.m.-10:15 a.m.

1 stop5h 45m

Winnipeg

Thu 26/2

6:00 a.m.-2:52 p.m.

2 stops7h 52m

C$ 644

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 24/2

10:15 a.m.-8:28 p.m.

2 stops11h 13m

Winnipeg

Thu 26/2

6:00 a.m.-2:52 p.m.

2 stops7h 52m

C$ 651

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 5/12

1:25 p.m.-12:42 a.m.

1 stop12h 17m

Winnipeg

Thu 11/12

5:00 a.m.-2:55 p.m.

1 stop8h 55m

C$ 652

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 27/2

10:15 a.m.-4:35 p.m.

1 stop7h 20m

Winnipeg

Tue 3/3

8:15 a.m.-2:52 p.m.

1 stop5h 37m

C$ 654

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 Boston to Winnipeg

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 Winnipeg?

The cheapest month to fly to Winnipeg from Boston is in July. Flight prices, which tend to average around C$ 327, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of July, then departing from Boston during the month January is also very affordable. Most momondo users find prices during this month for around C$ 478.

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

Our data shows that Wednesday is the least expensive day to fly to Winnipeg. Tickets to fly out on this day can be as low as C$ 630. Be sure to avoid booking your departure on a Thursday as prices are generally higher than usual. According to our data, the average ticket price to Winnipeg on Thursday is C$ 848.

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

You are more likely to see cheaper flights to Winnipeg from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around C$ 623 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Boston for as low as C$ 425 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of November 2025, prices for Boston to Winnipeg flights are approximately 23% cheaper when compared to flights at the same time last year.

When to book flights from Boston to Winnipeg

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

Estimated round-trip price

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

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

Direct flights	None

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

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How far is Boston Logan Intl to Winnipeg by plane?
The straight-line distance from Boston Logan Intl to Winnipeg is 2161.4 km. 5h 45m is a normal flight duration for this route.
When did momondo last update prices for flights from Boston Logan Intl Airport to Winnipeg Airport?
Prices for flights from Boston Logan Intl Airport to Winnipeg Airport are refreshed on a daily basis.
How old do you have to be to fly from Boston Logan Intl Airport to Winnipeg 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 Boston Logan Intl Airport to Winnipeg Airport.
What documentation or ID do you need to fly to Winnipeg Airport?
The travel and health documents you'll need for your trip to Winnipeg Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Winnipeg Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Morden

Selkirk

Portage la Prairie

Why use momondo?

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

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

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

All flight searches from Boston to Winnipeg on momondo can be filtered to show those which offer flexible booking policies.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Boston to Winnipeg.

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

If you are not ready to book a flight from Boston to Winnipeg now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Winnipeg and let you know when they change.