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Cheap flights from Winnipeg to Boston from C$ 253

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 4/7. 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.

Find the cheapest flights from Winnipeg to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
Porter Airlines Logo
12:15 p.m. - 6:35 p.m.
YWG
-
BOS
5h 20m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 436Porter Airlines
Wed, 8 Jul - Mon, 13 Jul
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 446Porter Airlines
Sat, 4 Jul - Tue, 7 Jul
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 450Porter Airlines
Thu, 6 Aug - Wed, 12 Aug
Porter Airlines Logo
12:15 p.m. - 7:15 p.m.
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
10:05 a.m. - 3:19 p.m.
BOS
-
YWG
6h 14m
1 stop
C$ 454Porter Airlines
Wed, 5 Aug - Tue, 11 Aug
Air Canada Logo
5:00 a.m. - 11:52 a.m.
YWG
-
BOS
5h 52m
1 stop
Air Canada Logo
6:00 a.m. - 11:15 a.m.
BOS
-
YWG
6h 15m
1 stop
C$ 456Air Canada
Thu, 2 Jul - Sat, 11 Jul
Air Canada Logo
5:00 a.m. - 11:52 a.m.
YWG
-
BOS
5h 52m
1 stop
Air Canada Logo
10:50 a.m. - 6:15 p.m.
BOS
-
YWG
8h 25m
1 stop
C$ 458Air Canada
Thu, 2 Jul - Wed, 8 Jul
Air Canada Logo
5:00 a.m. - 11:52 a.m.
YWG
-
BOS
5h 52m
1 stop
Air Canada Logo
5:45 a.m. - 2:25 p.m.
BOS
-
YWG
9h 40m
2 stops
C$ 460Air Canada
Thu, 2 Jul - Wed, 8 Jul
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$ 461Porter Airlines
Thu, 6 Aug - Wed, 12 Aug
Air Canada Logo
5:00 a.m. - 11:52 a.m.
YWG
-
BOS
5h 52m
1 stop
Air Canada Logo
5:45 a.m. - 4:20 p.m.
BOS
-
YWG
11h 35m
2 stops
C$ 463Air Canada
Thu, 2 Jul - Sat, 11 Jul
Air Canada Logo
3:20 p.m. - 10:38 p.m.
YWG
-
BOS
6h 18m
1 stop
Air Canada Logo
6:00 a.m. - 11:15 a.m.
BOS
-
YWG
6h 15m
1 stop
C$ 473Air Canada
Fri, 7 Aug - Mon, 10 Aug

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Porter Airlines flights from Winnipeg to Boston

Our best Porter Airlines deals on Winnipeg to Boston flight tickets
Porter Airlines
8 Jul
YWG12:15 p.m.Winnipeg
5h 20m
1 stop
BOS6:35 p.m.Boston Logan Intl
13 Jul
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 436
Porter Airlines
4 Jul
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
7 Jul
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 446
Porter Airlines
6 Aug
YWG12:15 p.m.Winnipeg
6h 00m
1 stop
BOS7:15 p.m.Boston Logan Intl
12 Aug
BOS10:05 a.m.Boston Logan Intl
6h 14m
1 stop
YWG3:19 p.m.Winnipeg
C$ 450

United Airlines flights from Winnipeg to Boston

Our best United Airlines deals on Winnipeg to Boston flight tickets
United Airlines
4 Jul
YWG8:45 a.m.Winnipeg
23h 44m
2 stops
BOS9:29 a.m.Boston Logan Intl
7 Jul
BOS10:55 a.m.Boston Logan Intl
12h 43m
2 stops
YWG10:38 p.m.Winnipeg
C$ 579
United Airlines
6 Aug
YWG7:00 a.m.Winnipeg
15h 59m
2 stops
BOS11:59 p.m.Boston Logan Intl
12 Aug
BOS5:45 a.m.Boston Logan Intl
17h 48m
2 stops
YWG10:33 p.m.Winnipeg
C$ 584

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 21 June 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

Wed 8/7

12:15 p.m.-6:35 p.m.

1 stop5h 20m

Boston Logan Intl

Mon 13/7

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

1 stop6h 14m

C$ 436

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 4/7

12:15 p.m.-7:15 p.m.

1 stop6h 00m

Boston Logan Intl

Tue 7/7

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

1 stop6h 14m

C$ 446

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 6/8

12:15 p.m.-7:15 p.m.

1 stop6h 00m

Boston Logan Intl

Wed 12/8

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

1 stop6h 14m

C$ 450

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 5/8

12:15 p.m.-7:15 p.m.

1 stop6h 00m

Boston Logan Intl

Tue 11/8

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

1 stop6h 14m

C$ 454

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 2/7

5:00 a.m.-11:52 a.m.

1 stop5h 52m

Boston Logan Intl

Sat 11/7

6:00 a.m.-11:15 a.m.

1 stop6h 15m

C$ 456

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 2/7

5:00 a.m.-11:52 a.m.

1 stop5h 52m

Boston Logan Intl

Wed 8/7

10:50 a.m.-6:15 p.m.

1 stop8h 25m

C$ 458

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 2/7

5:00 a.m.-11:52 a.m.

1 stop5h 52m

Boston Logan Intl

Wed 8/7

5:45 a.m.-2:25 p.m.

2 stops9h 40m

C$ 460

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 6/8

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

2 stops10h 35m

Boston Logan Intl

Wed 12/8

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

1 stop6h 14m

C$ 461

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 2/7

5:00 a.m.-11:52 a.m.

1 stop5h 52m

Boston Logan Intl

Sat 11/7

5:45 a.m.-4:20 p.m.

2 stops11h 35m

C$ 463

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 7/8

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

1 stop6h 18m

Boston Logan Intl

Mon 10/8

6:00 a.m.-11:15 a.m.

1 stop6h 15m

C$ 473

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 August. Flight prices, which tend to average around C$ 470, are often lower during this time because this is during the off-season. If you are unable to visit Boston during the month of August, then departing from Winnipeg during the month July is also very affordable. Most momondo users find prices during this month for around C$ 521.

Can stopping save me money on Winnipeg to Boston flights?

You could potentially save up to 47% 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 20m

Direct flights

None
The fastest flight from Winnipeg to Boston takes 5h 20m
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 5h 20m, 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$ 180Free CancellationRating
7.4
9,868 reviews
Search United Airlines flights
Porter AirlinesPriceFrom C$ 331Free CancellationRating
8.0
438 reviews
Search Porter Airlines flights
Air CanadaPriceFrom C$ 401Free CancellationRating
7.1
11,231 reviews
Search Air Canada 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
Chelsea
Kennebunkport
Needham
Everett
Wells
West Yarmouth
Waltham
Foxborough
Westbrook
Burlington
Cambridge
Saco
Scarborough
Warwick
Dedham
Woburn
Nashua

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.

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