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.

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.

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

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

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 60% 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.

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

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

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.

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 October 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.

$174 Cheap Flights from Boston to Winnipeg in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Boston to Winnipeg

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:00 pm - 1:34 amBOS Boston Logan Intl-YWG Winnipeg

10h 34m1 stop Minneapolis St Paul

5:38 pm - 10:53 pmYWG Winnipeg-BOS Boston Logan Intl

5h 15m1 stop Minneapolis St Paul

$324Delta

Thu, Feb 4 - Tue, Feb 9

5:40 am - 12:50 pmBOS Boston Logan Intl-YWG Winnipeg

7h 10m1 stop Minneapolis St Paul

12:30 pm - 10:53 pmYWG Winnipeg-BOS Boston Logan Intl

10h 23m1 stop Minneapolis St Paul

$324Delta

Wed, Feb 3 - Sun, Feb 7

1:15 pm - 7:10 pmBOS Boston Logan Intl-YWG Winnipeg

5h 55m1 stop Ottawa

11:40 am - 8:32 pmYWG Winnipeg-BOS Boston Logan Intl

8h 52m2 stops Ottawa Toronto Island

$334Porter Airlines

Wed, Feb 3 - Mon, Feb 8

8:00 am - 7:10 pmBOS Boston Logan Intl-YWG Winnipeg

11h 10m2 stops Toronto Island Ottawa

11:40 am - 8:32 pmYWG Winnipeg-BOS Boston Logan Intl

8h 52m2 stops Ottawa Toronto Island

$344Porter Airlines

Wed, Feb 3 - Mon, Feb 8

5:40 am - 12:50 pmBOS Boston Logan Intl-YWG Winnipeg

7h 10m1 stop Minneapolis St Paul

5:38 pm - 10:53 pmYWG Winnipeg-BOS Boston Logan Intl

5h 15m1 stop Minneapolis St Paul

$344WestJet

Thu, Feb 4 - Sun, Feb 7

1:15 pm - 7:10 pmBOS Boston Logan Intl-YWG Winnipeg

5h 55m1 stop Ottawa

7:55 pm - 8:10 amYWG Winnipeg-BOS Boston Logan Intl

12h 15m1 stop Toronto Pearson Intl

$385Multiple Airlines

Thu, Nov 5 - Sun, Nov 8

7:01 am - 12:37 pmBOS Boston Logan Intl-YWG Winnipeg

6h 36m1 stop Chicago O'Hare Intl

7:00 am - 7:25 pmYWG Winnipeg-BOS Boston Logan Intl

11h 25m2 stops Chicago O'Hare Intl Newark

$471United Airlines

Thu, Oct 22 - Sat, Oct 24

6:00 am - 12:37 pmBOS Boston Logan Intl-YWG Winnipeg

7h 37m1 stop Chicago O'Hare Intl

7:00 am - 7:25 pmYWG Winnipeg-BOS Boston Logan Intl

11h 25m2 stops Chicago O'Hare Intl Newark

$536United Airlines

Thu, Oct 22 - Sat, Oct 24

5:30 am - 12:05 pmBOS Boston Logan Intl-YWG Winnipeg

6h 35m1 stop Montreal Pierre Elliott Trudeau Intl

9:05 am - 1:53 pmYWG Winnipeg-BOS Boston Logan Intl

4h 48m1 stop Montreal Pierre Elliott Trudeau Intl

$665Air Canada

Thu, Nov 5 - Fri, Nov 13

5:45 am - 1:49 pmBOS Boston Logan Intl-YWG Winnipeg

8h 04m1 stop Toronto Pearson Intl

3:40 pm - 9:37 pmYWG Winnipeg-BOS Boston Logan Intl

5h 57m1 stop Toronto Pearson Intl

$678Air Canada

Wed, Nov 11 - Wed, Nov 18

Cheap last minute flights

Enter your travel dates to find the best prices.

