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

Air Canada, Porter Airlines, and American Airlines are the most popular carriers operating from Boston Logan Intl to Winnipeg

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 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 58% 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.

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 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.

$157 Cheap Flights from Boston to Winnipeg in 2026/27

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Find the cheapest flights from Boston to Winnipeg

Round-trip

One-way

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Cheap round-trip flights

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3:30 pm - 12:44 amBOS Boston Logan Intl-YWG Winnipeg

9h 14m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

7:00 am - 2:53 pmYWG Winnipeg-BOS Boston Logan Intl

7h 53m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

$303Air Canada

Thu, Nov 26 - Sat, Dec 5

10:25 am - 5:38 pmBOS Boston Logan Intl-YWG Winnipeg

7h 13m1 stop Montreal Pierre Elliott Trudeau Intl

7:00 am - 2:53 pmYWG Winnipeg-BOS Boston Logan Intl

7h 53m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

$308Air Canada

Thu, Nov 26 - Sat, Dec 5

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

5h 55m1 stop Ottawa

11:40 am - 9:42 pmYWG Winnipeg-BOS Boston Logan Intl

10h 02m2 stops Ottawa Toronto Island

$315Porter Airlines

Mon, Mar 1 - Tue, Mar 9

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

6h 00m1 stop Ottawa

12:40 pm - 9:44 pmYWG Winnipeg-BOS Boston Logan Intl

9h 04m2 stops Ottawa Toronto Island

$326Porter Airlines

Thu, Feb 4 - Tue, Feb 9

5:40 am - 11:55 amBOS Boston Logan Intl-YWG Winnipeg

6h 15m1 stop Minneapolis St Paul

5:35 pm - 11:53 pmYWG Winnipeg-BOS Boston Logan Intl

6h 18m1 stop Minneapolis St Paul

$363Delta

Tue, Mar 2 - Fri, Mar 5

5:25 pm - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

16h 50m1 stop Toronto Pearson Intl

10:35 am - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

8h 35m1 stop Toronto Pearson Intl

$407Multiple Airlines

Thu, Feb 4 - Tue, Feb 9

1:15 pm - 7:06 pmBOS Boston Logan Intl-YWG Winnipeg

5h 51m1 stop Ottawa

10:35 am - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

8h 35m1 stop Toronto Pearson Intl

$409Multiple Airlines

Sat, Nov 28 - Tue, Dec 1

5:35 am - 11:31 amBOS Boston Logan Intl-YWG Winnipeg

5h 56m1 stop Minneapolis St Paul

6:25 am - 5:01 pmYWG Winnipeg-BOS Boston Logan Intl

10h 36m1 stop Minneapolis St Paul

$421Delta

Mon, Dec 7 - Wed, Dec 9

11:35 am - 9:57 pmBOS Boston Logan Intl-YWG Winnipeg

10h 22m1 stop Denver Intl

8:00 am - 1:50 pmYWG Winnipeg-BOS Boston Logan Intl

5h 50m1 stop Chicago O'Hare Intl

$843United Airlines

Mon, Mar 1 - Tue, Mar 9

8:27 am - 9:55 pmBOS Boston Logan Intl-YWG Winnipeg

13h 28m2 stops Los Angeles Denver Intl

9:40 am - 8:04 pmYWG Winnipeg-BOS Boston Logan Intl

10h 24m1 stop Denver Intl

$861United Airlines

Thu, Dec 3 - Sat, Dec 12

Cheap last minute flights

Enter your travel dates to find the best prices.

