Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Winnipeg to Boston from C$ 228

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Winnipeg to Boston departing on 16/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names, great deals

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Winnipeg to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:20 p.m. - 11:36 p.m.
YWG
-
BOS
5h 16m
1 stop
Delta Logo
5:51 a.m. - 10:54 a.m.
BOS
-
YWG
6h 03m
1 stop
C$ 379Delta
Sat, 2 May - Sat, 9 May
Porter Airlines Logo
9:20 a.m. - 5:35 p.m.
YWG
-
BOS
7h 15m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 387Porter Airlines
Mon, 1 Jun - Wed, 10 Jun
Porter Airlines Logo
9:20 a.m. - 5:35 p.m.
YWG
-
BOS
7h 15m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 388Porter Airlines
Mon, 1 Jun - Wed, 10 Jun
Porter Airlines Logo
9:20 a.m. - 8:55 p.m.
YWG
-
BOS
10h 35m
2 stops
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 395Porter Airlines
Mon, 1 Jun - Wed, 10 Jun
Porter Airlines Logo
9:20 a.m. - 8:55 p.m.
YWG
-
BOS
10h 35m
2 stops
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 398Porter Airlines
Mon, 1 Jun - Wed, 10 Jun
Delta Logo
6:40 a.m. - 5:28 p.m.
YWG
-
BOS
9h 48m
1 stop
Delta Logo
5:50 a.m. - 10:56 a.m.
BOS
-
YWG
6h 06m
1 stop
C$ 409Delta
Thu, 9 Apr - Wed, 15 Apr
Delta Logo
5:20 p.m. - 11:35 p.m.
YWG
-
BOS
5h 15m
1 stop
Delta Logo
5:51 a.m. - 2:55 p.m.
BOS
-
YWG
10h 04m
1 stop
C$ 410Delta
Mon, 4 May - Thu, 7 May
Air Canada Logo
5:10 a.m. - 2:47 p.m.
YWG
-
BOS
8h 37m
2 stops
Air Canada Logo
10:35 a.m. - 3:14 p.m.
BOS
-
YWG
5h 39m
1 stop
C$ 423Air Canada
Mon, 4 May - Thu, 7 May
Porter Airlines Logo
9:20 a.m. - 8:55 p.m.
YWG
-
BOS
10h 35m
2 stops
Porter Airlines Logo
7:10 a.m. - 5:58 p.m.
BOS
-
YWG
11h 48m
2 stops
C$ 424Porter Airlines
Mon, 1 Jun - Wed, 10 Jun
Air Canada Logo
5:10 a.m. - 2:47 p.m.
YWG
-
BOS
8h 37m
2 stops
Air Canada Logo
5:10 a.m. - 11:08 a.m.
BOS
-
YWG
6h 58m
1 stop
C$ 429Air Canada
Mon, 1 Jun - Wed, 10 Jun

Porter Airlines flights from Winnipeg to Boston

Our best Porter Airlines deals on Winnipeg to Boston flight tickets
Porter Airlines
1 Jun
YWG9:20 a.m.Winnipeg
7h 15m
1 stop
BOS5:35 p.m.Boston Logan Intl
10 Jun
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 387
Porter Airlines
1 Jun
YWG9:20 a.m.Winnipeg
7h 15m
1 stop
BOS5:35 p.m.Boston Logan Intl
10 Jun
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 388
Porter Airlines
1 Jun
YWG9:20 a.m.Winnipeg
10h 35m
2 stops
BOS8:55 p.m.Boston Logan Intl
10 Jun
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 395

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets
Air Canada
4 May
YWG5:10 a.m.Winnipeg
8h 37m
2 stops
BOS2:47 p.m.Boston Logan Intl
7 May
BOS10:35 a.m.Boston Logan Intl
5h 39m
1 stop
YWG3:14 p.m.Winnipeg
C$ 423
Air Canada
2 May
YWG5:10 a.m.Winnipeg
11h 57m
2 stops
BOS6:07 p.m.Boston Logan Intl
9 May
BOS5:10 a.m.Boston Logan Intl
6h 58m
1 stop
YWG11:08 a.m.Winnipeg
C$ 435
Air Canada
10 May
YWG7:20 p.m.Winnipeg
13h 34m
1 stop
BOS9:54 a.m.Boston Logan Intl
23 May
BOS5:10 a.m.Boston Logan Intl
6h 58m
1 stop
YWG11:08 a.m.Winnipeg
C$ 442

momondo Fare Finder

 
Customize your flight search to find flights from Winnipeg to Boston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 96,600 searches. Data last updated 22 March 2026.
Use the filters below to find and compare flights from Winnipeg to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 2/5

5:20 p.m.-11:36 p.m.

1 stop5h 16m

Boston Logan Intl

Sat 9/5

5:51 a.m.-10:54 a.m.

1 stop6h 03m

C$ 379

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

9:20 a.m.-5:35 p.m.

