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

Air Canada, WestJet, and Delta 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$ 165 Cheap Flights from Boston to Winnipeg in 2025/26

1 adult

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Find the cheapest flights from Boston to Winnipeg

Round-trip

One-way

Last minute

Cheap round-trip flights

6:30 p.m. - 11:41 a.m.BOS-YWG

18h 11m1 stop

7:30 a.m. - 10:48 a.m.YWG-BOS

26h 18m1 stop

C$ 364

Find Deal

Fri, 24 Oct - Fri, 31 Oct

8:24 p.m. - 4:22 p.m.BOS-YWG

20h 58m2 stops

6:30 a.m. - 5:40 p.m.YWG-BOS

10h 10m1 stop

C$ 388

Find Deal

Thu, 16 Oct - Mon, 20 Oct

10:40 a.m. - 11:25 p.m.BOS-YWG

13h 45m1 stop

5:00 a.m. - 11:29 a.m.YWG-BOS

5h 29m1 stop

C$ 429Air Canada

Find Deal

Wed, 1 Oct - Wed, 8 Oct

6:30 p.m. - 9:25 p.m.BOS-YWG

27h 55m2 stops

12:15 p.m. - 6:10 p.m.YWG-BOS

28h 55m2 stops

C$ 453WestJet

Find Deal

Thu, 2 Oct - Sun, 5 Oct

6:00 a.m. - 3:31 p.m.BOS-YWG

10h 31m2 stops

2:20 p.m. - 11:59 p.m.YWG-BOS

8h 39m2 stops

C$ 469United Airlines

Find Deal

Wed, 1 Oct - Wed, 8 Oct

10:40 a.m. - 4:15 p.m.BOS-YWG

6h 35m1 stop

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

5h 37m1 stop

C$ 476Air Canada

Find Deal

Sat, 25 Oct - Sun, 2 Nov

8:00 a.m. - 10:33 p.m.BOS-YWG

15h 33m1 stop

8:40 a.m. - 11:39 p.m.YWG-BOS

13h 59m1 stop

C$ 487United Airlines

Find Deal

Thu, 23 Oct - Mon, 3 Nov

7:00 p.m. - 5:25 p.m.BOS-YWG

23h 25m2 stops

6:15 p.m. - 6:10 p.m.YWG-BOS

22h 55m2 stops

C$ 550WestJet

Find Deal

Fri, 26 Sep - Thu, 2 Oct

10:30 a.m. - 11:27 p.m.BOS-YWG

13h 57m2 stops

5:40 p.m. - 11:59 p.m.YWG-BOS

5h 19m1 stop

C$ 590Delta

Find Deal

Wed, 29 Oct - Fri, 31 Oct

10:00 a.m. - 11:27 p.m.BOS-YWG

14h 27m2 stops

12:20 p.m. - 1:13 a.m.YWG-BOS

11h 53m2 stops

C$ 598Delta

Find Deal

Wed, 29 Oct - Mon, 3 Nov

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

1 Oct

BOS10:40 a.m.Boston Logan Intl

13h 45m

1 stop

YWG11:25 p.m.Winnipeg

8 Oct

YWG5:00 a.m.Winnipeg

5h 29m

1 stop

BOS11:29 a.m.Boston Logan Intl

C$ 429

Find similar

Air Canada

25 Oct

BOS10:40 a.m.Boston Logan Intl

6h 35m

1 stop

YWG4:15 p.m.Winnipeg

2 Nov

YWG8:15 a.m.Winnipeg

5h 37m

1 stop

BOS2:52 p.m.Boston Logan Intl

C$ 476

Find similar

Air Canada

28 Oct

BOS5:30 a.m.Boston Logan Intl

5h 46m

1 stop

YWG10:16 a.m.Winnipeg

4 Nov

YWG8:15 a.m.Winnipeg

5h 37m

1 stop

BOS2:52 p.m.Boston Logan Intl

C$ 479

Find similar

WestJet flights from Boston to Winnipeg

Our best WestJet deals on Boston to Winnipeg flight tickets

WestJet

2 Oct

BOS6:30 p.m.Boston Logan Intl

27h 55m

2 stops

YWG9:25 p.m.Winnipeg

5 Oct

YWG12:15 p.m.Winnipeg

28h 55m

2 stops

BOS6:10 p.m.Boston Logan Intl

C$ 453

Find similar

WestJet

26 Sep

BOS7:00 p.m.Boston Logan Intl

23h 25m

2 stops

YWG5:25 p.m.Winnipeg

2 Oct

YWG6:15 p.m.Winnipeg

22h 55m

2 stops

BOS6:10 p.m.Boston Logan Intl

C$ 550

Find similar

WestJet

2 Oct

BOS6:30 p.m.Boston Logan Intl

20h 55m

2 stops

YWG2:25 p.m.Winnipeg

5 Oct

YWG5:30 p.m.Winnipeg

23h 40m

3 stops

BOS6:10 p.m.Boston Logan Intl

C$ 565

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 24/10

6:30 p.m.-11:41 a.m.

1 stop18h 11m

Winnipeg

Fri 31/10

7:30 a.m.-10:48 a.m.

1 stop26h 18m

C$ 364

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 16/10

8:24 p.m.-4:22 p.m.

2 stops20h 58m

Winnipeg

Mon 20/10

6:30 a.m.-5:40 p.m.

1 stop10h 10m

C$ 388

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 1/10

10:40 a.m.-11:25 p.m.

1 stop13h 45m

Winnipeg

Wed 8/10

5:00 a.m.-11:29 a.m.

1 stop5h 29m

C$ 429

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 2/10

6:30 p.m.-9:25 p.m.

2 stops27h 55m

Winnipeg

Sun 5/10

12:15 p.m.-6:10 p.m.

2 stops28h 55m

C$ 453

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 1/10

6:00 a.m.-3:31 p.m.

2 stops10h 31m

Winnipeg

Wed 8/10

2:20 p.m.-11:59 p.m.

2 stops8h 39m

C$ 469

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 25/10

10:40 a.m.-4:15 p.m.

1 stop6h 35m

Winnipeg

Sun 2/11

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

1 stop5h 37m

C$ 476

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 23/10

8:00 a.m.-10:33 p.m.

1 stop15h 33m

Winnipeg

Mon 3/11

8:40 a.m.-11:39 p.m.

1 stop13h 59m

C$ 487

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 26/9

7:00 p.m.-5:25 p.m.

2 stops23h 25m

Winnipeg

Thu 2/10

6:15 p.m.-6:10 p.m.

2 stops22h 55m

C$ 550

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 29/10

10:30 a.m.-11:27 p.m.

2 stops13h 57m

Winnipeg

Fri 31/10

5:40 p.m.-11:59 p.m.

1 stop5h 19m

C$ 590

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 29/10

10:00 a.m.-11:27 p.m.

2 stops14h 27m

Winnipeg

Mon 3/11

12:20 p.m.-1:13 a.m.

2 stops11h 53m

C$ 598

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$ 322, 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$ 472.

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$ 622. 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$ 837.

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$ 608 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$ 400 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of September 2025, prices for Boston to Winnipeg flights are approximately 9% 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.

Search flight deals

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 46m 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.

Selkirk

Morden

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.