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Cheap flights from Boston to Winnipeg from C$ 219

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 20/3. 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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
10:35 a.m. - 3:04 p.m.
BOS
-
YWG
5h 29m
1 stop
Air Canada Logo
11:00 a.m. - 6:07 p.m.
YWG
-
BOS
6h 07m
1 stop
C$ 428Air Canada
Thu, 14 May - Mon, 18 May
Air Canada Logo
5:10 a.m. - 10:03 a.m.
BOS
-
YWG
5h 53m
1 stop
Air Canada Logo
8:00 a.m. - 2:47 p.m.
YWG
-
BOS
5h 47m
1 stop
C$ 435Air Canada
Thu, 14 May - Mon, 18 May
Multiple Airlines Logo
5:40 a.m. - 12:55 a.m.
BOS
-
YWG
20h 15m
2 stops
Multiple Airlines Logo
6:00 a.m. - 3:50 p.m.
YWG
-
BOS
8h 50m
1 stop
C$ 472Multiple Airlines
Thu, 14 May - Mon, 18 May
Multiple Airlines Logo
6:35 p.m. - 12:55 a.m.
BOS
-
YWG
7h 20m
1 stop
Multiple Airlines Logo
9:05 p.m. - 12:05 p.m.
YWG
-
BOS
14h 00m
2 stops
C$ 496Multiple Airlines
Thu, 14 May - Mon, 18 May
Multiple Airlines Logo
5:49 p.m. - 3:30 p.m.
BOS
-
YWG
22h 41m
2 stops
Multiple Airlines Logo
8:20 p.m. - 11:05 a.m.
YWG
-
BOS
13h 45m
1 stop
C$ 529Multiple Airlines
Thu, 12 Mar - Mon, 16 Mar
Multiple Airlines Logo
9:00 a.m. - 7:35 p.m.
BOS
-
YWG
11h 35m
1 stop
Multiple Airlines Logo
8:20 p.m. - 11:05 a.m.
YWG
-
BOS
13h 45m
1 stop
C$ 571Multiple Airlines
Thu, 12 Mar - Mon, 16 Mar
Multiple Airlines Logo
6:35 p.m. - 8:40 a.m.
BOS
-
YWG
15h 05m
1 stop
Multiple Airlines Logo
6:00 a.m. - 3:50 p.m.
YWG
-
BOS
8h 50m
1 stop
C$ 574Multiple Airlines
Sun, 31 May - Sun, 7 Jun
Multiple Airlines Logo
11:50 a.m. - 11:35 p.m.
BOS
-
YWG
12h 45m
1 stop
Multiple Airlines Logo
8:05 p.m. - 11:59 p.m.
YWG
-
BOS
26h 54m
2 stops
C$ 593Multiple Airlines
Fri, 13 Mar - Tue, 17 Mar
Multiple Airlines Logo
6:00 a.m. - 12:40 a.m.
BOS
-
YWG
19h 40m
2 stops
Multiple Airlines Logo
7:30 a.m. - 11:10 a.m.
YWG
-
BOS
26h 40m
1 stop
C$ 595Multiple Airlines
Fri, 6 Mar - Fri, 13 Mar
Multiple Airlines Logo
12:50 p.m. - 12:41 a.m.
BOS
-
YWG
36h 51m
2 stops
Multiple Airlines Logo
7:30 a.m. - 11:41 a.m.
YWG
-
BOS
27h 11m
1 stop
C$ 596Multiple Airlines
Sun, 8 Mar - Sun, 15 Mar

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
31 May
BOS7:15 a.m.Boston Logan Intl
11h 43m
2 stops
YWG5:58 p.m.Winnipeg
7 Jun
YWG9:20 a.m.Winnipeg
7h 15m
1 stop
BOS5:35 p.m.Boston Logan Intl
C$ 614
Porter Airlines
31 May
BOS7:15 a.m.Boston Logan Intl
11h 43m
2 stops
YWG5:58 p.m.Winnipeg
7 Jun
YWG9:20 a.m.Winnipeg
10h 35m
2 stops
BOS8:55 p.m.Boston Logan Intl
C$ 629
Porter Airlines
4 Aug
BOS10:05 a.m.Boston Logan Intl
8h 53m
2 stops
YWG5:58 p.m.Winnipeg
9 Aug
YWG9:20 a.m.Winnipeg
7h 15m
1 stop
BOS5:35 p.m.Boston Logan Intl
C$ 662

