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$ 319 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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12:10 p.m. - 7:12 p.m.

BOS

YWG

32h 02m2 stops

8:00 a.m. - 11:57 p.m.

YWG

BOS

14h 57m1 stop

C$ 377Multiple Airlines

Mon, 19 Jan - Mon, 26 Jan

7:00 a.m. - 5:26 p.m.

BOS

YWG

11h 26m1 stop

6:45 a.m. - 11:19 p.m.

YWG

BOS

15h 34m2 stops

C$ 504Multiple Airlines

Tue, 3 Feb - Sat, 7 Feb

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$ 534Air Canada

Tue, 3 Feb - Sat, 7 Feb

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

BOS

YWG

7h 20m1 stop

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

YWG

BOS

5h 42m1 stop

C$ 538Air Canada

Thu, 5 Feb - Thu, 12 Feb

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

BOS

YWG

7h 20m1 stop

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

YWG

BOS

7h 52m2 stops

C$ 541Air Canada

Tue, 3 Feb - Sat, 7 Feb

3:30 p.m. - 11:13 a.m.

BOS

YWG

20h 43m1 stop

8:00 a.m. - 11:57 p.m.

YWG

BOS

14h 57m1 stop

C$ 544Multiple Airlines

Mon, 19 Jan - Mon, 26 Jan

3:35 p.m. - 11:54 p.m.

BOS

YWG

9h 19m2 stops

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

YWG

BOS

7h 52m2 stops

C$ 558Air Canada

Tue, 3 Feb - Sat, 7 Feb

3:30 p.m. - 12:39 a.m.

BOS

YWG

10h 09m2 stops

7:30 a.m. - 1:13 a.m.

YWG

BOS

16h 43m1 stop

C$ 651Multiple Airlines

Mon, 16 Feb - Wed, 18 Feb

5:23 p.m. - 3:09 p.m.

BOS

YWG

22h 46m2 stops

4:25 p.m. - 6:10 p.m.

YWG

BOS

24h 45m1 stop

C$ 688Multiple Airlines

Thu, 5 Feb - Thu, 12 Feb

6:00 a.m. - 3:09 p.m.

BOS

YWG

10h 09m1 stop

7:30 a.m. - 1:13 a.m.

YWG

BOS

16h 43m1 stop

C$ 732Multiple Airlines

Sun, 15 Feb - Wed, 18 Feb

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

3 Feb

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

7 Feb

YWG8:15 a.m.Winnipeg

5h 37m

1 stop

BOS2:52 p.m.Boston Logan Intl

C$ 534

Find similar

Air Canada

5 Feb

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

12 Feb

YWG5:30 a.m.Winnipeg

5h 42m

1 stop

BOS12:12 p.m.Boston Logan Intl

C$ 538

Find similar

Air Canada

3 Feb

BOS10:15 a.m.Boston Logan Intl

7h 20m

1 stop

YWG4:35 p.m.Winnipeg

7 Feb

YWG6:00 a.m.Winnipeg

7h 52m

2 stops

BOS2:52 p.m.Boston Logan Intl

C$ 541

Find similar

American Airlines flights from Boston to Winnipeg

Our best American Airlines deals on Boston to Winnipeg flight tickets

American Airlines

5 Feb

BOS1:35 p.m.Boston Logan Intl

35h 00m

2 stops

YWG11:35 p.m.Winnipeg

12 Feb

YWG12:10 p.m.Winnipeg

22h 52m

2 stops

BOS12:02 p.m.Boston Logan Intl

C$ 932

Find similar

American Airlines

5 Feb

BOS8:51 p.m.Boston Logan Intl

27h 44m

3 stops

YWG11:35 p.m.Winnipeg

12 Feb

YWG12:10 p.m.Winnipeg

20h 52m

2 stops

BOS10:02 a.m.Boston Logan Intl

C$ 1,097

Find similar

American Airlines

27 Mar

BOS6:00 a.m.Boston Logan Intl

18h 35m

2 stops

YWG11:35 p.m.Winnipeg

30 Mar

YWG6:00 a.m.Winnipeg

12h 50m

3 stops

BOS7:50 p.m.Boston Logan Intl

C$ 1,133

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 19/1

12:10 p.m.-7:12 p.m.

2 stops32h 02m

Winnipeg

Mon 26/1

8:00 a.m.-11:57 p.m.

1 stop14h 57m

C$ 377

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 3/2

7:00 a.m.-5:26 p.m.

1 stop11h 26m

Winnipeg

Sat 7/2

6:45 a.m.-11:19 p.m.

2 stops15h 34m

C$ 504

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 3/2

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

1 stop7h 20m

Winnipeg

Sat 7/2

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

1 stop5h 37m

C$ 534

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 5/2

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

1 stop7h 20m

Winnipeg

Thu 12/2

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

1 stop5h 42m

C$ 538

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 3/2

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

1 stop7h 20m

Winnipeg

Sat 7/2

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

2 stops7h 52m

C$ 541

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 19/1

3:30 p.m.-11:13 a.m.

1 stop20h 43m

Winnipeg

Mon 26/1

8:00 a.m.-11:57 p.m.

1 stop14h 57m

C$ 544

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 3/2

3:35 p.m.-11:54 p.m.

2 stops9h 19m

Winnipeg

Sat 7/2

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

2 stops7h 52m

C$ 558

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 16/2

3:30 p.m.-12:39 a.m.

2 stops10h 09m

Winnipeg

Wed 18/2

7:30 a.m.-1:13 a.m.

1 stop16h 43m

C$ 651

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 5/2

5:23 p.m.-3:09 p.m.

2 stops22h 46m

Winnipeg

Thu 12/2

4:25 p.m.-6:10 p.m.

1 stop24h 45m

C$ 688

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 15/2

6:00 a.m.-3:09 p.m.

1 stop10h 09m

Winnipeg

Wed 18/2

7:30 a.m.-1:13 a.m.

1 stop16h 43m

C$ 732

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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$ 321, 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 August is also very affordable. Most momondo users find prices during this month for around C$ 549.

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$ 618. 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$ 832.

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$ 640 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$ 417 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of December 2025, prices for Boston to Winnipeg flights are approximately 2% more expensive 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	5h 46m
Direct flights	None

The fastest flight from Boston to Winnipeg takes 5h 46m

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.

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.