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

Air Canada, United 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.

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.

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 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 offers the lowest fares from Boston to Winnipeg?

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

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 August 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.

$121 Cheap Flights from Boston to Winnipeg in 2026

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Find the cheapest flights from Boston to Winnipeg

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10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

3:20 pm - 10:40 pmYWG Winnipeg-BOS Boston Logan Intl

6h 20m1 stop Toronto Pearson Intl

$244Multiple Airlines

Thu, Sep 10 - Wed, Sep 16

5:50 am - 2:17 pmBOS Boston Logan Intl-YWG Winnipeg

9h 27m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl

5:00 am - 2:41 pmYWG Winnipeg-BOS Boston Logan Intl

8h 41m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$259Air Canada

Thu, Sep 10 - Wed, Sep 16

10:50 am - 4:27 pmBOS Boston Logan Intl-YWG Winnipeg

6h 37m1 stop Toronto Pearson Intl

5:00 am - 2:41 pmYWG Winnipeg-BOS Boston Logan Intl

8h 41m2 stops Toronto Pearson Intl Montreal Pierre Elliott Trudeau Intl

$262Air Canada

Thu, Sep 10 - Wed, Sep 16

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

6:00 am - 5:40 pmYWG Winnipeg-BOS Boston Logan Intl

10h 40m1 stop Calgary

$284Multiple Airlines

Tue, Sep 22 - Sat, Oct 3

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

9:20 am - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

8h 15m1 stop Toronto Pearson Intl

$288Porter Airlines

Wed, Sep 23 - Tue, Sep 29

10:05 am - 3:19 pmBOS Boston Logan Intl-YWG Winnipeg

6h 14m1 stop Toronto Pearson Intl

9:20 am - 6:35 pmYWG Winnipeg-BOS Boston Logan Intl

8h 15m1 stop Toronto Pearson Intl

$308Porter Airlines

Thu, Oct 15 - Thu, Oct 22

8:15 am - 4:52 pmBOS Boston Logan Intl-YWG Winnipeg

9h 37m1 stop Minneapolis St Paul

12:41 pm - 11:59 pmYWG Winnipeg-BOS Boston Logan Intl

10h 18m1 stop Minneapolis St Paul

$319Delta

Tue, Sep 1 - Thu, Sep 10

3:00 pm - 11:30 pmBOS Boston Logan Intl-YWG Winnipeg

9h 30m1 stop Minneapolis St Paul

12:41 pm - 11:59 pmYWG Winnipeg-BOS Boston Logan Intl

10h 18m1 stop Minneapolis St Paul

$340Delta

Tue, Sep 1 - Thu, Sep 10

8:05 am - 6:12 pmBOS Boston Logan Intl-YWG Winnipeg

11h 07m2 stops Chicago O'Hare Intl Toronto Pearson Intl

2:05 pm - 12:54 amYWG Winnipeg-BOS Boston Logan Intl

9h 49m2 stops Toronto Pearson Intl Chicago O'Hare Intl

$488United Airlines

Thu, Oct 15 - Thu, Oct 22

3:13 pm - 10:33 pmBOS Boston Logan Intl-YWG Winnipeg

8h 20m1 stop Chicago O'Hare Intl

7:00 am - 11:30 pmYWG Winnipeg-BOS Boston Logan Intl

15h 30m1 stop Chicago O'Hare Intl

$529United Airlines

Thu, Sep 17 - Mon, Sep 21

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WestJet flights from Boston to Winnipeg

