$158+ Cheap flights from Massachusetts

BOS — STN
26 Nov — 3 Dec1
1 adult
1 adult, Economy, 0 bags

Find flights from Massachusetts within your budget

 

Fly to

Route

Depart

Return

Price

Cheapest return flight

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Tue 5/1

11:00-16:12

1 stop6h 12m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$166

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Thu 10/12

16:35-18:45

Nonstop3h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$219

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Fri 27/11

11:55-13:59

Nonstop3h 04m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$248

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Wed 23/12

05:45-07:51

Nonstop3h 06m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$253

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sun 18/4

07:00-09:03

Nonstop3h 03m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$253

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Tue 10/11

07:30-09:35

Nonstop3h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$253

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Thu 12/11

07:30-09:35

Nonstop3h 05m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$260

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Tue 24/11

12:00-16:21

1 stop5h 21m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$268

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sat 28/11

06:00-08:00

Nonstop3h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$268

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Thu 21/1

10:00-16:49

1 stop7h 49m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$268

Flights are sorted by cheapest return flights first.

Deals found on 23/10

Showing 1-10 of 60 resultsSorted by cheapest first
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Best time to book a flight from Massachusetts

Have a flexible travel schedule? Discover the best time to fly from Massachusetts with our price prediction graph.
Estimated return price

Travel insights for flights from Massachusetts

Get recent, data-driven insights about flights from Massachusetts including ideal travel times, pricing trends, and more.

What is the cheapest place to fly to from Massachusetts?

The cheapest city to fly to from Massachusetts is Grand Rapids Gerald R. Ford Intl, with prices starting at $65. Explore other affordable destinations below.

Grand Rapids Gerald R. Ford Intl
Grand Rapids Gerald R. Ford Intl
From $65
Syracuse Hancock Intl
Syracuse Hancock Intl
From $165
Los Angeles
Los Angeles
From $269
San Francisco
San Francisco
From $274

Browse thousands of different options on Cheapflights for your next trip

Direct flights from USA

Direct flights from Boston

Related info for your journey

  • Where are the cheapest places to fly to from Massachusetts?

    View the cheapest flight destinations from Massachusetts:
    Fly from Boston to London from $495 round trip
    Fly from Boston to Sydney from $1,564 round trip

  • How does Cheapflights help users find flights from Massachusetts?

    Deals for flights from Massachusetts are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

  • Why should you use Cheapflights to find cheap flight tickets from Massachusetts?

    Cheapflights simply makes it quick and affordable to book flights from Massachusetts by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

  • Can Cheapflights find flights from Massachusetts with no change fees?

    Certainly. Search results for flights from Massachusetts shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

  • Can Cheapflights notify me if prices for flights from Massachusetts become cheaper?

    Yes, Cheapflights offers price alerts on flights from Massachusetts so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

See more FAQs

Fly with Cheapflights

How does Cheapflights help users find flights from Massachusetts?

Deals for flights from Massachusetts are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose to your preference, such as price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Massachusetts?

Cheapflights simply makes it quick and affordable to book flights from Massachusetts by bringing together all flight options from hundreds of airlines and agencies online — and we put them in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Massachusetts with no change fees?

Certainly. Search results for flights from Massachusetts shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

Can Cheapflights notify me if prices for flights from Massachusetts become cheaper?

Yes, Cheapflights offers price alerts on flights from Massachusetts so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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