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 59% 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 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?

Porter Airlines, Air Canada, and United 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.

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.

$181 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:25 am - 6:38 pmBOS Boston Logan Intl-YWG Winnipeg

8h 13m1 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

$363Air Canada

Thu, Dec 3 - Mon, Dec 7

10:25 am - 6:37 pmBOS Boston Logan Intl-YWG Winnipeg

8h 12m1 stop Montreal Pierre Elliott Trudeau Intl

9:05 am - 1:50 pmYWG Winnipeg-BOS Boston Logan Intl

4h 45m1 stop Montreal Pierre Elliott Trudeau Intl

$363Air Canada

Tue, Mar 2 - Fri, Mar 5

10:25 am - 6:38 pmBOS Boston Logan Intl-YWG Winnipeg

8h 13m1 stop Montreal Pierre Elliott Trudeau Intl

7:00 am - 1:53 pmYWG Winnipeg-BOS Boston Logan Intl

6h 53m2 stops Ottawa Montreal Pierre Elliott Trudeau Intl

$368Air Canada

Thu, Dec 3 - Mon, Dec 7

5:45 am - 1:55 pmBOS Boston Logan Intl-YWG Winnipeg

8h 10m1 stop Minneapolis St Paul

6:35 am - 12:54 pmYWG Winnipeg-BOS Boston Logan Intl

6h 19m1 stop Minneapolis St Paul

$371Delta

Wed, Nov 11 - Wed, Nov 18

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

5h 51m1 stop Ottawa

12:35 pm - 8:35 pmYWG Winnipeg-BOS Boston Logan Intl

8h 00m2 stops Ottawa Toronto Island

$375Porter Airlines

Tue, Nov 3 - Sun, Nov 8

8:00 am - 8:06 pmBOS Boston Logan Intl-YWG Winnipeg

12h 06m2 stops Toronto Island Ottawa

12:35 pm - 8:35 pmYWG Winnipeg-BOS Boston Logan Intl

8h 00m2 stops Ottawa Toronto Island

$379Porter Airlines

Tue, Nov 3 - Sun, Nov 8

1:15 pm - 7:14 pmBOS Boston Logan Intl-YWG Winnipeg

5h 59m1 stop Ottawa

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

12h 15m1 stop Toronto Pearson Intl

$396Multiple Airlines

Tue, Dec 1 - Sun, Dec 6

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

5h 51m1 stop Ottawa

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

12h 15m1 stop Toronto Pearson Intl

$423Multiple Airlines

Tue, Nov 3 - Mon, Nov 9

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

10h 34m1 stop Minneapolis St Paul

6:35 am - 3:41 pmYWG Winnipeg-BOS Boston Logan Intl

9h 06m1 stop Minneapolis St Paul

$614Delta

Mon, Mar 1 - Tue, Mar 9

6:00 am - 2:23 pmBOS Boston Logan Intl-YWG Winnipeg

8h 23m1 stop Chicago O'Hare Intl

3:15 pm - 11:46 pmYWG Winnipeg-BOS Boston Logan Intl

8h 31m1 stop Chicago O'Hare Intl

$946United Airlines

Tue, Nov 3 - Sun, Nov 8

Cheap last minute flights

Enter your travel dates to find the best prices.

7:30 pm - 8:40 amBOS Boston Logan Intl-YWG Winnipeg

14h 10m1 stop Toronto Pearson Intl

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

11h 55m1 stop Toronto Pearson Intl

$801Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

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

$806Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

3:55 pm - 3:25 pmBOS Boston Logan Intl-YWG Winnipeg

24h 30m2 stops Ottawa Calgary

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

11h 55m1 stop Toronto Pearson Intl

$913Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

3:55 pm - 2:15 pmBOS Boston Logan Intl-YWG Winnipeg

23h 20m1 stop Ottawa

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

11h 55m1 stop Toronto Pearson Intl

$915Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

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

$949Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

3:55 pm - 12:55 amBOS Boston Logan Intl-YWG Winnipeg

34h 00m2 stops Ottawa Calgary

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

11h 55m1 stop Toronto Pearson Intl

$951Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

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

7h 20m1 stop Toronto Pearson Intl

5:10 pm - 9:05 amYWG Winnipeg-BOS Boston Logan Intl

14h 55m1 stop Toronto Pearson Intl

$952Multiple Airlines

Thu, Oct 15 - Sun, Oct 18

3:55 pm - 2:15 pmBOS Boston Logan Intl-YWG Winnipeg

23h 20m1 stop Ottawa

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

11h 55m1 stop Toronto Pearson Intl

$953Multiple Airlines

Fri, Oct 16 - Mon, Oct 19

9:10 am - 4:50 pmBOS Boston Logan Intl-YWG Winnipeg

8h 40m2 stops New York John F Kennedy Intl Minneapolis St Paul

6:40 am - 7:29 pmYWG Winnipeg-BOS Boston Logan Intl

11h 49m2 stops Minneapolis St Paul New York LaGuardia

$1,376Delta

Fri, Oct 16 - Mon, Oct 19

10:05 am - 5:58 pmBOS Boston Logan Intl-YWG Winnipeg

8h 53m2 stops Toronto Pearson Intl Ottawa

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

15h 50m2 stops Ottawa Toronto Pearson Intl

$1,433Porter Airlines

Fri, Oct 16 - Mon, Oct 19

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Delta flights from Boston to Winnipeg

