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Cheap flights from Boston to Winnipeg from C$ 230

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 14/9. 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.
Air Canada Logo
10:40 a.m. - 3:09 p.m.
BOS
-
YWG
5h 29m
1 stop
Air Canada Logo
3:20 p.m. - 10:40 p.m.
YWG
-
BOS
6h 20m
1 stop
C$ 485Air Canada
Fri, 11 Sep - Sat, 19 Sep
Multiple Airlines Logo
8:25 p.m. - 5:58 p.m.
BOS
-
YWG
22h 33m
2 stops
Multiple Airlines Logo
6:15 a.m. - 4:46 p.m.
YWG
-
BOS
9h 31m
1 stop
C$ 486Multiple Airlines
Fri, 11 Sep - Sat, 19 Sep
Multiple Airlines Logo
7:30 p.m. - 9:45 a.m.
BOS
-
YWG
15h 15m
1 stop
Multiple Airlines Logo
11:15 a.m. - 10:30 a.m.
YWG
-
BOS
22h 15m
2 stops
C$ 488Multiple Airlines
Mon, 14 Sep - Tue, 22 Sep
Multiple Airlines Logo
8:25 p.m. - 5:58 p.m.
BOS
-
YWG
22h 33m
2 stops
Multiple Airlines Logo
7:45 a.m. - 6:35 p.m.
YWG
-
BOS
9h 50m
1 stop
C$ 499Multiple Airlines
Fri, 11 Sep - Wed, 16 Sep
Multiple Airlines Logo
10:05 a.m. - 8:45 p.m.
BOS
-
YWG
11h 40m
1 stop
Multiple Airlines Logo
11:40 a.m. - 10:30 a.m.
YWG
-
BOS
21h 50m
2 stops
C$ 500Multiple Airlines
Mon, 14 Sep - Tue, 22 Sep
Air Canada Logo
3:35 p.m. - 11:27 p.m.
BOS
-
YWG
8h 52m
2 stops
Air Canada Logo
12:20 p.m. - 9:26 p.m.
YWG
-
BOS
8h 06m
2 stops
C$ 502Air Canada
Fri, 11 Sep - Sat, 19 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. - 6:50 p.m.
YWG
-
BOS
5h 35m
1 stop
C$ 507Porter Airlines
Thu, 27 Aug - Mon, 31 Aug
Multiple Airlines Logo
7:30 p.m. - 9:45 a.m.
BOS
-
YWG
15h 15m
1 stop
Multiple Airlines Logo
7:45 a.m. - 6:35 p.m.
YWG
-
BOS
9h 50m
1 stop
C$ 509Multiple Airlines
Fri, 11 Sep - Wed, 16 Sep
Multiple Airlines Logo
7:30 p.m. - 12:55 a.m.
BOS
-
YWG
6h 25m
1 stop
Multiple Airlines Logo
7:45 a.m. - 6:35 p.m.
YWG
-
BOS
9h 50m
1 stop
C$ 510Multiple Airlines
Mon, 14 Sep - Tue, 22 Sep
Multiple Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
Multiple Airlines Logo
9:05 p.m. - 5:40 p.m.
YWG
-
BOS
19h 35m
1 stop
C$ 514Multiple Airlines
Mon, 14 Sep - Tue, 22 Sep

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets
Porter Airlines
27 Aug
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
31 Aug
YWG12:15 p.m.Winnipeg
5h 35m
1 stop
BOS6:50 p.m.Boston Logan Intl
C$ 507
Porter Airlines
29 Aug
BOS7:10 a.m.Boston Logan Intl
11h 48m
2 stops
YWG5:58 p.m.Winnipeg
5 Sep
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
C$ 526
Porter Airlines
29 Aug
BOS7:10 a.m.Boston Logan Intl
11h 48m
2 stops
YWG5:58 p.m.Winnipeg
5 Sep
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
C$ 527

United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets
United Airlines
17 Aug
BOS6:01 a.m.Boston Logan Intl
6h 51m
1 stop
YWG11:52 a.m.Winnipeg
19 Aug
YWG7:00 a.m.Winnipeg
11h 19m
1 stop
BOS7:19 p.m.Boston Logan Intl
C$ 575
United Airlines
3 Aug
BOS6:00 a.m.Boston Logan Intl
6h 52m
1 stop
YWG11:52 a.m.Winnipeg
3 Aug
YWG7:10 p.m.Winnipeg
15h 06m
2 stops
BOS11:16 a.m.Boston Logan Intl
C$ 1,098
United Airlines
3 Aug
BOS6:05 a.m.Boston Logan Intl
11h 15m
2 stops
YWG4:20 p.m.Winnipeg
3 Aug
YWG7:10 p.m.Winnipeg
15h 06m
2 stops
BOS11:16 a.m.Boston Logan Intl
C$ 1,574

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 27 July 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

Fri 11/9

10:40 a.m.-3:09 p.m.

1 stop5h 29m

Winnipeg

Sat 19/9

3:20 p.m.-10:40 p.m.

1 stop6h 20m

C$ 485

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 11/9

8:25 p.m.-5:58 p.m.

2 stops22h 33m

Winnipeg

Sat 19/9

6:15 a.m.-4:46 p.m.

1 stop9h 31m

C$ 486

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 14/9

7:30 p.m.-9:45 a.m.

1 stop15h 15m

Winnipeg

Tue 22/9

11:15 a.m.-10:30 a.m.

2 stops22h 15m

C$ 488

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 11/9

8:25 p.m.-5:58 p.m.

2 stops22h 33m

Winnipeg

Wed 16/9

7:45 a.m.-6:35 p.m.

1 stop9h 50m

C$ 499

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 14/9

10:05 a.m.-8:45 p.m.

1 stop11h 40m

Winnipeg

Tue 22/9

11:40 a.m.-10:30 a.m.

2 stops21h 50m

C$ 500

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 11/9

3:35 p.m.-11:27 p.m.

2 stops8h 52m

Winnipeg

Sat 19/9

12:20 p.m.-9:26 p.m.

2 stops8h 06m

C$ 502

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 27/8

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

1 stop6h 14m

Winnipeg

Mon 31/8

12:15 p.m.-6:50 p.m.

1 stop5h 35m

C$ 507

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 11/9

7:30 p.m.-9:45 a.m.

1 stop15h 15m

Winnipeg

Wed 16/9

7:45 a.m.-6:35 p.m.

1 stop9h 50m

C$ 509

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 14/9

7:30 p.m.-12:55 a.m.

1 stop6h 25m

Winnipeg

Tue 22/9

7:45 a.m.-6:35 p.m.

1 stop9h 50m

C$ 510

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 14/9

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

1 stop6h 14m

Winnipeg

Tue 22/9

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

1 stop19h 35m

C$ 514

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 low for flights on this route.

Typical prices usually range from C$ 579 to C$ 995.
The lowest price recently found on this route was C$ 485.

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$ 717, 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 May is also very affordable. Most momondo users find prices during this month for around C$ 728.

Can stopping save me money on Boston to Winnipeg flights?

You could potentially save up to 33% 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 July 2026, 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

Fastest flight time

6h 14m

Direct flights

None
The fastest flight from Boston to Winnipeg takes 6h 14m
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 14m 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.

An easier way to manage your Winnipeg trip

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