What airlines fly to Winnipeg?

Air Canada, United 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 67% 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 airport is the most popular layover for flights between Boston and Winnipeg?

Montreal (YUL) was the most common stop: 57% 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 Toronto (YYZ) have the shortest average one-way travel time: 6h 12m.

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

Chicago (ORD) has the shortest average layover time for this route: 1h 21m.

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

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

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

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 June 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

Q: 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 $652 to $384. The lowest price recently found on this route was $371.

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.

3:35 pm - 9:19 pm

BOS

YWG

6h 44m

1 stop

2:05 pm - 10:38 pm

YWG

BOS

7h 33m

1 stop

$371Air Canada

Fri, Jul 3 - Thu, Jul 9

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

12:15 pm - 7:15 pm

YWG

BOS

6h 00m

1 stop

$374Porter Airlines

Sun, Jul 5 - Tue, Jul 21

3:35 pm - 9:19 pm

BOS

YWG

6h 44m

1 stop

2:05 pm - 10:38 pm

YWG

BOS

7h 33m

1 stop

$378Air Canada

Fri, Jul 3 - Thu, Jul 9

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

5:00 am - 11:52 am

YWG

BOS

5h 52m

1 stop

$382Multiple Airlines

Fri, Jul 3 - Thu, Jul 9

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

12:15 pm - 6:35 pm

YWG

BOS

5h 20m

1 stop

$383Porter Airlines

Fri, Jul 3 - Thu, Jul 9

7:10 am - 5:58 pm

BOS

YWG

11h 48m

2 stops

5:00 am - 2:41 pm

YWG

BOS

8h 41m

2 stops

$384Multiple Airlines

Fri, Jul 3 - Thu, Jul 9

8:25 pm - 8:40 am

BOS

YWG

13h 15m

1 stop

8:10 pm - 10:29 am

YWG

BOS

13h 19m

1 stop

$387Multiple Airlines

Mon, Jul 20 - Wed, Jul 22

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

12:15 pm - 6:35 pm

YWG

BOS

5h 20m

1 stop

$393Porter Airlines

Sat, Jul 11 - Fri, Jul 24

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

12:15 pm - 7:15 pm

YWG

BOS

6h 00m

1 stop

$396Porter Airlines

Sat, Jul 11 - Sat, Jul 18

10:05 am - 3:19 pm

BOS

YWG

6h 14m

1 stop

12:15 pm - 6:35 pm

YWG

BOS

5h 20m

1 stop

$398Porter Airlines

Wed, Jul 22 - Fri, Jul 24

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Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

Jul 11

BOS10:05 amBoston Logan Intl

6h 14m

1 stop

YWG3:19 pmWinnipeg

Jul 24

YWG12:15 pmWinnipeg

5h 20m

1 stop

BOS6:35 pmBoston Logan Intl

$352

Porter Airlines

Jul 22

BOS10:05 amBoston Logan Intl

6h 14m

1 stop

YWG3:19 pmWinnipeg

Jul 24

YWG4:15 pmWinnipeg

17h 14m

2 stops

BOS10:29 amBoston Logan Intl

$372

Porter Airlines

Jul 5

BOS7:10 amBoston Logan Intl

11h 48m

2 stops

YWG5:58 pmWinnipeg

Jul 21

YWG12:15 pmWinnipeg

6h 00m

1 stop

BOS7:15 pmBoston Logan Intl

$374

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

Jun 27

BOS5:10 amBoston Logan Intl

7h 05m

1 stop

YWG11:15 amWinnipeg

Jul 4

YWG7:40 pmWinnipeg

12h 12m

1 stop

BOS8:52 amBoston Logan Intl

$375

Air Canada

Sep 28

BOS6:00 amBoston Logan Intl

6h 12m

1 stop

YWG11:12 amWinnipeg

Oct 22

YWG8:10 amWinnipeg

5h 31m

1 stop

BOS2:41 pmBoston Logan Intl

$384

Air Canada

Jul 3

BOS3:35 pmBoston Logan Intl

6h 44m

1 stop

YWG9:19 pmWinnipeg

Jul 6

YWG2:05 pmWinnipeg

7h 33m

1 stop

BOS10:38 pmBoston Logan Intl

$412

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 7/3

3:35 pm-9:19 pm

1 stop6h 44m

Winnipeg

Thu 7/9

2:05 pm-10:38 pm

1 stop7h 33m

$371

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sun 7/5

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Tue 7/21

12:15 pm-7:15 pm

1 stop6h 00m

$374

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 7/3

3:35 pm-9:19 pm

1 stop6h 44m

Winnipeg

Thu 7/9

2:05 pm-10:38 pm

1 stop7h 33m

$378

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 7/3

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Thu 7/9

5:00 am-11:52 am

1 stop5h 52m

$382

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 7/3

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Thu 7/9

12:15 pm-6:35 pm

1 stop5h 20m

$383

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 7/3

7:10 am-5:58 pm

2 stops11h 48m

Winnipeg

Thu 7/9

5:00 am-2:41 pm

2 stops8h 41m

$384

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Mon 7/20

8:25 pm-8:40 am

1 stop13h 15m

Winnipeg

Wed 7/22

8:10 pm-10:29 am

1 stop13h 19m

$387

Quickest round-trip

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 7/11

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Fri 7/24

12:15 pm-6:35 pm

1 stop5h 20m

$393

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Sat 7/11

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Sat 7/18

12:15 pm-7:15 pm

1 stop6h 00m

$396

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 7/22

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Fri 7/24

12:15 pm-6:35 pm

1 stop5h 20m

$398

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?

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 $427. If you’re not able to fly to Winnipeg in August, then September is your next best option. Flight prices from Boston to Winnipeg during September average around $438.

How have Boston to Winnipeg flight prices changed over time?

As of June 2026, prices for Boston to Winnipeg flights are approximately 37% 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	5h 34m
Direct flights	None

The fastest flight from Boston to Winnipeg takes 5h 34m

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

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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 34m, 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 June 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 (66% of total bookings). The next most popular airlines are United Airlines (12%), Delta (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
United Airlines	PriceFrom $149	Free Cancellation	Rating 7.4 9,804 reviews	Search United Airlines flights
Air Canada	PriceFrom $194	Free Cancellation	Rating 7.1 11,154 reviews	Search Air Canada flights
Delta	PriceFrom $254	Free Cancellation	Rating 7.9 8,395 reviews	Search Delta flights
Porter Airlines	PriceFrom $293	Free Cancellation	Rating 8.0 438 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.