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Cheap flights from Winnipeg to Boston from $174

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 9/22. 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.
Air Canada Logo
3:20 pm - 10:40 pm
YWG
-
BOS
6h 20m
1 stop
Air Canada Logo
6:00 am - 11:12 am
BOS
-
YWG
6h 12m
1 stop
$309Air Canada
Fri, Sep 18 - Sun, Sep 20
Porter Airlines Logo
12:15 pm - 6:50 pm
YWG
-
BOS
5h 35m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$319Porter Airlines
Tue, Aug 18 - Sat, Aug 22
Air Canada Logo
7:55 am - 2:41 pm
YWG
-
BOS
5h 46m
1 stop
Air Canada Logo
3:35 pm - 9:14 pm
BOS
-
YWG
6h 39m
1 stop
$320Air Canada
Sun, Sep 6 - Sat, Sep 12
Air Canada Logo
3:20 pm - 10:40 pm
YWG
-
BOS
6h 20m
1 stop
Air Canada Logo
6:00 am - 11:12 am
BOS
-
YWG
6h 12m
1 stop
$329Air Canada
Thu, Sep 24 - Wed, Sep 30
Air Canada Logo
8:15 am - 4:05 pm
YWG
-
BOS
6h 50m
1 stop
Air Canada Logo
4:55 pm - 11:27 pm
BOS
-
YWG
7h 32m
1 stop
$329Air Canada
Wed, Sep 9 - Wed, Sep 16
Delta Logo
12:41 pm - 11:59 pm
YWG
-
BOS
10h 18m
1 stop
Delta Logo
7:05 am - 11:51 am
BOS
-
YWG
5h 46m
1 stop
$330Delta
Wed, Sep 9 - Wed, Sep 16
Delta Logo
3:58 pm - 11:59 pm
YWG
-
BOS
7h 01m
1 stop
Delta Logo
5:55 am - 11:51 am
BOS
-
YWG
6h 56m
1 stop
$330Delta
Fri, Sep 18 - Tue, Sep 22
United Airlines Logo
7:00 am - 11:30 pm
YWG
-
BOS
15h 30m
1 stop
United Airlines Logo
6:00 am - 11:52 am
BOS
-
YWG
6h 52m
1 stop
$330United Airlines
Fri, Sep 18 - Tue, Sep 22
Multiple Airlines Logo
7:45 am - 6:35 pm
YWG
-
BOS
9h 50m
1 stop
Multiple Airlines Logo
10:05 am - 5:15 pm
BOS
-
YWG
8h 10m
1 stop
$331Multiple Airlines
Thu, Sep 10 - Mon, Sep 14
Air Canada Logo
12:20 pm - 9:26 pm
YWG
-
BOS
8h 06m
2 stops
Air Canada Logo
6:00 am - 11:12 am
BOS
-
YWG
6h 12m
1 stop
$334Air Canada
Wed, Sep 9 - Wed, Sep 16

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Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets
Air Canada
Sep 18
YWG3:20 pmWinnipeg
6h 20m
1 stop
BOS10:40 pmBoston Logan Intl
Sep 20
BOS6:00 amBoston Logan Intl
6h 12m
1 stop
YWG11:12 amWinnipeg
$309
Air Canada
Sep 6
YWG7:55 amWinnipeg
5h 46m
1 stop
BOS2:41 pmBoston Logan Intl
Sep 12
BOS3:35 pmBoston Logan Intl
6h 39m
1 stop
YWG9:14 pmWinnipeg
$320
Air Canada
Sep 9
YWG8:15 amWinnipeg
6h 50m
1 stop
BOS4:05 pmBoston Logan Intl
Sep 16
BOS4:55 pmBoston Logan Intl
7h 32m
1 stop
YWG11:27 pmWinnipeg
$329

