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

Flights connecting via Toronto (YYZ) have the shortest average one-way travel time: 6h 08m.

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

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

What airlines fly to Winnipeg?

Air Canada, Delta and United Airlines 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.

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

Flights via Chicago (ORD) offer the lowest average round-trip price of $354.

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

Montreal (YUL) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

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

Toronto (YYZ) has the shortest average layover time for this route: 1h 17m.

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 2025, 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.

$178 Cheap Flights from Boston to Winnipeg in 2025/26

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7:00 am - 12:39 amBOS-YWG

18h 39m2 stops

7:30 am - 9:00 amYWG-BOS

24h 30m1 stop

$345Multiple Airlines

Find Deal

Wed, Nov 12 - Sun, Nov 16

5:30 am - 10:16 amBOS-YWG

5h 46m1 stop

8:15 am - 2:52 pmYWG-BOS

5h 37m1 stop

$380Air Canada

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Thu, Dec 11 - Fri, Dec 12

5:50 am - 7:35 pmBOS-YWG

14h 45m2 stops

7:30 am - 11:57 pmYWG-BOS

15h 27m2 stops

$403Multiple Airlines

Find Deal

Thu, Dec 11 - Fri, Dec 12

5:30 am - 10:16 amBOS-YWG

5h 46m1 stop

7:05 pm - 9:57 amYWG-BOS

13h 52m1 stop

$410Air Canada

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Wed, Nov 12 - Fri, Nov 14

6:00 am - 3:07 pmBOS-YWG

10h 07m1 stop

7:30 am - 10:22 amYWG-BOS

25h 52m1 stop

$413Multiple Airlines

Find Deal

Sun, Nov 30 - Sun, Dec 7

7:00 am - 12:39 amBOS-YWG

18h 39m2 stops

4:00 pm - 8:28 amYWG-BOS

15h 28m1 stop

$424Multiple Airlines

Find Deal

Wed, Nov 12 - Fri, Nov 14

3:00 pm - 11:27 pmBOS-YWG

9h 27m1 stop

12:20 pm - 7:30 pmYWG-BOS

6h 10m1 stop

$464Delta

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Fri, Oct 31 - Wed, Nov 5

3:00 pm - 11:27 pmBOS-YWG

9h 27m1 stop

12:20 pm - 9:27 pmYWG-BOS

8h 07m2 stops

$474Delta

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Fri, Oct 31 - Wed, Nov 5

8:15 am - 5:19 pmBOS-YWG

10h 04m2 stops

7:15 am - 6:41 pmYWG-BOS

10h 26m2 stops

$573United Airlines

Find Deal

Fri, Feb 20 - Tue, Feb 24

7:20 am - 11:35 pmBOS-YWG

17h 15m3 stops

12:10 pm - 7:49 amYWG-BOS

18h 39m2 stops

$690American Airlines

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Wed, Dec 10 - Fri, Dec 12

Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets

Delta

Oct 31

BOS3:00 pmBoston Logan Intl

9h 27m

1 stop

YWG11:27 pmWinnipeg

Nov 5

YWG12:20 pmWinnipeg

6h 10m

1 stop

BOS7:30 pmBoston Logan Intl

$464

Find similar

Delta

Oct 31

BOS3:00 pmBoston Logan Intl

9h 27m

1 stop

YWG11:27 pmWinnipeg

Nov 5

YWG12:20 pmWinnipeg

8h 07m

2 stops

BOS9:27 pmBoston Logan Intl

$474

Find similar

Delta

Nov 12

BOS9:00 amBoston Logan Intl

8h 59m

2 stops

YWG4:59 pmWinnipeg

Nov 14

YWG6:40 amWinnipeg

12h 45m

2 stops

BOS8:25 pmBoston Logan Intl

$479

Find similar

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

Dec 11

BOS5:30 amBoston Logan Intl

5h 46m

1 stop

YWG10:16 amWinnipeg

Dec 12

YWG8:15 amWinnipeg

5h 37m

1 stop

BOS2:52 pmBoston Logan Intl

$380

Find similar

Air Canada

Nov 12

BOS5:30 amBoston Logan Intl

5h 46m

1 stop

YWG10:16 amWinnipeg

Nov 14

YWG7:05 pmWinnipeg

13h 52m

1 stop

BOS9:57 amBoston Logan Intl

$410

Find similar

Air Canada

Feb 26

BOS10:15 amBoston Logan Intl

7h 20m

1 stop

YWG4:35 pmWinnipeg

Mar 2

YWG1:45 pmWinnipeg

6h 42m

1 stop

BOS9:27 pmBoston Logan Intl

$448

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Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 11/12

