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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 19/7. 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
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.
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Porter Airlines Logo
12:15 p.m. - 6:35 p.m.
YWG
-
BOS
5h 20m
1 stop
C$ 491Porter Airlines
Sat, 11 Jul - Fri, 24 Jul
Multiple Airlines Logo
7:10 a.m. - 6:03 p.m.
BOS
-
YWG
11h 53m
2 stops
Multiple Airlines Logo
7:55 a.m. - 2:41 p.m.
YWG
-
BOS
5h 46m
1 stop
C$ 495Multiple Airlines
Sat, 27 Jun - Sat, 4 Jul
Multiple Airlines Logo
7:10 a.m. - 6:03 p.m.
BOS
-
YWG
11h 53m
2 stops
Multiple Airlines Logo
5:00 a.m. - 2:41 p.m.
YWG
-
BOS
8h 41m
2 stops
C$ 517Multiple Airlines
Sat, 27 Jun - Sat, 4 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$ 521Porter Airlines
Sun, 5 Jul - Tue, 21 Jul
Air Canada Logo
5:10 a.m. - 11:15 a.m.
BOS
-
YWG
7h 05m
1 stop
Air Canada Logo
7:40 p.m. - 8:52 a.m.
YWG
-
BOS
12h 12m
1 stop
C$ 523Air Canada
Sat, 27 Jun - Sat, 4 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. - 6:35 p.m.
YWG
-
BOS
5h 20m
1 stop
C$ 532Porter Airlines
Sat, 11 Jul - Fri, 24 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. - 6:35 p.m.
YWG
-
BOS
5h 20m
1 stop
C$ 534Porter Airlines
Fri, 3 Jul - Thu, 9 Jul
Air Canada Logo
6:00 a.m. - 11:12 a.m.
BOS
-
YWG
6h 12m
1 stop
Air Canada Logo
8:10 a.m. - 2:41 p.m.
YWG
-
BOS
5h 31m
1 stop
C$ 535Air Canada
Mon, 28 Sep - Thu, 22 Oct
Multiple Airlines Logo
8:25 p.m. - 8:40 a.m.
BOS
-
YWG
13h 15m
1 stop
Multiple Airlines Logo
8:10 p.m. - 10:29 a.m.
YWG
-
BOS
13h 19m
1 stop
C$ 539Multiple Airlines
Mon, 20 Jul - Wed, 22 Jul
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Porter Airlines Logo
12:15 p.m. - 6:35 p.m.
YWG
-
BOS
5h 20m
1 stop
C$ 548Porter Airlines
Sat, 11 Jul - Fri, 24 Jul

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
11 Jul
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
24 Jul
YWG12:15 p.m.Winnipeg
5h 20m
1 stop
BOS6:35 p.m.Boston Logan Intl
C$ 491
Porter Airlines
5 Jul
BOS7:10 a.m.Boston Logan Intl
11h 48m
2 stops
YWG5:58 p.m.Winnipeg
21 Jul
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
C$ 521
Porter Airlines
11 Jul
BOS7:10 a.m.Boston Logan Intl
11h 48m
2 stops
YWG5:58 p.m.Winnipeg
24 Jul
YWG12:15 p.m.Winnipeg
5h 20m
1 stop
BOS6:35 p.m.Boston Logan Intl
C$ 532

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets
Air Canada
27 Jun
BOS5:10 a.m.Boston Logan Intl
7h 05m
1 stop
YWG11:15 a.m.Winnipeg
4 Jul
YWG7:40 p.m.Winnipeg
12h 12m
1 stop
BOS8:52 a.m.Boston Logan Intl
C$ 523
Air Canada
28 Sep
BOS6:00 a.m.Boston Logan Intl
6h 12m
1 stop
YWG11:12 a.m.Winnipeg
22 Oct
YWG8:10 a.m.Winnipeg
5h 31m
1 stop
BOS2:41 p.m.Boston Logan Intl
C$ 535
Air Canada
9 Sep
BOS3:35 p.m.Boston Logan Intl
6h 39m
1 stop
YWG9:14 p.m.Winnipeg
12 Sep
YWG8:10 a.m.Winnipeg
5h 31m
1 stop
BOS2:41 p.m.Boston Logan Intl
C$ 576

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 11 June 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
Quickest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 11/7

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

1 stop6h 14m

Winnipeg

Fri 24/7

12:15 p.m.-6:35 p.m.

1 stop5h 20m

C$ 491

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 27/6

7:10 a.m.-6:03 p.m.

2 stops11h 53m

Winnipeg

Sat 4/7

7:55 a.m.-2:41 p.m.

1 stop5h 46m

C$ 495

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 27/6

7:10 a.m.-6:03 p.m.

2 stops11h 53m

Winnipeg

Sat 4/7

5:00 a.m.-2:41 p.m.

2 stops8h 41m

C$ 517

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 5/7

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

2 stops11h 48m

Winnipeg

Tue 21/7

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

1 stop6h 00m

C$ 521

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 27/6

5:10 a.m.-11:15 a.m.

1 stop7h 05m

Winnipeg

Sat 4/7

7:40 p.m.-8:52 a.m.

1 stop12h 12m

C$ 523

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 11/7

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

2 stops11h 48m

Winnipeg

Fri 24/7

12:15 p.m.-6:35 p.m.

1 stop5h 20m

C$ 532

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 3/7

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

2 stops11h 48m

Winnipeg

Thu 9/7

12:15 p.m.-6:35 p.m.

1 stop5h 20m

C$ 534

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 28/9

6:00 a.m.-11:12 a.m.

1 stop6h 12m

Winnipeg

Thu 22/10

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

1 stop5h 31m

C$ 535

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 20/7

8:25 p.m.-8:40 a.m.

1 stop13h 15m

Winnipeg

Wed 22/7

8:10 p.m.-10:29 a.m.

1 stop13h 19m

C$ 539

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 11/7

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

1 stop6h 14m

Winnipeg

Fri 24/7

12:15 p.m.-6:35 p.m.

1 stop5h 20m

C$ 548

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?

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$ 595, 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$ 610.

Can stopping save me money on Boston to Winnipeg flights?

You could potentially save up to 42% 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 June 2026, prices for Boston to Winnipeg flights are approximately 37% 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

Fastest flight time

5h 29m

Direct flights

None
The fastest flight from Boston to Winnipeg takes 5h 29m
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 29m 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

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