Our best Delta deals on Boston to Winnipeg flight tickets

Delta

Nov 11

BOS5:45 amBoston Logan Intl

8h 10m

1 stop

YWG1:55 pmWinnipeg

Nov 18

YWG6:35 amWinnipeg

6h 19m

1 stop

BOS12:54 pmBoston Logan Intl

$371

Delta

Feb 4

BOS3:00 pmBoston Logan Intl

10h 34m

1 stop

YWG1:34 amWinnipeg

Feb 9

YWG5:38 pmWinnipeg

5h 15m

1 stop

BOS10:53 pmBoston Logan Intl

$614

Delta

Oct 16

BOS9:10 amBoston Logan Intl

8h 40m

2 stops

YWG4:50 pmWinnipeg

Oct 19

YWG6:40 amWinnipeg

11h 49m

2 stops

BOS7:29 pmBoston Logan Intl

$1,376

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

Nov 3

BOS1:15 pmBoston Logan Intl

5h 51m

1 stop

YWG7:06 pmWinnipeg

Nov 8

YWG12:35 pmWinnipeg

8h 00m

2 stops

BOS8:35 pmBoston Logan Intl

$375

Porter Airlines

Nov 3

BOS8:00 amBoston Logan Intl

12h 06m

2 stops

YWG8:06 pmWinnipeg

Nov 8

YWG12:35 pmWinnipeg

8h 00m

2 stops

BOS8:35 pmBoston Logan Intl

$379

Porter Airlines

Mar 2

BOS8:00 amBoston Logan Intl

12h 10m

2 stops

YWG8:10 pmWinnipeg

Mar 5

YWG11:40 amWinnipeg

9h 02m

2 stops

BOS8:42 pmBoston Logan Intl

$388

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 12/3

10:25 am-6:38 pm

1 stop8h 13m

Winnipeg

Mon 12/7

9:05 am-1:53 pm

1 stop4h 48m

$363

Quickest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 3/2

10:25 am-6:37 pm

1 stop8h 12m

Winnipeg

Fri 3/5

9:05 am-1:50 pm

1 stop4h 45m

$363

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 12/3

10:25 am-6:38 pm

1 stop8h 13m

Winnipeg

Mon 12/7

7:00 am-1:53 pm

2 stops6h 53m

$368

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 11/11

5:45 am-1:55 pm

1 stop8h 10m

Winnipeg

Wed 11/18

6:35 am-12:54 pm

1 stop6h 19m

$371

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 11/3

1:15 pm-7:06 pm

1 stop5h 51m

Winnipeg

Sun 11/8

12:35 pm-8:35 pm

2 stops8h 00m

$375

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 11/3

8:00 am-8:06 pm

2 stops12h 06m

Winnipeg

Sun 11/8

12:35 pm-8:35 pm

2 stops8h 00m

$379

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 12/1

1:15 pm-7:14 pm

1 stop5h 59m

Winnipeg

Sun 12/6

7:55 pm-8:10 am

1 stop12h 15m

$396

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 11/3

1:15 pm-7:06 pm

1 stop5h 51m

Winnipeg

Mon 11/9

7:55 pm-8:10 am

1 stop12h 15m

$423

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Mon 3/1

3:00 pm-1:34 am

1 stop10h 34m

Winnipeg

Tue 3/9

6:35 am-3:41 pm

1 stop9h 06m

$614

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 11/3

6:00 am-2:23 pm

1 stop8h 23m

Winnipeg

Sun 11/8

3:15 pm-11:46 pm

1 stop8h 31m

$946

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 typical for flights on this route.

Typical prices usually range from $322 to $462.
The lowest price recently found on this route was $363.

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	$181
Fastest flight time	5h 51m
Direct flights	None

The best one-way flight to Winnipeg from Boston in the past 72 hours is $181. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $363.

The fastest flight from Boston to Winnipeg takes 5h 51m

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 51m, 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 (59% of total bookings). The next most popular airlines are Porter Airlines (19%), 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 10,359 reviews	Search United Airlines flights
Air Canada	PriceFrom $204	Free Cancellation	Rating 7.1 11,767 reviews	Search Air Canada flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,648 reviews	Search Delta flights
Porter Airlines	PriceFrom $352	Free Cancellation	Rating 8.0 467 reviews	Search Porter Airlines flights

Selkirk

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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.