Which layover airport has the shortest connection time from Boston to Winnipeg?

Montreal (YUL) has the shortest average layover time for this route: 1h 13m.

Which airport is the most popular layover for flights between Boston and Winnipeg?

Toronto (YYZ) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

What is the cheapest airline that flies from Boston Logan Intl to Winnipeg?

Delta, Porter Airlines, and United Airlines are the most popular carriers operating from Boston Logan Intl to Winnipeg

Which layover airport offers the lowest fares from Boston to Winnipeg?

Flights via Toronto (YYZ) offer the lowest average round-trip price of $366.

Which layover airport has the shortest travel time from Boston to Winnipeg?

Flights connecting via Montreal (YUL) have the shortest average one-way travel time: 5h 46m.

What airlines fly to Winnipeg?

Air Canada, Porter Airlines and Delta are the top three most popular airlines that fly to Winnipeg from Boston according to our data. Air Canada is the first choice among our users, with 61% of people opting to fly with this airline when traveling to Winnipeg. Keep in mind that there are 4 different airlines that fly to Winnipeg on a routine basis, so you have a few additional options to choose from.

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 updated daily.

How many operators does momondo search for flights from Boston Logan Intl Airport to Winnipeg Airport?

As of September 2026, there are 4 operators available to choose from for flights from Boston Logan Intl Airport to Winnipeg Airport.

How old do you have to be to fly from Boston Logan Intl Airport to Winnipeg Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$122 Cheap Flights from Boston to Winnipeg in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Winnipeg

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 11:12 amBOS Boston Logan Intl-YWG Winnipeg

6h 12m1 stop Toronto Pearson Intl

3:20 pm - 10:40 pmYWG Winnipeg-BOS Boston Logan Intl

6h 20m1 stop Toronto Pearson Intl

$258Air Canada

Sun, Sep 20 - Tue, Sep 29

11:10 am - 5:58 pmBOS Boston Logan Intl-YWG Winnipeg

7h 48m2 stops Toronto Island Ottawa

3:20 pm - 10:40 pmYWG Winnipeg-BOS Boston Logan Intl

6h 20m1 stop Toronto Pearson Intl

$259Multiple Airlines

Sun, Sep 20 - Tue, Sep 29

7:00 am - 5:58 pmBOS Boston Logan Intl-YWG Winnipeg

11h 58m2 stops Toronto Island Ottawa

5:00 am - 2:41 pmYWG Winnipeg-BOS Boston Logan Intl

8h 41m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$261Multiple Airlines

Sun, Sep 20 - Tue, Sep 29

10:05 am - 3:20 pmBOS Boston Logan Intl-YWG Winnipeg

6h 15m1 stop Toronto Pearson Intl

9:20 am - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

8h 15m1 stop Toronto Pearson Intl

$295Porter Airlines

Sat, Oct 10 - Fri, Oct 16

7:05 pm - 11:47 pmBOS Boston Logan Intl-YWG Winnipeg

5h 42m1 stop Toronto Pearson Intl

8:10 am - 2:41 pmYWG Winnipeg-BOS Boston Logan Intl

5h 31m1 stop Montreal Pierre Elliott Trudeau Intl

$296Air Canada

Fri, Oct 2 - Sun, Oct 11

6:00 am - 12:23 pmBOS Boston Logan Intl-YWG Winnipeg

7h 23m1 stop Chicago O'Hare Intl

8:40 am - 7:39 pmYWG Winnipeg-BOS Boston Logan Intl

9h 59m1 stop Denver Intl

$310United Airlines

Fri, Oct 30 - Mon, Nov 2

8:25 pm - 12:37 pmBOS Boston Logan Intl-YWG Winnipeg

17h 12m2 stops Newark Chicago O'Hare Intl

2:00 pm - 11:24 pmYWG Winnipeg-BOS Boston Logan Intl

8h 24m1 stop Chicago O'Hare Intl

$320United Airlines

Wed, Sep 30 - Wed, Oct 7

3:55 pm - 10:20 amBOS Boston Logan Intl-YWG Winnipeg

19h 25m3 stops Ottawa Toronto Pearson Intl Montreal St Hubert

6:55 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

13h 10m1 stop Toronto Pearson Intl

$346Porter Airlines

Sat, Oct 10 - Fri, Oct 16

7:05 am - 3:08 pmBOS Boston Logan Intl-YWG Winnipeg

9h 03m1 stop Minneapolis St Paul

6:40 am - 5:25 pmYWG Winnipeg-BOS Boston Logan Intl

9h 45m1 stop Minneapolis St Paul

$389Delta

Fri, Sep 18 - Sun, Sep 20

3:00 pm - 11:34 pmBOS Boston Logan Intl-YWG Winnipeg

9h 34m1 stop Minneapolis St Paul

5:38 pm - 11:53 pmYWG Winnipeg-BOS Boston Logan Intl

5h 15m1 stop Minneapolis St Paul

$561Delta

Tue, Jan 26 - Mon, Feb 1

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United Airlines flights from Boston to Winnipeg

