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Cheap flights from Winnipeg to Boston from C$ 215

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 28/7. 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

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Winnipeg to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:46 p.m. - 11:58 p.m.
YWG
-
BOS
10h 12m
1 stop
Delta Logo
5:51 a.m. - 3:08 p.m.
BOS
-
YWG
10h 17m
1 stop
C$ 380Delta
Wed, 12 Aug - Mon, 17 Aug
Delta Logo
12:46 p.m. - 11:57 p.m.
YWG
-
BOS
10h 11m
1 stop
Delta Logo
7:10 a.m. - 3:07 p.m.
BOS
-
YWG
8h 57m
1 stop
C$ 415Delta
Mon, 6 Jul - Sun, 19 Jul
Porter Airlines Logo
9:20 a.m. - 5:35 p.m.
YWG
-
BOS
7h 15m
1 stop
Porter Airlines Logo
7:10 a.m. - 5:58 p.m.
BOS
-
YWG
11h 48m
2 stops
C$ 422Porter Airlines
Fri, 28 Aug - Tue, 8 Sep
Air Canada Logo
10:50 a.m. - 6:07 p.m.
YWG
-
BOS
6h 17m
1 stop
Air Canada Logo
6:00 a.m. - 11:12 a.m.
BOS
-
YWG
6h 12m
1 stop
C$ 428Air Canada
Mon, 19 Oct - Fri, 23 Oct
Delta Logo
8:00 a.m. - 7:11 p.m.
YWG
-
BOS
10h 11m
1 stop
Delta Logo
3:00 p.m. - 11:34 p.m.
BOS
-
YWG
9h 34m
1 stop
C$ 433Delta
Mon, 19 Oct - Fri, 23 Oct
Porter Airlines Logo
9:20 a.m. - 5:35 p.m.
YWG
-
BOS
7h 15m
1 stop
Porter Airlines Logo
10:05 a.m. - 7:49 p.m.
BOS
-
YWG
10h 44m
1 stop
C$ 436Porter Airlines
Wed, 12 Aug - Mon, 17 Aug
Air Canada Logo
5:10 a.m. - 6:07 p.m.
YWG
-
BOS
11h 57m
2 stops
Air Canada Logo
6:00 a.m. - 11:12 a.m.
BOS
-
YWG
6h 12m
1 stop
C$ 438Air Canada
Mon, 19 Oct - Fri, 23 Oct
Air Canada Logo
3:20 p.m. - 10:38 p.m.
YWG
-
BOS
6h 18m
1 stop
Air Canada Logo
6:00 a.m. - 11:12 a.m.
BOS
-
YWG
6h 12m
1 stop
C$ 440Air Canada
Fri, 28 Aug - Tue, 8 Sep
Air Canada Logo
5:10 a.m. - 9:27 p.m.
YWG
-
BOS
15h 17m
2 stops
Air Canada Logo
6:00 a.m. - 11:12 a.m.
BOS
-
YWG
6h 12m
1 stop
C$ 443Air Canada
Mon, 19 Oct - Fri, 23 Oct
Porter Airlines Logo
11:40 a.m. - 7:05 p.m.
YWG
-
BOS
6h 25m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 449Porter Airlines
Wed, 3 Jun - Wed, 10 Jun

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Porter Airlines flights from Winnipeg to Boston

Our best Porter Airlines deals on Winnipeg to Boston flight tickets
Porter Airlines
28 Aug
YWG9:20 a.m.Winnipeg
7h 15m
1 stop
BOS5:35 p.m.Boston Logan Intl
8 Sep
BOS7:10 a.m.Boston Logan Intl
11h 48m
2 stops
YWG5:58 p.m.Winnipeg
C$ 422
Porter Airlines
12 Aug
YWG9:20 a.m.Winnipeg
7h 15m
1 stop
BOS5:35 p.m.Boston Logan Intl
17 Aug
BOS10:05 a.m.Boston Logan Intl
10h 44m
1 stop
YWG7:49 p.m.Winnipeg
C$ 436
Porter Airlines
3 Jun
YWG11:40 a.m.Winnipeg
6h 25m
1 stop
BOS7:05 p.m.Boston Logan Intl
10 Jun
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 449

