$176+ Cheap flights from Massachusetts

BOS — STN
5 Dec — 12 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

Sat 21/11

14:40-16:40

Nonstop3h 00m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$177

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Thu 17/12

12:04-14:05

Nonstop3h 01m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$206

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Fri 1/1

15:31-22:15

1 stop7h 44m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$220

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Tue 16/2

20:20-22:27

Nonstop3h 07m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$225

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Thu 18/2

11:50-14:00

Nonstop3h 10m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$225

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Fri 4/12

07:30-09:38

Nonstop3h 08m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$225

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sat 12/12

15:42-21:33

1 stop6h 51m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$232

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sun 27/12

05:30-09:49

1 stop5h 19m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$235

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sat 16/1

05:30-09:53

1 stop5h 23m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$239

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Sun 27/12

05:45-07:51

Nonstop3h 06m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$240

Flights are sorted by cheapest return flights first.

Deals found on 3/11

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.

Browse thousands of different options on Cheapflights for your next trip

Direct flights from USA

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 $498 round trip
    Fly from Boston to Sydney from $1,637 round trip
    Fly from Boston to Melbourne from $1,686 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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