Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Boston to Winnipeg from C$ 242

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Boston to Winnipeg departing on 15/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Boston to Winnipeg

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Multiple Airlines Logo
7:00 a.m. - 5:40 p.m.
YWG
-
BOS
9h 40m
1 stop
C$ 480Multiple Airlines
Fri, 2 Oct - Wed, 7 Oct
Air Canada Logo
6:00 a.m. - 11:15 a.m.
BOS
-
YWG
6h 15m
1 stop
Air Canada Logo
8:10 a.m. - 2:41 p.m.
YWG
-
BOS
5h 31m
1 stop
C$ 498Air Canada
Sun, 6 Sep - Sat, 12 Sep
Delta Logo
8:15 a.m. - 4:54 p.m.
BOS
-
YWG
9h 39m
1 stop
Delta Logo
12:30 p.m. - 11:53 p.m.
YWG
-
BOS
10h 23m
1 stop
C$ 503Delta
Fri, 2 Oct - Wed, 7 Oct
Air Canada Logo
6:00 a.m. - 11:15 a.m.
BOS
-
YWG
6h 15m
1 stop
Air Canada Logo
5:10 a.m. - 11:55 a.m.
YWG
-
BOS
5h 45m
1 stop
C$ 505Air Canada
Fri, 4 Sep - Tue, 8 Sep
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
C$ 508Porter Airlines
Sun, 26 Jul - Sat, 1 Aug
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
C$ 509Porter Airlines
Sun, 12 Jul - Sat, 18 Jul
Porter Airlines Logo
7:10 a.m. - 5:58 p.m.
BOS
-
YWG
11h 48m
2 stops
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
C$ 511Porter Airlines
Sun, 26 Jul - Sat, 1 Aug
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
C$ 515Porter Airlines
Fri, 10 Jul - Wed, 15 Jul
United Airlines Logo
6:00 a.m. - 11:52 a.m.
BOS
-
YWG
6h 52m
1 stop
United Airlines Logo
7:00 a.m. - 11:59 p.m.
YWG
-
BOS
15h 59m
2 stops
C$ 516United Airlines
Sun, 6 Sep - Sat, 12 Sep
Air Canada Logo
5:50 a.m. - 4:17 p.m.
BOS
-
YWG
11h 27m
2 stops
Air Canada Logo
5:10 a.m. - 2:41 p.m.
YWG
-
BOS
8h 31m
2 stops
C$ 529Air Canada
Thu, 24 Sep - Mon, 28 Sep

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
6 Sep
BOS6:00 a.m.Boston Logan Intl
6h 15m
1 stop
YWG11:15 a.m.Winnipeg
12 Sep
YWG8:10 a.m.Winnipeg
5h 31m
1 stop
BOS2:41 p.m.Boston Logan Intl
C$ 498
Air Canada
4 Sep
BOS6:00 a.m.Boston Logan Intl
6h 15m
1 stop
YWG11:15 a.m.Winnipeg
8 Sep
YWG5:10 a.m.Winnipeg
5h 45m
1 stop
BOS11:55 a.m.Boston Logan Intl
C$ 505
Air Canada
24 Sep
BOS5:50 a.m.Boston Logan Intl
11h 27m
2 stops
YWG4:17 p.m.Winnipeg
28 Sep
YWG5:10 a.m.Winnipeg
8h 31m
2 stops
BOS2:41 p.m.Boston Logan Intl
C$ 529

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
26 Jul
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
1 Aug
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
C$ 508
Porter Airlines
12 Jul
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
18 Jul
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
C$ 509
Porter Airlines
26 Jul
BOS7:10 a.m.Boston Logan Intl
11h 48m
2 stops
YWG5:58 p.m.Winnipeg
1 Aug
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
C$ 511

momondo Fare Finder

 
Customize your flight search to find flights from Boston to Winnipeg that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 26 May 2026.
Use the filters below to find and compare flights from Boston to Winnipeg that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 2/10

10:05 a.m.-3:19 p.m.

1 stop6h 14m

Winnipeg

Wed 7/10

7:00 a.m.-5:40 p.m.

1 stop9h 40m

C$ 480
Quickest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 6/9

6:00 a.m.-11:15 a.m.

1 stop6h 15m

Winnipeg

Sat 12/9

8:10 a.m.-2:41 p.m.

1 stop5h 31m

C$ 498

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 2/10

8:15 a.m.-4:54 p.m.

1 stop9h 39m

Winnipeg

Wed 7/10

12:30 p.m.-11:53 p.m.

1 stop10h 23m

C$ 503

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 4/9

6:00 a.m.-11:15 a.m.

1 stop6h 15m

Winnipeg

Tue 8/9

5:10 a.m.-11:55 a.m.

1 stop5h 45m

C$ 505

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 26/7

10:05 a.m.-3:19 p.m.

1 stop6h 14m

Winnipeg

Sat 1/8

12:15 p.m.-7:15 p.m.

1 stop6h 00m

C$ 508

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 12/7

10:05 a.m.-3:19 p.m.

1 stop6h 14m

Winnipeg

Sat 18/7

12:15 p.m.-7:15 p.m.

1 stop6h 00m

C$ 509

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 26/7

7:10 a.m.-5:58 p.m.

2 stops11h 48m

Winnipeg

Sat 1/8

12:15 p.m.-7:15 p.m.

1 stop6h 00m

C$ 511

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 10/7

10:05 a.m.-3:19 p.m.

1 stop6h 14m

Winnipeg

Wed 15/7

12:15 p.m.-7:15 p.m.

1 stop6h 00m

C$ 515

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 6/9

6:00 a.m.-11:52 a.m.

1 stop6h 52m

Winnipeg

Sat 12/9

7:00 a.m.-11:59 p.m.

2 stops15h 59m

C$ 516

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 24/9

5:50 a.m.-4:17 p.m.

2 stops11h 27m

Winnipeg

Mon 28/9

5:10 a.m.-2:41 p.m.

2 stops8h 31m

C$ 529

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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?

What is the cheapest month to fly to Winnipeg?

The cheapest month to fly to Winnipeg from Boston is in August. Flight prices, which tend to average around C$ 580, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of August, then departing from Boston during the month September is also very affordable. Most momondo users find prices during this month for around C$ 605.

How far in advance should I book a flight from Boston 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$ 748 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$ 505 on momondo.

Can stopping save me money on Boston to Winnipeg flights?

You could potentially save up to 11% 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 May 2026, prices for Boston to Winnipeg flights are approximately 151% 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 39m

Direct flights

None
The fastest flight from Boston to Winnipeg takes 5h 39m
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. 5h 39m 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
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.

An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 25/6
Thu 2/7
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Canada