How does KAYAK find such low prices on flights from Massachusetts to Winnipeg?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Winnipeg. Visit our flight page for the latest deals!>/a>

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Winnipeg?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!>/a>

What is the Hacker Fare option on flights from Massachusetts to Winnipeg?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Massachusetts with another airline. Visit our flight page for the latest deals!>/a>

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Winnipeg?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!>/a>

$172 CHEAP FLIGHTS from Massachusetts to Winnipeg

YWG

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

...and more

Travelers love KAYAK

41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheapest round-trip

$220

Overall average: $561

Multiple Airlines

Wed 2/25Wed 3/4

BOS - YWG • 2 stops

Cheapest one-way

$172

Typical prices: $172-$394

Multiple Airlines

Tue 4/21

BOS - YWG • 2 stops

Start a new search

KAYAK searches 100s of sites at once to find you the best travel deals.

We hope you love your trip to Winnipeg!

Flight Deals

Cheap Flights from Massachusetts to Winnipeg

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Massachusetts to Winnipeg that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Recent round-trip flight deals from Massachusetts to Winnipeg

Wed, Feb 25 - Wed, Mar 4

6:00 am - 12:40 am

BOS

YWG

19h 40m

2 stops

7:30 am - 1:13 am

YWG

BOS

16h 43m

1 stop

$220Multiple Airlines

Wed, May 27 - Tue, Jun 2

5:00 pm - 11:13 pm

BOS

YWG

7h 13m

1 stop

8:00 am - 2:47 pm

YWG

BOS

5h 47m

1 stop

$274Air Canada

Thu, Feb 26 - Thu, Mar 5

5:30 am - 10:15 am

BOS

YWG

5h 45m

1 stop

8:15 am - 2:52 pm

YWG

BOS

5h 37m

1 stop

$276Air Canada

Mon, Mar 2 - Wed, Mar 4

5:30 am - 10:15 am

BOS

YWG

5h 45m

1 stop

6:00 am - 2:52 pm

YWG

BOS

7h 52m

2 stops

$281Air Canada

Fri, Feb 27 - Fri, Mar 6

6:00 am - 11:57 am

BOS

YWG

6h 57m

1 stop

2:20 pm - 9:28 pm

YWG

BOS

6h 08m

1 stop

$284United Airlines

Sat, May 30 - Sat, Jun 6

6:55 pm - 5:25 pm

BOS

YWG

23h 30m

2 stops

6:15 pm - 5:40 pm

YWG

BOS

22h 25m

2 stops

$285WestJet

Fri, Mar 27 - Mon, Mar 30

5:50 am - 12:00 pm

BOS

YWG

7h 10m

1 stop

12:50 pm - 11:49 pm

YWG

BOS

9h 59m

1 stop

$294Delta

Wed, Feb 11 - Wed, Feb 18

6:15 am - 12:39 pm

BOS

YWG

7h 24m

1 stop

8:15 am - 2:52 pm

YWG

BOS

5h 37m

1 stop

$300Air Canada

Sat, May 30 - Sat, Jun 6

6:55 pm - 5:25 pm

BOS

YWG

23h 30m

2 stops

3:15 pm - 5:40 pm

YWG

BOS

25h 25m

1 stop

$313WestJet

Fri, Mar 27 - Mon, Mar 30

5:30 am - 10:15 am

BOS

YWG

5h 45m

1 stop

7:05 pm - 9:56 am

YWG

BOS

13h 51m

1 stop

$315Air Canada

Useful Info

Low season	January
High season	July
Cheapest flight	$172

Best time to beat the crowds with an average 21% drop in price.

Most popular time to fly with an average 16% increase in price.

Flight from Boston to Winnipeg

How does KAYAK find such low prices on flights from Massachusetts to Winnipeg?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Winnipeg.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Winnipeg?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Massachusetts to Winnipeg?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Massachusetts with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Winnipeg?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Portage la Prairie

Selkirk

Morden

Scanterbury

Everything you need to know for your flight to Winnipeg

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Winnipeg

Winnipeg (YWG)

YWG

$119 Find Cheap Flights from Massachusetts to Winnipeg

KAYAK searches hundreds of travel sites at once for deals on flights to Winnipeg

Everything you should know

Cheap Flights from Massachusetts to Winnipeg

Recent round-trip flight deals from Massachusetts to Winnipeg

Recent one-way flight deals from Massachusetts to Winnipeg

Recent last minute flight deals from Massachusetts to Winnipeg

Good to know

FAQs for booking flights from Massachusetts to Winnipeg

How does KAYAK find such low prices on flights from Massachusetts to Winnipeg?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Massachusetts to Winnipeg.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Massachusetts to Winnipeg?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Winnipeg from Massachusetts is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Massachusetts to Winnipeg?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Winnipeg with an airline and back to Massachusetts with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Massachusetts to Winnipeg?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Winnipeg from Massachusetts up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Winnipeg?

Everything you need to know for your flight to Winnipeg

Information on the airport you'll fly into in Winnipeg

Cabin class types available on flights to Massachusetts

Complete your trip to Winnipeg with a hotel stay or car rental

Find direct flights for Winnipeg

Flights to other popular destinations

Flights from domestic origins to Winnipeg

Choose which airport to fly into in Winnipeg

Find deals for your return flight