7:50 pm - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

14h 25m1 stop Toronto Island

8:55 pm - 5:17 pmYWG Winnipeg-BOS Boston Logan Intl

20h 22m2 stops Vancouver Intl Seattle/Tacoma Intl

$907Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

1:15 pm - 1:44 amBOS Boston Logan Intl-YWG Winnipeg

12h 29m2 stops Ottawa Toronto Island

12:35 pm - 9:35 pmYWG Winnipeg-BOS Boston Logan Intl

9h 00m2 stops Ottawa Toronto Island

$986Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

7:50 pm - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

14h 25m1 stop Toronto Island

6:00 am - 11:58 pmYWG Winnipeg-BOS Boston Logan Intl

17h 58m2 stops Vancouver Intl Seattle/Tacoma Intl

$1,002Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

7:50 pm - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

14h 25m1 stop Toronto Island

9:35 pm - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

21h 35m2 stops Calgary Toronto Pearson Intl

$1,007Multiple Airlines

Tue, Nov 3 - Fri, Nov 6

5:25 pm - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

16h 50m1 stop Toronto Pearson Intl

9:35 pm - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

21h 35m2 stops Calgary Toronto Pearson Intl

$1,033Multiple Airlines

Mon, Nov 2 - Fri, Nov 6

9:50 am - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

24h 25m1 stop Toronto Pearson Intl

11:00 am - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

8h 10m1 stop Toronto Pearson Intl

$1,086Multiple Airlines

Tue, Nov 3 - Thu, Nov 5

5:25 pm - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

16h 50m1 stop Toronto Pearson Intl

7:55 pm - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

23h 15m1 stop Toronto Pearson Intl

$1,105Multiple Airlines

Mon, Nov 2 - Fri, Nov 6

9:50 am - 10:15 amBOS Boston Logan Intl-YWG Winnipeg

24h 25m1 stop Toronto Pearson Intl

7:55 pm - 7:10 pmYWG Winnipeg-BOS Boston Logan Intl

23h 15m1 stop Toronto Pearson Intl

$1,113Multiple Airlines

Tue, Nov 3 - Fri, Nov 6

3:15 pm - 12:19 amBOS Boston Logan Intl-YWG Winnipeg

9h 04m1 stop Minneapolis St Paul

5:45 pm - 12:20 amYWG Winnipeg-BOS Boston Logan Intl

6h 35m1 stop Minneapolis St Paul

$1,621Delta

Sun, Nov 1 - Thu, Nov 5

1:00 pm - 12:19 amBOS Boston Logan Intl-YWG Winnipeg

11h 19m2 stops New York LaGuardia Minneapolis St Paul

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

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

$1,701Delta

Mon, Nov 2 - Thu, Nov 5

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

Mar 1

BOS1:15 pmBoston Logan Intl

5h 55m

1 stop

YWG7:10 pmWinnipeg

Mar 9

YWG11:40 amWinnipeg

10h 02m

2 stops

BOS9:42 pmBoston Logan Intl

$315

Porter Airlines

Mar 1

BOS8:00 amBoston Logan Intl

11h 10m

2 stops

YWG7:10 pmWinnipeg

Mar 9

YWG11:40 amWinnipeg

10h 02m

2 stops

BOS9:42 pmBoston Logan Intl

$326

Porter Airlines

Mar 1

BOS1:15 pmBoston Logan Intl

6h 04m

1 stop

YWG7:19 pmWinnipeg

Mar 9

YWG12:40 pmWinnipeg

9h 04m

2 stops

BOS9:44 pmBoston Logan Intl

$329

Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets

Delta

Mar 2

BOS5:40 amBoston Logan Intl

6h 15m

1 stop

YWG11:55 amWinnipeg

Mar 5

YWG5:35 pmWinnipeg

6h 18m

1 stop

BOS11:53 pmBoston Logan Intl

$363

Delta

Dec 7

BOS5:35 amBoston Logan Intl

5h 56m

1 stop

YWG11:31 amWinnipeg

Dec 9

YWG6:25 amWinnipeg

10h 36m

1 stop

BOS5:01 pmBoston Logan Intl

$421

Delta

Mar 1

BOS3:00 pmBoston Logan Intl

9h 34m

1 stop

YWG12:34 amWinnipeg

Mar 9

YWG6:35 amWinnipeg

10h 06m

1 stop

BOS4:41 pmBoston Logan Intl

$509

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 11/26

3:30 pm-12:44 am

2 stops9h 14m

Winnipeg

Sat 12/5

7:00 am-2:53 pm

2 stops7h 53m

$303

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 11/26

10:25 am-5:38 pm

1 stop7h 13m

Winnipeg

Sat 12/5

7:00 am-2:53 pm

2 stops7h 53m

$308

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 3/1

1:15 pm-7:10 pm

1 stop5h 55m

Winnipeg

Tue 3/9

11:40 am-9:42 pm

2 stops10h 02m

$315

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 2/4

1:15 pm-7:15 pm

1 stop6h 00m

Winnipeg

Tue 2/9

12:40 pm-9:44 pm

2 stops9h 04m

$326

Quickest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 3/2

5:40 am-11:55 am

1 stop6h 15m

Winnipeg

Fri 3/5

5:35 pm-11:53 pm

1 stop6h 18m

$363

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 2/4

5:25 pm-10:15 am

1 stop16h 50m

Winnipeg

Tue 2/9

10:35 am-7:10 pm

1 stop8h 35m

$407

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Sat 11/28

1:15 pm-7:06 pm

1 stop5h 51m

Winnipeg

Tue 12/1

10:35 am-7:10 pm

1 stop8h 35m

$409

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 12/7

5:35 am-11:31 am

1 stop5h 56m

Winnipeg

Wed 12/9

6:25 am-5:01 pm

1 stop10h 36m

$421

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 3/1

11:35 am-9:57 pm

1 stop10h 22m

Winnipeg

Tue 3/9

8:00 am-1:50 pm

1 stop5h 50m

$843

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 12/3

8:27 am-9:55 pm

2 stops13h 28m

Winnipeg

Sat 12/12

9:40 am-8:04 pm

1 stop10h 24m

$861

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 $380 to $786.
The lowest price recently found on this route was $303.

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 October is your next best option. Flight prices from Boston to Winnipeg during October average around $366.

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	$157
Fastest flight time	5h 59m
Direct flights	None

The best one-way flight to Winnipeg from Boston in the past 72 hours is $157. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $303.

The fastest flight from Boston to Winnipeg takes 5h 59m

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 59m, 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 (58% of total bookings). The next most popular airlines are Porter Airlines (19%), Delta (14%), 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 7.3 10,451 reviews	Search United Airlines flights
Air Canada	PriceFrom $204	Free Cancellation	Rating 7.1 11,833 reviews	Search Air Canada flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,693 reviews	Search Delta flights
Porter Airlines	PriceFrom $352	Free Cancellation	Rating 8.0 467 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.