Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Winnipeg to Boston from C$ 234

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 11/9. 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.

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

Air Canada Logo
5:00 a.m. - 11:29 a.m.YWG-BOS
5h 29m1 stop
Air Canada Logo
10:40 a.m. - 5:45 p.m.BOS-YWG
8h 05m1 stop
C$ 406Air Canada
Find Deal
Sat, 11 Oct - Wed, 15 Oct
Air Canada Logo
5:00 a.m. - 11:29 a.m.YWG-BOS
5h 29m1 stop
Air Canada Logo
6:00 a.m. - 5:50 p.m.BOS-YWG
12h 50m2 stops
C$ 443Air Canada
Find Deal
Sat, 11 Oct - Wed, 15 Oct
WestJet Logo
6:30 a.m. - 5:40 p.m.YWG-BOS
10h 10m1 stop
WestJet Logo
7:00 p.m. - 11:41 a.m.BOS-YWG
17h 41m2 stops
C$ 447WestJet
Find Deal
Sun, 12 Oct - Mon, 13 Oct
Delta Logo
6:40 a.m. - 5:12 p.m.YWG-BOS
9h 32m1 stop
Delta Logo
5:45 a.m. - 11:30 a.m.BOS-YWG
6h 45m1 stop
C$ 452Delta
Find Deal
Sat, 11 Oct - Tue, 14 Oct
WestJet Logo
6:30 a.m. - 5:40 p.m.YWG-BOS
10h 10m1 stop
WestJet Logo
7:00 p.m. - 2:13 p.m.BOS-YWG
20h 13m1 stop
C$ 476WestJet
Find Deal
Sat, 11 Oct - Mon, 13 Oct
United Airlines Logo
4:25 p.m. - 8:09 a.m.YWG-BOS
14h 44m2 stops
United Airlines Logo
5:30 a.m. - 10:33 p.m.BOS-YWG
18h 03m2 stops
C$ 490United Airlines
Find Deal
Sat, 20 Sep - Sat, 27 Sep
United Airlines Logo
2:20 p.m. - 12:50 a.m.YWG-BOS
9h 30m1 stop
United Airlines Logo
9:53 a.m. - 3:31 p.m.BOS-YWG
6h 38m1 stop
C$ 492United Airlines
Find Deal
Fri, 10 Oct - Wed, 15 Oct
Delta Logo
6:40 a.m. - 5:52 p.m.YWG-BOS
10h 12m2 stops
Delta Logo
1:05 p.m. - 11:27 p.m.BOS-YWG
11h 22m2 stops
C$ 494Delta
Find Deal
Sat, 11 Oct - Tue, 14 Oct
Porter Airlines Logo
11:45 a.m. - 6:28 p.m.YWG-BOS
5h 43m1 stop
Porter Airlines Logo
3:30 p.m. - 10:46 p.m.BOS-YWG
8h 16m1 stop
C$ 632Porter Airlines
Find Deal
Fri, 22 Aug - Thu, 28 Aug
Porter Airlines Logo
11:20 a.m. - 6:28 p.m.YWG-BOS
6h 08m1 stop
Porter Airlines Logo
7:15 p.m. - 10:25 a.m.BOS-YWG
16h 10m2 stops
C$ 781Porter Airlines
Find Deal
Fri, 10 Oct - Tue, 14 Oct

Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets
Air Canada
11 Oct
YWG5:00 a.m.Winnipeg
5h 29m
1 stop
BOS11:29 a.m.Boston Logan Intl
15 Oct
BOS10:40 a.m.Boston Logan Intl
8h 05m
1 stop
YWG5:45 p.m.Winnipeg
C$ 406
Find similar
Air Canada
11 Oct
YWG5:00 a.m.Winnipeg
5h 29m
1 stop
BOS11:29 a.m.Boston Logan Intl
15 Oct
BOS6:00 a.m.Boston Logan Intl
12h 50m
2 stops
YWG5:50 p.m.Winnipeg
C$ 443
Find similar
Air Canada
11 Oct
YWG11:50 a.m.Winnipeg
20h 40m
2 stops
BOS9:30 a.m.Boston Logan Intl
15 Oct
BOS6:00 a.m.Boston Logan Intl
12h 50m
2 stops
YWG5:50 p.m.Winnipeg
C$ 527
Find similar

WestJet flights from Winnipeg to Boston

Our best WestJet deals on Winnipeg to Boston flight tickets
WestJet
12 Oct
YWG6:30 a.m.Winnipeg
10h 10m
1 stop
BOS5:40 p.m.Boston Logan Intl
13 Oct
BOS7:00 p.m.Boston Logan Intl
17h 41m
2 stops
YWG11:41 a.m.Winnipeg
C$ 447
Find similar
WestJet
11 Oct
YWG6:30 a.m.Winnipeg
10h 10m
1 stop
BOS5:40 p.m.Boston Logan Intl
13 Oct
BOS7:00 p.m.Boston Logan Intl
20h 13m
1 stop
YWG2:13 p.m.Winnipeg
C$ 476
Find similar
WestJet
20 Sep
YWG9:05 p.m.Winnipeg
20h 05m
2 stops
BOS6:10 p.m.Boston Logan Intl
27 Sep
BOS7:00 p.m.Boston Logan Intl
20h 13m
1 stop
YWG2:13 p.m.Winnipeg
C$ 488
Find similar

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 31 July 2025.
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

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 11/10

5:00 a.m.-11:29 a.m.

