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Cheap flights from Boston to Winnipeg from C$ 212

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Boston to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:15 p.m. - 8:14 p.m.BOS  Boston Logan Intl-YWG Winnipeg
6h 59m1 stop Ottawa
Multiple Airlines Logo
11:00 a.m. - 6:10 p.m.YWG  Winnipeg-BOS Boston Logan Intl
7h 10m1 stop Toronto Pearson Intl
C$ 513Multiple Airlines
Tue, 8 Dec - Sat, 12 Dec
Air Canada Logo
10:25 a.m. - 5:38 p.m.BOS  Boston Logan Intl-YWG Winnipeg
7h 13m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
3:05 p.m. - 9:25 p.m.YWG  Winnipeg-BOS Boston Logan Intl
6h 20m1 stop Montreal Pierre Elliott Trudeau Intl
C$ 547Air Canada
Mon, 22 Feb - Tue, 2 Mar
Porter Airlines Logo
8:00 a.m. - 8:10 p.m.BOS  Boston Logan Intl-YWG Winnipeg
12h 10m2 stops Toronto Island Ottawa
Porter Airlines Logo
11:40 a.m. - 8:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
9h 02m2 stops Ottawa Toronto Island
C$ 550Porter Airlines
Thu, 4 Feb - Sun, 7 Feb
Porter Airlines Logo
1:15 p.m. - 10:57 p.m.BOS  Boston Logan Intl-YWG Winnipeg
9h 42m2 stops Ottawa Toronto Pearson Intl
Porter Airlines Logo
11:40 a.m. - 9:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
10h 02m2 stops Ottawa Toronto Island
C$ 561Porter Airlines
Mon, 22 Feb - Tue, 2 Mar
Porter Airlines Logo
1:15 p.m. - 7:10 p.m.BOS  Boston Logan Intl-YWG Winnipeg
5h 55m1 stop Ottawa
Porter Airlines Logo
11:40 a.m. - 9:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
10h 02m2 stops Ottawa Toronto Island
C$ 570Porter Airlines
Mon, 22 Feb - Tue, 2 Mar
Porter Airlines Logo
1:15 p.m. - 8:10 p.m.BOS  Boston Logan Intl-YWG Winnipeg
6h 55m1 stop Ottawa
Porter Airlines Logo
11:40 a.m. - 8:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
9h 02m2 stops Ottawa Toronto Island
C$ 582Porter Airlines
Mon, 1 Mar - Tue, 9 Mar
Porter Airlines Logo
8:00 a.m. - 8:10 p.m.BOS  Boston Logan Intl-YWG Winnipeg
12h 10m2 stops Toronto Island Ottawa
Porter Airlines Logo
11:40 a.m. - 8:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
9h 02m2 stops Ottawa Toronto Island
C$ 592Porter Airlines
Thu, 4 Feb - Tue, 9 Feb
Porter Airlines Logo
1:15 p.m. - 8:10 p.m.BOS  Boston Logan Intl-YWG Winnipeg
6h 55m1 stop Ottawa
Porter Airlines Logo
11:40 a.m. - 8:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
9h 02m2 stops Ottawa Toronto Island
C$ 595Porter Airlines
Thu, 4 Feb - Sun, 7 Feb
Porter Airlines Logo
1:15 p.m. - 8:14 p.m.BOS  Boston Logan Intl-YWG Winnipeg
6h 59m1 stop Ottawa
Porter Airlines Logo
12:40 p.m. - 8:10 a.m.YWG  Winnipeg-BOS Boston Logan Intl
19h 30m2 stops Ottawa Toronto Island
C$ 598Porter Airlines
Tue, 8 Dec - Sat, 12 Dec
Porter Airlines Logo
8:00 a.m. - 8:10 p.m.BOS  Boston Logan Intl-YWG Winnipeg
12h 10m2 stops Toronto Island Ottawa
Porter Airlines Logo
11:40 a.m. - 8:42 p.m.YWG  Winnipeg-BOS Boston Logan Intl
9h 02m2 stops Ottawa Toronto Island
C$ 598Porter Airlines
Mon, 1 Mar - Tue, 9 Mar

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
4 Feb
BOS8:00 a.m.Boston Logan Intl
12h 10m
2 stops
YWG8:10 p.m.Winnipeg
7 Feb
YWG11:40 a.m.Winnipeg
9h 02m
2 stops
BOS8:42 p.m.Boston Logan Intl
C$ 550
Porter Airlines
22 Feb
BOS1:15 p.m.Boston Logan Intl
9h 42m
2 stops
YWG10:57 p.m.Winnipeg
2 Mar
YWG11:40 a.m.Winnipeg
10h 02m
2 stops
BOS9:42 p.m.Boston Logan Intl
C$ 561
Porter Airlines
22 Feb
BOS1:15 p.m.Boston Logan Intl
5h 55m
1 stop
YWG7:10 p.m.Winnipeg
2 Mar
YWG11:40 a.m.Winnipeg
10h 02m
2 stops
BOS9:42 p.m.Boston Logan Intl
C$ 570