1 stop7h 15m

Boston Logan Intl

Wed 10/6

10:05 a.m.-3:19 p.m.

1 stop6h 14m

C$ 387

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

9:20 a.m.-5:35 p.m.

1 stop7h 15m

Boston Logan Intl

Wed 10/6

10:05 a.m.-3:19 p.m.

1 stop6h 14m

C$ 388

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

9:20 a.m.-8:55 p.m.

2 stops10h 35m

Boston Logan Intl

Wed 10/6

10:05 a.m.-3:19 p.m.

1 stop6h 14m

C$ 395

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

9:20 a.m.-8:55 p.m.

2 stops10h 35m

Boston Logan Intl

Wed 10/6

10:05 a.m.-3:19 p.m.

1 stop6h 14m

C$ 398

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 9/4

6:40 a.m.-5:28 p.m.

1 stop9h 48m

Boston Logan Intl

Wed 15/4

5:50 a.m.-10:56 a.m.

1 stop6h 06m

C$ 409

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 4/5

5:20 p.m.-11:35 p.m.

1 stop5h 15m

Boston Logan Intl

Thu 7/5

5:51 a.m.-2:55 p.m.

1 stop10h 04m

C$ 410

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 4/5

5:10 a.m.-2:47 p.m.

2 stops8h 37m

Boston Logan Intl

Thu 7/5

10:35 a.m.-3:14 p.m.

1 stop5h 39m

C$ 423

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

9:20 a.m.-8:55 p.m.

2 stops10h 35m

Boston Logan Intl

Wed 10/6

7:10 a.m.-5:58 p.m.

2 stops11h 48m

C$ 424

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 1/6

5:10 a.m.-2:47 p.m.

2 stops8h 37m

Boston Logan Intl

Wed 10/6

5:10 a.m.-11:08 a.m.

1 stop6h 58m

C$ 429

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Boston from

How to get the cheapest flight ticket from Winnipeg to Boston

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 Boston?

The cheapest month to fly to Boston from Winnipeg is in June. Flight prices, which tend to average around C$ 412, are often lower during this time because this is during the off-season. If you are unable to visit Boston during the month of June, then departing from Winnipeg during the month August is also very affordable. Most momondo users find prices during this month for around C$ 455.

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

You are more likely to see cheaper flights to Boston from Winnipeg when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around C$ 646 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Winnipeg for as low as C$ 337 on momondo.

Can stopping save me money on Winnipeg to Boston flights?

You could potentially save up to 36% on your flight if you consider stops on a Winnipeg to Boston flight.

How have Winnipeg to Boston flight prices changed over time?

When to book flights from Winnipeg to Boston

Are you open to changing your travel dates? Check out the ideal times to fly from Winnipeg to Boston according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Winnipeg to Boston (YWG to BOS) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Winnipeg to Boston

Fastest flight time

5h 16m

Direct flights

None
The fastest flight from Winnipeg to Boston takes 5h 16m
There are no direct flights from Winnipeg to Boston. There are no popular flight routes from Winnipeg to Boston.
Search flight deals

  • How far is Winnipeg to Boston Logan Intl by plane?

    The straight-line distance from Winnipeg to Boston Logan Intl is 2161.4 km. Flights usually cover this in 5h 16m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Winnipeg Airport to Boston Logan Intl Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Winnipeg Airport to Boston Logan Intl Airport?

  • How old do you have to be to fly from Winnipeg Airport to Boston Logan Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Winnipeg Airport to Boston Logan Intl Airport.

  • What documentation or ID do you need to fly to Boston Logan Intl Airport?

    The necessary travel and health documents for your Boston Logan Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Winnipeg to Boston?

Best airlines flying from Winnipeg to Boston

Compare and see reviews for airlines that fly from Winnipeg to Boston with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom C$ 175Free CancellationRating
7.4
9,458 reviews
Search United Airlines flights
Air CanadaPriceFrom C$ 302Free CancellationRating
7.1
10,831 reviews
Search Air Canada flights
Porter AirlinesPriceFrom C$ 343Free CancellationRating
8.0
426 reviews
Search Porter Airlines flights
WestJetPriceFrom C$ 470Free CancellationRating
7.2
3,300 reviews
Search WestJet flights

Travelling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Old Orchard Beach
Ogunquit
Wells
Everett
Needham
Dedham
West Yarmouth
Cambridge
Waltham
Westbrook
Saco
Warwick
Burlington
Foxborough
Scarborough
Cape Neddick
Fitchburg
Quincy
Salem

Why use momondo?

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

It is quick and easy to find Winnipeg to Boston 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 Boston that suits you.

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

Yes. momondo enables you to select and highlight flights to Boston from Winnipeg with this policy.

How can momondo help me find flights from Winnipeg to Boston?

Once you have performed a search for Winnipeg to Boston flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Winnipeg to Boston right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Boston, momondo offers a useful price alert feature which will track prices for flights to Boston from Winnipeg and alert you when they change.

An easier way to manage your Boston 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 21/4
Tue 28/4
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States