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

WestJet is the most popular carrier operating from Boston Logan Intl to Winnipeg

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.

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 Montreal (YUL) have the shortest average one-way travel time: 6h 52m.

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 64% of people opting to fly with this airline when traveling to Winnipeg. Keep in mind that there are 3 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: 80% of momondo users choosing 1-stop flights on this route connected there.

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 January 2026, there are 3 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.

$135 Cheap Flights from Boston to Winnipeg in 2026

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Find the cheapest flights from Boston to Winnipeg

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6:10 pm - 3:30 pm

BOS

YWG

22h 20m

2 stops

8:20 pm - 10:01 pm

YWG

BOS

24h 41m

2 stops

$359Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

6:10 pm - 3:30 pm

BOS

YWG

22h 20m

2 stops

8:20 pm - 11:05 am

YWG

BOS

13h 45m

1 stop

$363Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

6:10 pm - 3:30 pm

BOS

YWG

22h 20m

2 stops

9:00 pm - 11:59 pm

YWG

BOS

25h 59m

3 stops

$364Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

5:27 am - 11:32 am

BOS

YWG

31h 05m

2 stops

5:00 am - 11:59 pm

YWG

BOS

17h 59m

2 stops

$398Multiple Airlines

Wed, Mar 11 - Wed, Mar 18

6:15 am - 5:19 pm

BOS

YWG

12h 04m

1 stop

5:30 am - 3:57 pm

YWG

BOS

9h 27m

1 stop

$400Air Canada

Fri, Mar 13 - Fri, Mar 20

6:15 am - 5:19 pm

BOS

YWG

12h 04m

1 stop

5:30 am - 7:12 pm

YWG

BOS

12h 42m

3 stops

$404Air Canada

Fri, Mar 13 - Fri, Mar 20

6:10 pm - 7:35 pm

BOS

YWG

26h 25m

3 stops

5:00 am - 11:59 pm

YWG

BOS

17h 59m

2 stops

$406Multiple Airlines

Wed, Mar 11 - Wed, Mar 18

6:55 pm - 11:32 am

BOS

YWG

17h 37m

1 stop

8:20 pm - 11:05 am

YWG

BOS

13h 45m

1 stop

$412Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

4:22 pm - 3:30 pm

BOS

YWG

24h 08m

2 stops

7:30 am - 11:41 am

YWG

BOS

27h 11m

1 stop

$421Multiple Airlines

Wed, Mar 11 - Wed, Mar 18

5:27 am - 12:40 am

BOS

YWG

20h 13m

3 stops

9:00 pm - 4:45 pm

YWG

BOS

18h 45m

3 stops

$425Multiple Airlines

Tue, Feb 24 - Tue, Mar 3

Porter Airlines flights from Boston to Winnipeg

Our best Porter Airlines deals on Boston to Winnipeg flight tickets

Porter Airlines

Mar 27

BOS3:30 pmBoston Logan Intl

9h 05m

2 stops

YWG11:35 pmWinnipeg

Mar 30

YWG4:25 pmWinnipeg

24h 42m

1 stop

BOS6:07 pmBoston Logan Intl

$654

Porter Airlines

Mar 2

BOS3:30 pmBoston Logan Intl

25h 00m

2 stops

YWG3:30 pmWinnipeg

Mar 4

YWG12:10 pmWinnipeg

9h 14m

2 stops

BOS10:24 pmBoston Logan Intl

$666

Porter Airlines

Mar 2

BOS3:30 pmBoston Logan Intl

25h 00m

2 stops

YWG3:30 pmWinnipeg

Mar 4

YWG12:10 pmWinnipeg

9h 14m

2 stops

BOS10:24 pmBoston Logan Intl

$685

Air Canada flights from Boston to Winnipeg

Our best Air Canada deals on Boston to Winnipeg flight tickets

Air Canada

Mar 2

BOS10:15 amBoston Logan Intl

7h 20m

1 stop

YWG4:35 pmWinnipeg

Mar 4

YWG1:45 pmWinnipeg

6h 42m

1 stop

BOS9:27 pmBoston Logan Intl

$603

Air Canada

Mar 2

BOS5:30 amBoston Logan Intl

5h 45m

1 stop

YWG10:15 amWinnipeg

Mar 4

YWG6:00 amWinnipeg

7h 52m

2 stops

BOS2:52 pmBoston Logan Intl

$608

Air Canada

Mar 2

BOS5:30 amBoston Logan Intl

5h 45m

1 stop

YWG10:15 amWinnipeg

Mar 4

YWG1:45 pmWinnipeg

6h 42m

1 stop

BOS9:27 pmBoston Logan Intl

$614

Fly from

Fly to

Route

Depart

Return

Price

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 2/24

6:10 pm-3:30 pm

2 stops22h 20m

Winnipeg

Tue 3/3

8:20 pm-10:01 pm

2 stops24h 41m

$359

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 2/24

6:10 pm-3:30 pm

2 stops22h 20m

Winnipeg

Tue 3/3

8:20 pm-11:05 am

1 stop13h 45m

$363

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 2/24

6:10 pm-3:30 pm

2 stops22h 20m

Winnipeg

Tue 3/3

9:00 pm-11:59 pm

3 stops25h 59m

$364

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 3/11

5:27 am-11:32 am

2 stops31h 05m

Winnipeg

Wed 3/18

5:00 am-11:59 pm

2 stops17h 59m

$398

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 3/13

6:15 am-5:19 pm

1 stop12h 04m

Winnipeg

Fri 3/20

5:30 am-3:57 pm

1 stop9h 27m

$400

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Fri 3/13

6:15 am-5:19 pm

1 stop12h 04m

Winnipeg

Fri 3/20

5:30 am-7:12 pm

3 stops12h 42m

$404

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 3/11

6:10 pm-7:35 pm

3 stops26h 25m

Winnipeg

Wed 3/18

5:00 am-11:59 pm

2 stops17h 59m

$406

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 2/24

6:55 pm-11:32 am

1 stop17h 37m

Winnipeg

Tue 3/3

8:20 pm-11:05 am

1 stop13h 45m

$412

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Wed 3/11

4:22 pm-3:30 pm

2 stops24h 08m

Winnipeg

Wed 3/18

7:30 am-11:41 am

1 stop27h 11m

$421

BostonWinnipeg

BOS - YWG

BOSYWG

Boston Logan Intl

Tue 2/24

5:27 am-12:40 am

3 stops20h 13m

Winnipeg

Tue 3/3

9:00 pm-4:45 pm

3 stops18h 45m

$425

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 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 March is your next best option. Flight prices from Boston to Winnipeg during March average around $314.

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 $199 on momondo.

How have Boston to Winnipeg flight prices changed over time?

As of January 2026, prices for Boston to Winnipeg flights are approximately 45% 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

Fastest flight time	6h 54m
Direct flights	None

The fastest flight from Boston to Winnipeg takes 6h 54m

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

Search flight deals

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 6h 54m, 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 January 2026, there are 3 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 (64% of total bookings). The next most popular airlines are United Airlines (19%) and Delta (17%).

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 $128	Free Cancellation	Rating 7.1 10,660 reviews	Search Air Canada flights
Delta	PriceFrom $131	Free Cancellation	Rating 7.9 8,119 reviews	Search Delta flights
United Airlines	PriceFrom $172	Free Cancellation	Rating 7.4 9,205 reviews	Search United Airlines flights

Scanterbury

Portage la Prairie

Selkirk

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.