Our best WestJet deals on Boston to Winnipeg flight tickets

WestJet

Oct 9

BOS6:30 pmBoston Logan Intl

26h 30m

2 stops

YWG8:00 pmWinnipeg

Oct 11

YWG7:00 amWinnipeg

9h 40m

1 stop

BOS5:40 pmBoston Logan Intl

$351

WestJet

Oct 10

BOS6:30 pmBoston Logan Intl

18h 45m

1 stop

YWG12:15 pmWinnipeg

Oct 13

YWG6:00 amWinnipeg

10h 40m

1 stop

BOS5:40 pmBoston Logan Intl

$354

WestJet

Oct 9

BOS6:30 pmBoston Logan Intl

21h 10m

2 stops

YWG2:40 pmWinnipeg

Oct 13

YWG6:00 amWinnipeg

10h 40m

1 stop

BOS5:40 pmBoston Logan Intl

$358

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

Sep 10

BOS5:50 amBoston Logan Intl

9h 27m

2 stops

YWG2:17 pmWinnipeg

Sep 16

YWG5:00 amWinnipeg

8h 41m

2 stops

BOS2:41 pmBoston Logan Intl

$259

Air Canada

Sep 10

BOS10:50 amBoston Logan Intl

6h 37m

1 stop

YWG4:27 pmWinnipeg

Sep 16

YWG5:00 amWinnipeg

8h 41m

2 stops

BOS2:41 pmBoston Logan Intl

$262

Air Canada

Sep 23

BOS10:50 amBoston Logan Intl

6h 37m

1 stop

YWG4:27 pmWinnipeg

Sep 29

YWG8:10 amWinnipeg

5h 31m

1 stop

BOS2:41 pmBoston Logan Intl

$317

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 9/10

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Wed 9/16

3:20 pm-10:40 pm

1 stop6h 20m

$244

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 9/10

5:50 am-2:17 pm

2 stops9h 27m

Winnipeg

Wed 9/16

5:00 am-2:41 pm

2 stops8h 41m

$259

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 9/10

10:50 am-4:27 pm

1 stop6h 37m

Winnipeg

Wed 9/16

5:00 am-2:41 pm

2 stops8h 41m

$262

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 9/22

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Sat 10/3

6:00 am-5:40 pm

1 stop10h 40m

$284

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Wed 9/23

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Tue 9/29

9:20 am-6:35 pm

1 stop8h 15m

$288

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 10/15

10:05 am-3:19 pm

1 stop6h 14m

Winnipeg

Thu 10/22

9:20 am-6:35 pm

1 stop8h 15m

$308

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 9/1

8:15 am-4:52 pm

1 stop9h 37m

Winnipeg

Thu 9/10

12:41 pm-11:59 pm

1 stop10h 18m

$319

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Tue 9/1

3:00 pm-11:30 pm

1 stop9h 30m

Winnipeg

Thu 9/10

12:41 pm-11:59 pm

1 stop10h 18m

$340

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 10/15

8:05 am-6:12 pm

2 stops11h 07m

Winnipeg

Thu 10/22

2:05 pm-12:54 am

2 stops9h 49m

$488

BostonWinnipeg

BOS Boston Logan Intl - YWG Winnipeg

BOSYWG

Boston Logan Intl

Thu 9/17

3:13 pm-10:33 pm

1 stop8h 20m

Winnipeg

Mon 9/21

7:00 am-11:30 pm

1 stop15h 30m

$529

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 $424 to $624.
The lowest price recently found on this route was $244.

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 $509. If you’re not able to fly to Winnipeg in August, then May is your next best option. Flight prices from Boston to Winnipeg during May average around $517.

How have Boston to Winnipeg flight prices changed over time?

As of August 2026, prices for Boston to Winnipeg flights are approximately 27% 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

Best Price Found	$121
Fastest flight time	5h 55m
Direct flights	None

The best one-way flight to Winnipeg from Boston in the past 72 hours is $121. The best round-trip flight deal from Boston to Winnipeg found on momondo in the last 72 hours is $244.

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 August 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 (17%), Delta (12%), and United Airlines (11%).

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 10,108 reviews	Search United Airlines flights
Air Canada	PriceFrom $204	Free Cancellation	Rating 7.1 11,515 reviews	Search Air Canada flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,514 reviews	Search Delta flights
Porter Airlines	PriceFrom $352	Free Cancellation	Rating 8.0 457 reviews	Search Porter Airlines flights

Selkirk

Portage la Prairie

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.