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
22 Feb
BOS10:25 a.m.Boston Logan Intl
7h 13m
1 stop
YWG5:38 p.m.Winnipeg
2 Mar
YWG3:05 p.m.Winnipeg
6h 20m
1 stop
BOS9:25 p.m.Boston Logan Intl
C$ 547
Air Canada
3 Dec
BOS5:45 a.m.Boston Logan Intl
8h 04m
1 stop
YWG1:49 p.m.Winnipeg
7 Dec
YWG9:05 a.m.Winnipeg
4h 48m
1 stop
BOS1:53 p.m.Boston Logan Intl
C$ 645
Air Canada
8 Dec
BOS10:25 a.m.Boston Logan Intl
9h 00m
2 stops
YWG7:25 p.m.Winnipeg
12 Dec
YWG9:05 a.m.Winnipeg
5h 48m
1 stop
BOS2:53 p.m.Boston Logan Intl
C$ 646

momondo Fare Finder

 
Use the filters below to find and compare flights from Boston to Winnipeg that are best for you.

Fly from

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Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 8/12

1:15 p.m.-8:14 p.m.

1 stop6h 59m

Winnipeg

Sat 12/12

11:00 a.m.-6:10 p.m.

1 stop7h 10m

C$ 513
Quickest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 22/2

10:25 a.m.-5:38 p.m.

1 stop7h 13m

Winnipeg

Tue 2/3

3:05 p.m.-9:25 p.m.

1 stop6h 20m

C$ 547

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 4/2

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

2 stops12h 10m

Winnipeg

Sun 7/2

11:40 a.m.-8:42 p.m.

2 stops9h 02m

C$ 550

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 22/2

1:15 p.m.-10:57 p.m.

2 stops9h 42m

Winnipeg

Tue 2/3

11:40 a.m.-9:42 p.m.

2 stops10h 02m

C$ 561

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 22/2

1:15 p.m.-7:10 p.m.

1 stop5h 55m

Winnipeg

Tue 2/3

11:40 a.m.-9:42 p.m.

2 stops10h 02m

C$ 570

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 1/3

1:15 p.m.-8:10 p.m.

1 stop6h 55m

Winnipeg

Tue 9/3

11:40 a.m.-8:42 p.m.

2 stops9h 02m

C$ 582

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 4/2

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

2 stops12h 10m

Winnipeg

Tue 9/2

11:40 a.m.-8:42 p.m.

2 stops9h 02m

C$ 592

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 4/2

1:15 p.m.-8:10 p.m.

1 stop6h 55m

Winnipeg

Sun 7/2

11:40 a.m.-8:42 p.m.

2 stops9h 02m

C$ 595

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 8/12

1:15 p.m.-8:14 p.m.

1 stop6h 59m

Winnipeg

Sat 12/12

12:40 p.m.-8:10 a.m.

2 stops19h 30m

C$ 598

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 1/3

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

2 stops12h 10m

Winnipeg

Tue 9/3

11:40 a.m.-8:42 p.m.

2 stops9h 02m

C$ 598

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Winnipeg from

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

What is the typical price of a round-trip flight between Boston and Winnipeg?

Prices are currently typical for flights on this route.

Typical prices usually range from C$ 455 to C$ 653.
The lowest price recently found on this route was C$ 513.

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Boston is in September. Flight prices, which tend to average around C$ 514, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of September, then departing from Boston during the month October is also very affordable. Most momondo users find prices during this month for around C$ 517.

Can stopping save me money on Boston to Winnipeg flights?

You could potentially save up to 27% on your flight if you consider stops on a Boston to Winnipeg flight.

How have Boston to Winnipeg flight prices changed over time?

As of October 2026, prices for Boston to Winnipeg flights are approximately 19% 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

Best price found

C$ 212

Fastest flight time

6h 55m

Direct flights

None
The best one-way flight to Winnipeg from Boston in the past 72 hours is C$ 212. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is C$ 513.
The fastest flight from Boston to Winnipeg takes 6h 55m
There are no direct flights from Boston to Winnipeg. There are no popular flight routes from Boston to Winnipeg.
Search flight deals

Frequently asked questions about flying from Boston to Winnipeg

  • How far is Boston Logan Intl to Winnipeg by plane?

    The straight-line distance from Boston Logan Intl to Winnipeg is 2161.4 km. 6h 55m 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.

Travelling to a place near Winnipeg?

Book flights to Winnipeg if you plan to visit one of these locations
Portage la Prairie
Morden
Selkirk

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.

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