10:05 am - 4:25 pmBOS Boston Logan Intl-YWG Winnipeg

7h 20m1 stop Toronto Pearson Intl

8:10 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

11h 55m1 stop Toronto Pearson Intl

$798Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

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

$804Porter Airlines

Wed, Oct 7 - Wed, Oct 14

10:05 am - 4:25 pmBOS Boston Logan Intl-YWG Winnipeg

7h 20m1 stop Toronto Pearson Intl

8:10 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

11h 55m1 stop Toronto Pearson Intl

$805Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

10:05 am - 4:25 pmBOS Boston Logan Intl-YWG Winnipeg

7h 20m1 stop Toronto Pearson Intl

11:40 am - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

20h 25m2 stops Ottawa Toronto Pearson Intl

$810Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

3:55 pm - 8:40 amBOS Boston Logan Intl-YWG Winnipeg

17h 45m2 stops Ottawa Toronto Pearson Intl

8:10 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

11h 55m1 stop Toronto Pearson Intl

$833Multiple Airlines

Thu, Oct 8 - Mon, Oct 12

8:25 pm - 10:20 amBOS Boston Logan Intl-YWG Winnipeg

14h 55m2 stops Toronto Island MET - Montreal Metropolitan

4:15 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

15h 50m2 stops Ottawa Toronto Pearson Intl

$879Porter Airlines

Thu, Oct 8 - Mon, Oct 12

3:55 pm - 7:50 pmBOS Boston Logan Intl-YWG Winnipeg

28h 55m2 stops Ottawa Toronto Pearson Intl

8:45 pm - 10:33 pmYWG Winnipeg-BOS Boston Logan Intl

24h 48m2 stops Toronto Pearson Intl New York LaGuardia

$1,151Porter Airlines

Thu, Oct 8 - Mon, Oct 12

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

11h 58m2 stops Toronto Island Ottawa

8:45 pm - 10:33 pmYWG Winnipeg-BOS Boston Logan Intl

24h 48m2 stops Toronto Pearson Intl New York LaGuardia

$1,162Porter Airlines

Fri, Oct 9 - Mon, Oct 12

7:27 am - 4:50 pmBOS Boston Logan Intl-YWG Winnipeg

10h 23m1 stop Minneapolis St Paul

12:38 pm - 1:20 amYWG Winnipeg-BOS Boston Logan Intl

11h 42m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

$1,168Delta

Wed, Oct 7 - Wed, Oct 14

12:00 pm - 11:19 pmBOS Boston Logan Intl-YWG Winnipeg

12h 19m2 stops New York LaGuardia Minneapolis St Paul

12:38 pm - 1:20 amYWG Winnipeg-BOS Boston Logan Intl

11h 42m2 stops Minneapolis St Paul Atlanta Hartsfield-Jackson

$1,238Delta

Wed, Oct 7 - Wed, Oct 14

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

Feb 3

BOS1:15 pmBoston Logan Intl

5h 55m

1 stop

YWG7:10 pmWinnipeg

Feb 8

YWG11:40 amWinnipeg

8h 52m

2 stops

BOS8:32 pmBoston Logan Intl

$334

Porter Airlines

Feb 3

BOS8:00 amBoston Logan Intl

11h 10m

2 stops

YWG7:10 pmWinnipeg

Feb 8

YWG11:40 amWinnipeg

8h 52m

2 stops

BOS8:32 pmBoston Logan Intl

$344

Porter Airlines

Feb 4

BOS8:00 amBoston Logan Intl

11h 10m

2 stops

YWG7:10 pmWinnipeg

Feb 7

YWG11:40 amWinnipeg

8h 52m

2 stops

BOS8:32 pmBoston Logan Intl

$345

Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets

Delta

Feb 4

BOS3:00 pmBoston Logan Intl

9h 34m

1 stop

YWG12:34 amWinnipeg

Feb 7

YWG5:38 pmWinnipeg

5h 15m

1 stop

BOS10:53 pmBoston Logan Intl

$324

Delta

Oct 22

BOS3:15 pmBoston Logan Intl

9h 04m

1 stop

YWG11:19 pmWinnipeg

Oct 24

YWG5:40 pmWinnipeg

5h 40m

1 stop

BOS12:20 amBoston Logan Intl

$335

Delta

Nov 5

BOS7:27 amBoston Logan Intl

6h 21m

1 stop

YWG1:48 pmWinnipeg

Nov 13

YWG6:35 amWinnipeg

9h 09m

1 stop

BOS3:44 pmBoston Logan Intl

$357

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 2/4

3:00 pm-1:34 am

1 stop10h 34m

Winnipeg

Tue 2/9

5:38 pm-10:53 pm

1 stop5h 15m

$324

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 2/3

5:40 am-12:50 pm

1 stop7h 10m

Winnipeg

Sun 2/7

12:30 pm-10:53 pm

1 stop10h 23m

$324

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 2/3

1:15 pm-7:10 pm

1 stop5h 55m

Winnipeg

Mon 2/8

11:40 am-8:32 pm

2 stops8h 52m

$334

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 2/3

8:00 am-7:10 pm

2 stops11h 10m

Winnipeg

Mon 2/8

11:40 am-8:32 pm

2 stops8h 52m

$344

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 2/4

5:40 am-12:50 pm

1 stop7h 10m

Winnipeg

Sun 2/7

5:38 pm-10:53 pm

1 stop5h 15m

$344

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 11/5

1:15 pm-7:10 pm

1 stop5h 55m

Winnipeg

Sun 11/8

7:55 pm-8:10 am

1 stop12h 15m

$385

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 10/22

7:01 am-12:37 pm

1 stop6h 36m

Winnipeg

Sat 10/24

7:00 am-7:25 pm

2 stops11h 25m

$471

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 10/22

6:00 am-12:37 pm

1 stop7h 37m

Winnipeg

Sat 10/24

7:00 am-7:25 pm

2 stops11h 25m

$536

Quickest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 11/5

5:30 am-12:05 pm

1 stop6h 35m

Winnipeg

Fri 11/13

9:05 am-1:53 pm

1 stop4h 48m

$665

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 11/11

5:45 am-1:49 pm

1 stop8h 04m

Winnipeg

Wed 11/18

3:40 pm-9:37 pm

1 stop5h 57m

$678

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 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 $339 to $519.
The lowest price recently found on this route was $324.

What is the cheapest month to fly to Winnipeg?

In general, September 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 $364. If you’re not able to fly to Winnipeg in September, then August is your next best option. Flight prices from Boston to Winnipeg during August average around $437.

How have Boston to Winnipeg flight prices changed over time?

As of October 2026, prices for Boston to Winnipeg flights are approximately 20% 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	$174
Fastest flight time	5h 55m
Direct flights	None

The best one-way flight to Winnipeg from Boston in the past 72 hours is $174. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $324.

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 October 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 (60% of total bookings). The next most popular airlines are Porter Airlines (18%), Delta (13%), and United Airlines (9%).

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 10,285 reviews	Search United Airlines flights
Air Canada	PriceFrom $204	Free Cancellation	Rating 7.1 11,718 reviews	Search Air Canada flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,626 reviews	Search Delta flights
Porter Airlines	PriceFrom $352	Free Cancellation	Rating 8.0 466 reviews	Search Porter Airlines flights

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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.