Porter Airlines flights from Winnipeg to Boston

Our best Porter Airlines deals on Winnipeg to Boston flight tickets
Porter Airlines
Aug 18
YWG12:15 pmWinnipeg
5h 35m
1 stop
BOS6:50 pmBoston Logan Intl
Aug 22
BOS10:05 amBoston Logan Intl
6h 14m
1 stop
YWG3:19 pmWinnipeg
$319
Porter Airlines
Aug 19
YWG12:15 pmWinnipeg
5h 35m
1 stop
BOS6:50 pmBoston Logan Intl
Aug 22
BOS10:05 amBoston Logan Intl
6h 14m
1 stop
YWG3:19 pmWinnipeg
$362
Porter Airlines
Aug 19
YWG12:15 pmWinnipeg
5h 35m
1 stop
BOS6:50 pmBoston Logan Intl
Aug 24
BOS7:10 amBoston Logan Intl
11h 48m
2 stops
YWG5:58 pmWinnipeg
$367

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 832,500 searches. Data last updated July 30, 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

Fri 9/18

3:20 pm-10:40 pm

1 stop6h 20m

Boston Logan Intl

Sun 9/20

6:00 am-11:12 am

1 stop6h 12m

$309
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 8/18

12:15 pm-6:50 pm

1 stop5h 35m

Boston Logan Intl

Sat 8/22

10:05 am-3:19 pm

1 stop6h 14m

$319

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sun 9/6

7:55 am-2:41 pm

1 stop5h 46m

Boston Logan Intl

Sat 9/12

3:35 pm-9:14 pm

1 stop6h 39m

$320

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 9/24

3:20 pm-10:40 pm

1 stop6h 20m

Boston Logan Intl

Wed 9/30

6:00 am-11:12 am

1 stop6h 12m

$329

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 9/9

8:15 am-4:05 pm

1 stop6h 50m

Boston Logan Intl

Wed 9/16

4:55 pm-11:27 pm

1 stop7h 32m

$329

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 9/9

12:41 pm-11:59 pm

1 stop10h 18m

Boston Logan Intl

Wed 9/16

7:05 am-11:51 am

1 stop5h 46m

$330

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 9/18

3:58 pm-11:59 pm

1 stop7h 01m

Boston Logan Intl

Tue 9/22

5:55 am-11:51 am

1 stop6h 56m

$330

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 9/18

7:00 am-11:30 pm

1 stop15h 30m

Boston Logan Intl

Tue 9/22

6:00 am-11:52 am

1 stop6h 52m

$330

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 9/10

7:45 am-6:35 pm

1 stop9h 50m

Boston Logan Intl

Mon 9/14

10:05 am-5:15 pm

1 stop8h 10m

$331

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 9/9

12:20 pm-9:26 pm

2 stops8h 06m

Boston Logan Intl

Wed 9/16

6:00 am-11:12 am

1 stop6h 12m

$334

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?

Prices are currently low for flights on this route.

Typical prices usually range from $331 to $439.
The lowest price recently found on this route was $309.

What is the cheapest month to fly to Boston?

In general, August is the cheapest month to fly from Winnipeg to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $348. If you aren’t able to travel during the month of August, then book flights to Boston from Winnipeg during June instead. Flights to Boston in June, while not as cheap as those in August, still average around $378.

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 35m

Direct flights

None
The fastest flight from Winnipeg to Boston takes 5h 35m
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 1343.0 mi. 5h 35m is a normal flight duration for this route.

  • 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 a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to 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
Air CanadaPriceFrom $215Free CancellationRating
7.1
11,407 reviews
Search Air Canada flights

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
Hampton Beach
Salem
Ogunquit
Old Orchard Beach
Hampton
Laconia
Cambridge
South Yarmouth
Plymouth
York Beach
Revere
Kennebunkport
Gloucester
Warwick
Middletown
South Portland
Brockton
Everett
Falmouth
Seekonk

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Winnipeg to Boston. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Boston from Winnipeg on momondo can be compared and filtered by various policies on offer, including flexible booking.

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?

Yes. momondo can track prices for Winnipeg to Boston flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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