7:00 am-12:39 am

2 stops18h 39m

Winnipeg

Sun 11/16

7:30 am-9:00 am

1 stop24h 30m

$345

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 12/11

5:30 am-10:16 am

1 stop5h 46m

Winnipeg

Fri 12/12

8:15 am-2:52 pm

1 stop5h 37m

$380

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Thu 12/11

5:50 am-7:35 pm

2 stops14h 45m

Winnipeg

Fri 12/12

7:30 am-11:57 pm

2 stops15h 27m

$403

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 11/12

5:30 am-10:16 am

1 stop5h 46m

Winnipeg

Fri 11/14

7:05 pm-9:57 am

1 stop13h 52m

$410

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 11/30

6:00 am-3:07 pm

1 stop10h 07m

Winnipeg

Sun 12/7

7:30 am-10:22 am

1 stop25h 52m

$413

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 11/12

7:00 am-12:39 am

2 stops18h 39m

Winnipeg

Fri 11/14

4:00 pm-8:28 am

1 stop15h 28m

$424

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 10/31

3:00 pm-11:27 pm

1 stop9h 27m

Winnipeg

Wed 11/5

12:20 pm-7:30 pm

1 stop6h 10m

$464

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 10/31

3:00 pm-11:27 pm

1 stop9h 27m

Winnipeg

Wed 11/5

12:20 pm-9:27 pm

2 stops8h 07m

$474

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 2/20

8:15 am-5:19 pm

2 stops10h 04m

Winnipeg

Tue 2/24

7:15 am-6:41 pm

2 stops10h 26m

$573

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 12/10

7:20 am-11:35 pm

3 stops17h 15m

Winnipeg

Fri 12/12

12:10 pm-7:49 am

2 stops18h 39m

$690

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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, July 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 $233. If you’re not able to fly to Winnipeg in July, then January is your next best option. Flight prices from Boston to Winnipeg during January average around $341.

What is the cheapest day to depart on your flight to Winnipeg?

The cheapest day to depart on your flight to Winnipeg is on a Sunday when prices can be found for as low as $354. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Boston because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $789.

What is the cheapest time of day to depart on your flight to Winnipeg?

The cheapest time of day to fly to Winnipeg is at noon when flights can be purchased for as low as $405. If you have a flexible travel schedule, then try to avoid flying in the afternoon when prices are $552 on average. Flights to Winnipeg from Boston in the afternoon are generally more expensive because this time of day is more convenient for travelers’ schedules.

How far in advance should I book a flight to Winnipeg?

You are more likely to see cheaper flights to Winnipeg from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Winnipeg for around $437 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Winnipeg from Boston for as low as $291 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of October 2025, prices for Boston to Winnipeg flights are approximately 19% 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

Direct flights	None

There are no direct flights from Boston to Winnipeg. There are no popular flight routes from Boston to Winnipeg.

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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 46m, 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 2025, 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 Delta (18%), United Airlines (12%), and Porter 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
Air Canada	PriceFrom $134	Free Cancellation	Rating 7.1 10,304 reviews	Search Air Canada flights
United Airlines	PriceFrom $172	Free Cancellation	Rating 7.4 8,979 reviews	Search United Airlines flights
Delta	PriceFrom $228	Free Cancellation	Rating 7.9 7,979 reviews	Search Delta flights
Porter Airlines	PriceFrom $283	Free Cancellation	Rating 8.0 381 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.

An easier way to manage your Winnipeg trip

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Cheap flights from Boston to Winnipeg from $178

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 10/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets

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Our best Air Canada deals on Boston to Winnipeg flight tickets

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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 cheapest month to fly to Winnipeg?

What is the cheapest day to depart on your flight to Winnipeg?

What is the cheapest time of day to depart on your flight to Winnipeg?

How far in advance should I book a flight to Winnipeg?

How have Boston to Winnipeg flight prices changed over time?

As of October 2025, prices for Boston to Winnipeg flights are approximately 19% cheaper when compared to flights at the same time last year.

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

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

What airlines fly to Winnipeg?

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

Montreal (YUL) was the most common stop: 60% of momondo users choosing 1-stop flights on this route connected there.

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

Flights via Chicago (ORD) offer the lowest average round-trip price of $354.

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

Flights connecting via Toronto (YYZ) have the shortest average one-way travel time: 6h 08m.

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

Toronto (YYZ) has the shortest average layover time for this route: 1h 17m.

When to book flights from Boston to Winnipeg

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

Direct flights

How far is Boston Logan Intl to Winnipeg by plane?

When did momondo last update prices for flights from Boston Logan Intl Airport to Winnipeg Airport?

How many operators does momondo search 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?

What documentation or ID do you need to fly to Winnipeg Airport?

What is the most popular airline from Boston to Winnipeg?

Best airlines flying from Boston to Winnipeg

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

Traveling to a place near Winnipeg?

Why use momondo?

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

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

How can momondo help me find flights 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?

An easier way to manage your Winnipeg trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Canada

Airports servicing Manitoba