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets
Air Canada
19 Oct
YWG10:50 a.m.Winnipeg
6h 17m
1 stop
BOS6:07 p.m.Boston Logan Intl
23 Oct
BOS6:00 a.m.Boston Logan Intl
6h 12m
1 stop
YWG11:12 a.m.Winnipeg
C$ 428
Air Canada
19 Oct
YWG5:10 a.m.Winnipeg
11h 57m
2 stops
BOS6:07 p.m.Boston Logan Intl
23 Oct
BOS6:00 a.m.Boston Logan Intl
6h 12m
1 stop
YWG11:12 a.m.Winnipeg
C$ 438
Air Canada
28 Aug
YWG3:20 p.m.Winnipeg
6h 18m
1 stop
BOS10:38 p.m.Boston Logan Intl
8 Sep
BOS6:00 a.m.Boston Logan Intl
6h 12m
1 stop
YWG11:12 a.m.Winnipeg
C$ 440

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 6 May 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

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 12/8

12:46 p.m.-11:58 p.m.

1 stop10h 12m

Boston Logan Intl

Mon 17/8

5:51 a.m.-3:08 p.m.

1 stop10h 17m

C$ 380

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 6/7

12:46 p.m.-11:57 p.m.

1 stop10h 11m

Boston Logan Intl

Sun 19/7

7:10 a.m.-3:07 p.m.

1 stop8h 57m

C$ 415

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 28/8

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

1 stop7h 15m

Boston Logan Intl

Tue 8/9

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

2 stops11h 48m

C$ 422
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 19/10

10:50 a.m.-6:07 p.m.

1 stop6h 17m

Boston Logan Intl

Fri 23/10

6:00 a.m.-11:12 a.m.

1 stop6h 12m

C$ 428

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 19/10

8:00 a.m.-7:11 p.m.

1 stop10h 11m

Boston Logan Intl

Fri 23/10

3:00 p.m.-11:34 p.m.

1 stop9h 34m

C$ 433

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 12/8

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

1 stop7h 15m

Boston Logan Intl

Mon 17/8

10:05 a.m.-7:49 p.m.

1 stop10h 44m

C$ 436

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 19/10

5:10 a.m.-6:07 p.m.

2 stops11h 57m

Boston Logan Intl

Fri 23/10

6:00 a.m.-11:12 a.m.

1 stop6h 12m

C$ 438

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 28/8

3:20 p.m.-10:38 p.m.

1 stop6h 18m

Boston Logan Intl

Tue 8/9

6:00 a.m.-11:12 a.m.

1 stop6h 12m

C$ 440

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Mon 19/10

5:10 a.m.-9:27 p.m.

2 stops15h 17m

Boston Logan Intl

Fri 23/10

6:00 a.m.-11:12 a.m.

1 stop6h 12m

C$ 443

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 3/6

11:40 a.m.-7:05 p.m.

1 stop6h 25m

Boston Logan Intl

Wed 10/6

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

1 stop6h 14m

C$ 449

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Winnipeg and Boston?

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$ 395, 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$ 436.

How far in advance should I book a flight from Winnipeg 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$ 688 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$ 335 on momondo.

Can stopping save me money on Winnipeg to Boston flights?

You could potentially save up to 52% 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

6h 25m

Direct flights

None
The fastest flight from Winnipeg to Boston takes 6h 25m
There are no direct flights from Winnipeg to Boston. There are no popular flight routes from Winnipeg to Boston.
Search flight deals

Frequently asked questions about flying from Winnipeg to Boston

  • 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 6h 25m, 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$ 212Free CancellationRating
7.4
9,683 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 319Free CancellationRating
8.0
436 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 386Free CancellationRating
7.1
10,999 reviews
Search Air Canada flights
WestJetPriceFrom C$ 467Free CancellationRating
7.2
3,331 reviews
Search WestJet flights

Travelling to a place near Boston?

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

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

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