Our best United Airlines deals on Boston to Winnipeg flight tickets

United Airlines

Oct 30

BOS6:00 amBoston Logan Intl

7h 23m

1 stop

YWG12:23 pmWinnipeg

Nov 2

YWG8:40 amWinnipeg

9h 59m

1 stop

BOS7:39 pmBoston Logan Intl

$310

United Airlines

Sep 30

BOS8:25 pmBoston Logan Intl

17h 12m

2 stops

YWG12:37 pmWinnipeg

Oct 7

YWG2:00 pmWinnipeg

8h 24m

1 stop

BOS11:24 pmBoston Logan Intl

$320

United Airlines

Oct 22

BOS6:00 amBoston Logan Intl

7h 37m

1 stop

YWG12:37 pmWinnipeg

Oct 31

YWG2:15 pmWinnipeg

6h 15m

1 stop

BOS9:30 pmBoston Logan Intl

$394

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

Oct 10

BOS10:05 amBoston Logan Intl

6h 15m

1 stop

YWG3:20 pmWinnipeg

Oct 16

YWG9:20 amWinnipeg

8h 15m

1 stop

BOS6:35 pmBoston Logan Intl

$295

Porter Airlines

Oct 10

BOS3:55 pmBoston Logan Intl

19h 25m

3 stops

YWG10:20 amWinnipeg

Oct 16

YWG6:55 pmWinnipeg

13h 10m

1 stop

BOS9:05 amBoston Logan Intl

$346

Porter Airlines

Oct 30

BOS1:15 pmBoston Logan Intl

5h 55m

1 stop

YWG6:10 pmWinnipeg

Nov 2

YWG11:40 amWinnipeg

8h 52m

2 stops

BOS9:32 pmBoston Logan Intl

$355

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sun 9/20

6:00 am-11:12 am

1 stop6h 12m

Winnipeg

Tue 9/29

3:20 pm-10:40 pm

1 stop6h 20m

$258

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sun 9/20

11:10 am-5:58 pm

2 stops7h 48m

Winnipeg

Tue 9/29

3:20 pm-10:40 pm

1 stop6h 20m

$259

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sun 9/20

7:00 am-5:58 pm

2 stops11h 58m

Winnipeg

Tue 9/29

5:00 am-2:41 pm

2 stops8h 41m

$261

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sat 10/10

10:05 am-3:20 pm

1 stop6h 15m

Winnipeg

Fri 10/16

9:20 am-6:35 pm

1 stop8h 15m

$295

Quickest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 10/2

7:05 pm-11:47 pm

1 stop5h 42m

Winnipeg

Sun 10/11

8:10 am-2:41 pm

1 stop5h 31m

$296

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 10/30

6:00 am-12:23 pm

1 stop7h 23m

Winnipeg

Mon 11/2

8:40 am-7:39 pm

1 stop9h 59m

$310

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 9/30

8:25 pm-12:37 pm

2 stops17h 12m

Winnipeg

Wed 10/7

2:00 pm-11:24 pm

1 stop8h 24m

$320

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sat 10/10

3:55 pm-10:20 am

3 stops19h 25m

Winnipeg

Fri 10/16

6:55 pm-9:05 am

1 stop13h 10m

$346

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Fri 9/18

7:05 am-3:08 pm

1 stop9h 03m

Winnipeg

Sun 9/20

6:40 am-5:25 pm

1 stop9h 45m

$389

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 1/26

3:00 pm-11:34 pm

1 stop9h 34m

Winnipeg

Mon 2/1

5:38 pm-11:53 pm

1 stop5h 15m

$561

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

What is the cheapest month to fly to Winnipeg?

In general, August is the cheapest month to fly from Boston to Winnipeg. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $437. If you’re not able to fly to Winnipeg in August, then May is your next best option. Flight prices from Boston to Winnipeg during May average around $517.

How have Boston to Winnipeg flight prices changed over time?

As of September 2026, prices for Boston to Winnipeg flights are approximately 18% 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

Best Price Found	$122
Fastest flight time	5h 55m
Direct flights	None

The best one-way flight to Winnipeg from Boston in the past 72 hours is $122. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $258.

The fastest flight from Boston to Winnipeg takes 5h 55m

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 1343.0 mi. Flights usually cover this in 5h 55m, depending on flying conditions and air traffic around both airports.
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 updated daily.
How many operators does momondo search for flights from Boston Logan Intl Airport to Winnipeg Airport?
As of September 2026, there are 4 operators available to choose from for flights from Boston Logan Intl Airport to Winnipeg Airport.
How old do you have to be to fly from Boston Logan Intl Airport to Winnipeg Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 required for your trip to Winnipeg Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Winnipeg Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular airline from Boston to Winnipeg?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Boston to Winnipeg is Air Canada (61% of total bookings). The next most popular airlines are Porter Airlines (16%), Delta (13%), and United Airlines (10%).

Best airlines flying from Boston to Winnipeg

Compare and see reviews for airlines that fly from Boston to Winnipeg with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $111	Free Cancellation	Rating 7.4 10,173 reviews	Search United Airlines flights
Air Canada	PriceFrom $204	Free Cancellation	Rating 7.1 11,592 reviews	Search Air Canada flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,557 reviews	Search Delta flights
Porter Airlines	PriceFrom $352	Free Cancellation	Rating 8.0 458 reviews	Search Porter Airlines flights

Selkirk

Portage la Prairie

Morden

Why use momondo?

Why should I use momondo to find a flight deal from Boston to Winnipeg?

It is quick and easy to find Boston to Winnipeg flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Winnipeg that suits you.

Can I find flights from Boston to Winnipeg with flexible booking policies on momondo?

Flights from Boston to Winnipeg with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Boston to Winnipeg?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Winnipeg from Boston.

I’m not ready to book a flight from Boston to Winnipeg right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Winnipeg, momondo offers a useful price alert feature which will track prices for flights to Winnipeg from Boston and alert you when they change.