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Cheap flights from Winnipeg to Boston from $175

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 6/30. 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 pm - 7:15 pm
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$318Porter Airlines
Mon, Aug 10 - Mon, Aug 17
Porter Airlines Logo
12:15 pm - 7:15 pm
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$319Porter Airlines
Sat, Jul 25 - Mon, Jul 27
Porter Airlines Logo
11:40 am - 7:05 pm
YWG
-
BOS
6h 25m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$320Porter Airlines
Tue, Jun 30 - Mon, Jul 13
Air Canada Logo
5:00 am - 11:52 am
YWG
-
BOS
5h 52m
1 stop
Air Canada Logo
6:00 am - 11:15 am
BOS
-
YWG
6h 15m
1 stop
$322Air Canada
Thu, Jul 2 - Sat, Jul 11
Porter Airlines Logo
12:15 pm - 7:15 pm
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
7:10 am - 5:58 pm
BOS
-
YWG
11h 48m
2 stops
$323Porter Airlines
Fri, Aug 7 - Mon, Aug 10
Porter Airlines Logo
12:15 pm - 6:35 pm
YWG
-
BOS
5h 20m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$324Porter Airlines
Fri, Jul 10 - Mon, Jul 13
Porter Airlines Logo
12:15 pm - 6:35 pm
YWG
-
BOS
5h 20m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$327Porter Airlines
Fri, Jul 3 - Mon, Jul 13
Porter Airlines Logo
12:15 pm - 6:35 pm
YWG
-
BOS
5h 20m
1 stop
Porter Airlines Logo
10:05 am - 3:19 pm
BOS
-
YWG
6h 14m
1 stop
$329Porter Airlines
Wed, Jul 8 - Wed, Jul 22
Porter Airlines Logo
9:20 am - 8:55 pm
YWG
-
BOS
10h 35m
2 stops
Porter Airlines Logo
7:10 am - 5:58 pm
BOS
-
YWG
11h 48m
2 stops
$330Porter Airlines
Fri, Aug 7 - Mon, Aug 10
Porter Airlines Logo
12:15 pm - 7:15 pm
YWG
-
BOS
6h 00m
1 stop
Porter Airlines Logo
7:10 am - 5:58 pm
BOS
-
YWG
11h 48m
2 stops
$331Porter Airlines
Fri, Aug 7 - Mon, Aug 10

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Air Canada flights from Winnipeg to Boston

Our best Air Canada deals on Winnipeg to Boston flight tickets
Air Canada
Jul 2
YWG5:00 amWinnipeg
5h 52m
1 stop
BOS11:52 amBoston Logan Intl
Jul 11
BOS6:00 amBoston Logan Intl
6h 15m
1 stop
YWG11:15 amWinnipeg
$322
Air Canada
Jun 30
YWG5:10 amWinnipeg
5h 42m
1 stop
BOS11:52 amBoston Logan Intl
Jul 9
BOS6:00 amBoston Logan Intl
6h 15m
1 stop
YWG11:15 amWinnipeg
$339
Air Canada
Jul 4
YWG5:00 amWinnipeg
8h 41m
2 stops
BOS2:41 pmBoston Logan Intl
Jul 13
BOS6:00 amBoston Logan Intl
6h 15m
1 stop
YWG11:15 amWinnipeg
$347

Delta flights from Winnipeg to Boston

Our best Delta deals on Winnipeg to Boston flight tickets
Delta
Jul 2
YWG6:40 amWinnipeg
9h 05m
1 stop
BOS4:45 pmBoston Logan Intl
Jul 12
BOS5:55 amBoston Logan Intl
10h 12m
1 stop
YWG3:07 pmWinnipeg
$337
Delta
Sep 21
YWG3:58 pmWinnipeg
7h 01m
1 stop
BOS11:59 pmBoston Logan Intl
Sep 23
BOS5:55 amBoston Logan Intl
7h 01m
1 stop
YWG11:56 amWinnipeg
$343
Delta
Oct 2
YWG5:44 pmWinnipeg
5h 15m
1 stop
BOS11:59 pmBoston Logan Intl
Oct 5
BOS7:05 amBoston Logan Intl
9h 03m
1 stop
YWG3:08 pmWinnipeg
$361

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 June 17, 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

Mon 8/10

12:15 pm-7:15 pm

1 stop6h 00m

Boston Logan Intl

Mon 8/17

10:05 am-3:19 pm

1 stop6h 14m

$318

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Sat 7/25

12:15 pm-7:15 pm

1 stop6h 00m

Boston Logan Intl

Mon 7/27

10:05 am-3:19 pm

1 stop6h 14m

$319

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Tue 6/30

11:40 am-7:05 pm

1 stop6h 25m

Boston Logan Intl

Mon 7/13

10:05 am-3:19 pm

1 stop6h 14m

$320

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Thu 7/2

5:00 am-11:52 am

1 stop5h 52m

Boston Logan Intl

Sat 7/11

6:00 am-11:15 am

1 stop6h 15m

$322

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 8/7

12:15 pm-7:15 pm

1 stop6h 00m

Boston Logan Intl

Mon 8/10

7:10 am-5:58 pm

2 stops11h 48m

$323
Quickest round-trip

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 7/10

12:15 pm-6:35 pm

1 stop5h 20m

Boston Logan Intl

Mon 7/13

10:05 am-3:19 pm

1 stop6h 14m

$324

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 7/3

12:15 pm-6:35 pm

1 stop5h 20m

Boston Logan Intl

Mon 7/13

10:05 am-3:19 pm

1 stop6h 14m

$327

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Wed 7/8

12:15 pm-6:35 pm

1 stop5h 20m

Boston Logan Intl

Wed 7/22

10:05 am-3:19 pm

1 stop6h 14m

$329

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 8/7

9:20 am-8:55 pm

2 stops10h 35m

Boston Logan Intl

Mon 8/10

7:10 am-5:58 pm

2 stops11h 48m

$330

WinnipegBoston

YWG - BOS

YWGBOS

Winnipeg

Fri 8/7

12:15 pm-7:15 pm

1 stop6h 00m

Boston Logan Intl

Mon 8/10

7:10 am-5:58 pm

2 stops11h 48m

$331

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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?

In general, June 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 $357. If you aren’t able to travel during the month of June, then book flights to Boston from Winnipeg during July instead. Flights to Boston in July, while not as cheap as those in June, still average around $368.

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 00m

Direct flights

None
The fastest flight from Winnipeg to Boston takes 6h 00m
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. 6h 00m 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
11,200 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
York Beach
Cambridge
Kennebunkport
Plymouth
South Yarmouth
Gloucester
Revere
Laconia
Narragansett
Brockton
Falmouth
Warwick
Chatham
South Portland
Sturbridge

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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