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
24 Mar
BOS6:00 a.m.Boston Logan Intl
6h 57m
1 stop
YWG11:57 a.m.Winnipeg
31 Mar
YWG2:00 p.m.Winnipeg
8h 59m
2 stops
BOS11:59 p.m.Boston Logan Intl
C$ 731
United Airlines
13 Mar
BOS6:00 a.m.Boston Logan Intl
6h 57m
1 stop
YWG11:57 a.m.Winnipeg
17 Mar
YWG2:20 p.m.Winnipeg
8h 37m
2 stops
BOS11:57 p.m.Boston Logan Intl
C$ 789
United Airlines
18 Feb
BOS1:55 p.m.Boston Logan Intl
10h 59m
2 stops
YWG11:54 p.m.Winnipeg
19 Feb
YWG1:30 p.m.Winnipeg
8h 07m
1 stop
BOS10:37 p.m.Boston Logan Intl
C$ 1,986

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 9 February 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

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 14/5

10:35 a.m.-3:04 p.m.

1 stop5h 29m

Winnipeg

Mon 18/5

11:00 a.m.-6:07 p.m.

1 stop6h 07m

C$ 428

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 14/5

5:10 a.m.-10:03 a.m.

1 stop5h 53m

Winnipeg

Mon 18/5

8:00 a.m.-2:47 p.m.

1 stop5h 47m

C$ 435

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 14/5

5:40 a.m.-12:55 a.m.

2 stops20h 15m

Winnipeg

Mon 18/5

6:00 a.m.-3:50 p.m.

1 stop8h 50m

C$ 472

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 14/5

6:35 p.m.-12:55 a.m.

1 stop7h 20m

Winnipeg

Mon 18/5

9:05 p.m.-12:05 p.m.

2 stops14h 00m

C$ 496

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 12/3

5:49 p.m.-3:30 p.m.

2 stops22h 41m

Winnipeg

Mon 16/3

8:20 p.m.-11:05 a.m.

1 stop13h 45m

C$ 529

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 12/3

9:00 a.m.-7:35 p.m.

1 stop11h 35m

Winnipeg

Mon 16/3

8:20 p.m.-11:05 a.m.

1 stop13h 45m

C$ 571

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 31/5

6:35 p.m.-8:40 a.m.

1 stop15h 05m

Winnipeg

Sun 7/6

6:00 a.m.-3:50 p.m.

1 stop8h 50m

C$ 574

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 13/3

11:50 a.m.-11:35 p.m.

1 stop12h 45m

Winnipeg

Tue 17/3

8:05 p.m.-11:59 p.m.

2 stops26h 54m

C$ 593

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 6/3

6:00 a.m.-12:40 a.m.

2 stops19h 40m

Winnipeg

Fri 13/3

7:30 a.m.-11:10 a.m.

1 stop26h 40m

C$ 595

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 8/3

12:50 p.m.-12:41 a.m.

2 stops36h 51m

Winnipeg

Sun 15/3

7:30 a.m.-11:41 a.m.

1 stop27h 11m

C$ 596

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 March. Flight prices, which tend to average around C$ 154, are often lower during this time because this is during the off-season. If you are unable to visit Winnipeg during the month of March, then departing from Boston during the month July is also very affordable. Most momondo users find prices during this month for around C$ 235.

Can stopping save me money on Boston to Winnipeg flights?

You could potentially save up to 39% 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 February 2026, prices for Boston to Winnipeg flights are approximately 30% 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

6h 58m

Direct flights

None
The fastest flight from Boston to Winnipeg takes 6h 58m
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. 6h 58m 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.
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