Cheap flights from Boston to Winnipeg from C$ 132

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 15/10. 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

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Find the cheapest flights from Boston to Winnipeg (BOS-YWG)

Cheap round-trip flights

Air Canada Logo
10:40 a.m. - 6:15 p.m.BOS-YWG
8h 35m1 stop
Air Canada Logo
5:00 a.m. - 11:29 a.m.YWG-BOS
5h 29m1 stop
C$ 401Air Canada
Find Deal
Tue, 16 Sep - Wed, 17 Sep
Air Canada Logo
10:15 a.m. - 4:35 p.m.BOS-YWG
7h 20m1 stop
Air Canada Logo
8:15 a.m. - 2:52 p.m.YWG-BOS
5h 37m1 stop
C$ 451Air Canada
Find Deal
Wed, 14 Jan - Wed, 21 Jan
 Logo
8:24 p.m. - 3:55 p.m.BOS-YWG
20h 31m2 stops
 Logo
9:05 p.m. - 5:40 p.m.YWG-BOS
19h 35m1 stop
C$ 457
Find Deal
Thu, 16 Oct - Thu, 23 Oct
Air Canada Logo
10:15 a.m. - 4:35 p.m.BOS-YWG
7h 20m1 stop
Air Canada Logo
6:00 a.m. - 2:52 p.m.YWG-BOS
7h 52m2 stops
C$ 458Air Canada
Find Deal
Wed, 14 Jan - Wed, 21 Jan
 Logo
8:24 p.m. - 12:13 a.m.BOS-YWG
28h 49m2 stops
 Logo
8:15 p.m. - 5:40 p.m.YWG-BOS
20h 25m2 stops
C$ 534
Find Deal
Thu, 16 Oct - Thu, 23 Oct
United Airlines Logo
2:20 p.m. - 11:57 a.m.BOS-YWG
22h 37m2 stops
United Airlines Logo
2:20 p.m. - 11:49 p.m.YWG-BOS
8h 29m2 stops
C$ 572United Airlines
Find Deal
Wed, 7 Jan - Mon, 12 Jan
Delta Logo
5:45 a.m. - 11:54 a.m.BOS-YWG
7h 09m1 stop
Delta Logo
12:44 p.m. - 11:59 p.m.YWG-BOS
10h 15m1 stop
C$ 612Delta
Find Deal
Fri, 19 Sep - Fri, 26 Sep
WestJet Logo
6:30 p.m. - 9:01 a.m.BOS-YWG
15h 31m1 stop
WestJet Logo
6:30 a.m. - 5:40 p.m.YWG-BOS
10h 10m1 stop
C$ 666WestJet
Find Deal
Thu, 9 Oct - Mon, 13 Oct
Delta Logo
5:45 a.m. - 11:54 a.m.BOS-YWG
7h 09m1 stop
Delta Logo
6:40 a.m. - 7:27 p.m.YWG-BOS
11h 47m2 stops
C$ 670Delta
Find Deal
Fri, 19 Sep - Fri, 26 Sep
United Airlines Logo
5:30 a.m. - 10:33 p.m.BOS-YWG
18h 03m2 stops
United Airlines Logo
2:20 p.m. - 10:31 a.m.YWG-BOS
19h 11m2 stops
C$ 770United Airlines
Find Deal
Thu, 9 Oct - Mon, 13 Oct

Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets
Delta
19 Sep
BOS5:45 a.m.Boston Logan Intl
7h 09m
1 stop
YWG11:54 a.m.Winnipeg
26 Sep
YWG12:44 p.m.Winnipeg
10h 15m
1 stop
BOS11:59 p.m.Boston Logan Intl
Delta
19 Sep
BOS5:45 a.m.Boston Logan Intl
7h 09m
1 stop
YWG11:54 a.m.Winnipeg
26 Sep
YWG6:40 a.m.Winnipeg
11h 47m
2 stops
BOS7:27 p.m.Boston Logan Intl
Delta
19 Sep
BOS1:00 p.m.Boston Logan Intl
11h 27m
2 stops
YWG11:27 p.m.Winnipeg
26 Sep
YWG6:40 a.m.Winnipeg
11h 47m
2 stops
BOS7:27 p.m.Boston Logan Intl

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
16 Sep
BOS10:40 a.m.Boston Logan Intl
8h 35m
1 stop
YWG6:15 p.m.Winnipeg
17 Sep
YWG5:00 a.m.Winnipeg
5h 29m
1 stop
BOS11:29 a.m.Boston Logan Intl
Air Canada
14 Jan
BOS10:15 a.m.Boston Logan Intl
7h 20m
1 stop
YWG4:35 p.m.Winnipeg
21 Jan
YWG8:15 a.m.Winnipeg
5h 37m
1 stop
BOS2:52 p.m.Boston Logan Intl
Air Canada
14 Jan
BOS10:15 a.m.Boston Logan Intl
7h 20m
1 stop
YWG4:35 p.m.Winnipeg
21 Jan
YWG6:00 a.m.Winnipeg
7h 52m
2 stops
BOS2:52 p.m.Boston Logan Intl

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 4 September 2025.
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

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 16/9

10:40 a.m.-6:15 p.m.

1 stop8h 35m

Winnipeg

Wed 17/9

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

1 stop5h 29m

C$ 401

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 14/1

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

1 stop7h 20m

Winnipeg

Wed 21/1

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

1 stop5h 37m

C$ 451

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 16/10

8:24 p.m.-3:55 p.m.

2 stops20h 31m

Winnipeg

Thu 23/10

9:05 p.m.-5:40 p.m.

1 stop19h 35m

C$ 457

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 14/1

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

1 stop7h 20m

Winnipeg

Wed 21/1

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

2 stops7h 52m

C$ 458

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 16/10

8:24 p.m.-12:13 a.m.

2 stops28h 49m

Winnipeg

Thu 23/10

8:15 p.m.-5:40 p.m.

2 stops20h 25m

C$ 534

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 7/1

2:20 p.m.-11:57 a.m.

2 stops22h 37m

Winnipeg

Mon 12/1

2:20 p.m.-11:49 p.m.

2 stops8h 29m

C$ 572

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 19/9

5:45 a.m.-11:54 a.m.

1 stop7h 09m

Winnipeg

Fri 26/9

12:44 p.m.-11:59 p.m.

1 stop10h 15m

C$ 612

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 9/10

6:30 p.m.-9:01 a.m.

1 stop15h 31m

Winnipeg

Mon 13/10

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

1 stop10h 10m

C$ 666

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 19/9

5:45 a.m.-11:54 a.m.

1 stop7h 09m

Winnipeg

Fri 26/9

6:40 a.m.-7:27 p.m.

2 stops11h 47m

C$ 670

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 9/10

5:30 a.m.-10:33 p.m.

2 stops18h 03m

Winnipeg

Mon 13/10

2:20 p.m.-10:31 a.m.

2 stops19h 11m

C$ 770

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 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 May is also very affordable. Most momondo users find prices during this month for around C$ 452.

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$ 620. 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$ 834.

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$ 615 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$ 477 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of September 2025, prices for Boston to Winnipeg flights are approximately 14% 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.
  • 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 40m 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
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.

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1 adult
Tue 9/9
Tue 16/9

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