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

Air Canada is the most popular carrier 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$ 190 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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5:45 a.m. - 6:03 p.m.BOS-YWG

13h 18m1 stop

7:30 a.m. - 10:08 a.m.YWG-BOS

25h 38m1 stop

C$ 618Multiple Airlines

Find Deal

Mon, 8 Dec - Wed, 31 Dec

8:11 p.m. - 3:07 p.m.BOS-YWG

43h 56m2 stops

7:30 a.m. - 10:08 a.m.YWG-BOS

25h 38m1 stop

C$ 624Multiple Airlines

Find Deal

Mon, 8 Dec - Wed, 31 Dec

5:30 a.m. - 10:16 a.m.BOS-YWG

5h 46m1 stop

5:30 a.m. - 12:12 p.m.YWG-BOS

5h 42m1 stop

C$ 649Air Canada

Find Deal

Thu, 8 Jan - Mon, 12 Jan

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

7h 20m1 stop

5:30 a.m. - 2:52 p.m.YWG-BOS

8h 22m2 stops

C$ 656Air Canada

Find Deal

Thu, 8 Jan - Mon, 12 Jan

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

11h 13m2 stops

5:30 a.m. - 2:52 p.m.YWG-BOS

8h 22m2 stops

C$ 663Air Canada

Find Deal

Thu, 8 Jan - Mon, 12 Jan

6:00 a.m. - 11:57 a.m.BOS-YWG

6h 57m1 stop

2:20 p.m. - 9:38 p.m.YWG-BOS

6h 18m1 stop

C$ 775United Airlines

Find Deal

Thu, 8 Jan - Mon, 12 Jan

5:30 a.m. - 10:16 a.m.BOS-YWG

5h 46m1 stop

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

5h 37m1 stop

C$ 782Air Canada

Find Deal

Thu, 8 Jan - Mon, 12 Jan

5:45 a.m. - 6:03 p.m.BOS-YWG

13h 18m1 stop

8:05 p.m. - 11:57 p.m.YWG-BOS

26h 52m3 stops

C$ 784Multiple Airlines

Find Deal

Mon, 8 Dec - Wed, 31 Dec

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

11h 13m2 stops

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

5h 37m1 stop

C$ 790Air Canada

Find Deal

Thu, 8 Jan - Mon, 12 Jan

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

11h 13m2 stops

5:30 a.m. - 12:12 p.m.YWG-BOS

5h 42m1 stop

C$ 796Air Canada

Find Deal

Thu, 8 Jan - Mon, 12 Jan

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

8 Jan

BOS5:30 a.m.Boston Logan Intl

5h 46m

1 stop

YWG10:16 a.m.Winnipeg

12 Jan

YWG5:30 a.m.Winnipeg

5h 42m

1 stop

BOS12:12 p.m.Boston Logan Intl

C$ 649

Find similar

Air Canada

8 Jan

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

12 Jan

YWG5:30 a.m.Winnipeg

8h 22m

2 stops

BOS2:52 p.m.Boston Logan Intl

C$ 656

Find similar

Air Canada

8 Jan

BOS10:15 a.m.Boston Logan Intl

11h 13m

2 stops

YWG8:28 p.m.Winnipeg

12 Jan

YWG5:30 a.m.Winnipeg

8h 22m

2 stops

BOS2:52 p.m.Boston Logan Intl

C$ 663

Find similar

American Airlines flights from Boston to Winnipeg

Our best American Airlines deals on Boston to Winnipeg flight tickets

American Airlines

24 Dec

BOS7:00 a.m.Boston Logan Intl

41h 35m

2 stops

YWG11:35 p.m.Winnipeg

28 Dec

YWG6:00 a.m.Winnipeg

13h 26m

2 stops

BOS8:26 p.m.Boston Logan Intl

C$ 1,259

Find similar

American Airlines

24 Dec

BOS5:07 p.m.Boston Logan Intl

31h 28m

3 stops

YWG11:35 p.m.Winnipeg

28 Dec

YWG6:00 a.m.Winnipeg

13h 26m

2 stops

BOS8:26 p.m.Boston Logan Intl

C$ 1,390

Find similar

American Airlines

20 Dec

BOS7:50 a.m.Boston Logan Intl

16h 45m

2 stops

YWG11:35 p.m.Winnipeg

28 Dec

YWG6:00 a.m.Winnipeg

9h 37m

2 stops

BOS4:37 p.m.Boston Logan Intl

C$ 1,443

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 8/12

5:45 a.m.-6:03 p.m.

1 stop13h 18m

Winnipeg

Wed 31/12

7:30 a.m.-10:08 a.m.

1 stop25h 38m

C$ 618

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 8/12

8:11 p.m.-3:07 p.m.

2 stops43h 56m

Winnipeg

Wed 31/12

7:30 a.m.-10:08 a.m.

1 stop25h 38m

C$ 624

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

5:30 a.m.-10:16 a.m.

1 stop5h 46m

Winnipeg

Mon 12/1

5:30 a.m.-12:12 p.m.

1 stop5h 42m

C$ 649

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

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

1 stop7h 20m

Winnipeg

Mon 12/1

5:30 a.m.-2:52 p.m.

2 stops8h 22m

C$ 656

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

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

2 stops11h 13m

Winnipeg

Mon 12/1

5:30 a.m.-2:52 p.m.

2 stops8h 22m

C$ 663

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

6:00 a.m.-11:57 a.m.

1 stop6h 57m

Winnipeg

Mon 12/1

2:20 p.m.-9:38 p.m.

1 stop6h 18m

C$ 775

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

5:30 a.m.-10:16 a.m.

1 stop5h 46m

Winnipeg

Mon 12/1

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

1 stop5h 37m

C$ 782

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 8/12

5:45 a.m.-6:03 p.m.

1 stop13h 18m

Winnipeg

Wed 31/12

8:05 p.m.-11:57 p.m.

3 stops26h 52m

C$ 784

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

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

2 stops11h 13m

Winnipeg

Mon 12/1

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

1 stop5h 37m

C$ 790

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 8/1

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

2 stops11h 13m

Winnipeg

Mon 12/1

5:30 a.m.-12:12 p.m.

1 stop5h 42m

C$ 796

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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$ 329, 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$ 481.

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$ 634. 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$ 853.

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$ 627 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$ 428 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

Fastest flight time	10h 07m
Direct flights	None

The fastest flight from Boston to Winnipeg takes 10h 07m

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 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.

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.