1 stop5h 29m

Boston Logan Intl

Wed 15/10

10:40 a.m.-5:45 p.m.

1 stop8h 05m

C$ 406

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 11/10

5:00 a.m.-11:29 a.m.

1 stop5h 29m

Boston Logan Intl

Wed 15/10

6:00 a.m.-5:50 p.m.

2 stops12h 50m

C$ 443

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 12/10

6:30 a.m.-5:40 p.m.

1 stop10h 10m

Boston Logan Intl

Mon 13/10

7:00 p.m.-11:41 a.m.

2 stops17h 41m

C$ 447

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 11/10

6:40 a.m.-5:12 p.m.

1 stop9h 32m

Boston Logan Intl

Tue 14/10

5:45 a.m.-11:30 a.m.

1 stop6h 45m

C$ 452

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 11/10

6:30 a.m.-5:40 p.m.

1 stop10h 10m

Boston Logan Intl

Mon 13/10

7:00 p.m.-2:13 p.m.

1 stop20h 13m

C$ 476

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 20/9

4:25 p.m.-8:09 a.m.

2 stops14h 44m

Boston Logan Intl

Sat 27/9

5:30 a.m.-10:33 p.m.

2 stops18h 03m

C$ 490

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 10/10

2:20 p.m.-12:50 a.m.

1 stop9h 30m

Boston Logan Intl

Wed 15/10

9:53 a.m.-3:31 p.m.

1 stop6h 38m

C$ 492

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 11/10

6:40 a.m.-5:52 p.m.

2 stops10h 12m

Boston Logan Intl

Tue 14/10

1:05 p.m.-11:27 p.m.

2 stops11h 22m

C$ 494

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 22/8

11:45 a.m.-6:28 p.m.

1 stop5h 43m

Boston Logan Intl

Thu 28/8

3:30 p.m.-10:46 p.m.

1 stop8h 16m

C$ 632

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 10/10

11:20 a.m.-6:28 p.m.

1 stop6h 08m

Boston Logan Intl

Tue 14/10

7:15 p.m.-10:25 a.m.

2 stops16h 10m

C$ 781

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 October. Flight prices, which tend to average around C$ 407, are often lower during this time because this is during the off-season. If you are unable to visit Boston during the month of October, then departing from Winnipeg during the month September is also very affordable. Most momondo users find prices during this month for around C$ 448.

What is the cheapest day to depart on your flight to Boston?

On average, the least expensive day to fly to Boston from Winnipeg is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as C$ 425. However, this price may fluctuate depending on the airline, the season, and holidays. Flights from Winnipeg to Boston on a Sunday will generally be more expensive and average around C$ 620. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Boston?

Flying to Boston from Winnipeg in the morning is the least expensive time of day to depart. momondo users have found prices as low as C$ 536 when looking at flights departing in the morning. Flights in the afternoon are often more expensive with an average ticket price of C$ 648.

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$ 551 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$ 334 on momondo.

Can stopping save me money on Winnipeg to Boston flights?

You could potentially save up to 9% on your flight if you consider stops on a Winnipeg to Boston flight.

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

Best price found

C$ 234

Fastest flight time

5h 15m

Direct flights

None

Airports in Boston

1 airport
The best one-way flight to Boston from Winnipeg in the past 72 hours is C$ 234. The best round-trip flight deal from Winnipeg to Boston found on momondo in the last 72 hours is C$ 406.
The fastest flight from Winnipeg to Boston takes 5h 15m
There are no direct flights from Winnipeg to Boston. Popular non-direct route for this connection is Winnipeg Airport - Boston Logan Intl Airport.
There is 1 airport near Boston: Boston Logan Intl (BOS)
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 15m, 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$ 238Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 319Free CancellationRating
8.0
318 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 328Free CancellationRating
7.1
9,851 reviews
Search Air Canada flights
DeltaPriceFrom C$ 366Free CancellationRating
8.0
7,981 reviews
Search Delta flights
WestJetPriceFrom C$ 831Free CancellationRating
7.2
2,978 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
Salem
Wells
Cambridge
Everett
Sturbridge
Exeter
Kennebunkport
Needham
Kennebunk
West Yarmouth
Newton
Scarborough
Cape Neddick
Danvers
Westbrook
Burlington
Foxborough

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 5/8
Tue 12/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States