$158+ Cheap flights from Boston

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

Find flights from Boston 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

$167

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Fri 19/2

14:16-18:33

1 stop5h 17m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$167

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Fri 4/12

19:33-23:29

1 stop4h 56m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$167
Fastest return journey

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Fri 20/11

20:40-22:36

Nonstop2h 56m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$195

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

Tue 1/12

12:04-14:05

Nonstop3h 01m

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 11/12

05:45-09:37

1 stop4h 52m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$233

BostonChicago

BOS Boston Logan Intl - ORD Chicago O'Hare Intl

BOSORD

Boston Logan Intl

Wed 23/12

05:30-09:49

1 stop5h 19m

Chicago O'Hare Intl

Wed 31/12

00:00-01:00

Nonstop0h 00m

$233

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

Sun 3/1

05:45-11:37

1 stop6h 52m

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 Boston

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

Travel insights for flights from Boston

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

What are popular destinations to fly to from Boston?

Boston offers frequent flights to New York (1,496 flights per day), Washington, D.C. (521 flights per day) and Chicago (510 flights per day).

Los Angeles
Los Angeles
From $269
San Francisco
San Francisco
From $274
Simpson Bay Princess Juliana
Simpson Bay Princess Juliana
From $280
Edinburgh Turnhouse
Edinburgh Turnhouse
From $770

What is the cheapest place to fly to from Boston?

The cheapest city to fly to from Boston 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

Related info for your journey

  • What are the most popular destinations to fly to from Boston?

    For the current month, the most popular flights from Boston are Nashville, Atlanta, Barcelona-El Prat Airport. Atlanta, Mumbai, Oranjestad are the most popular locations from Boston year round.

  • What is the cheapest flight from Boston to anywhere?

    Users have flown out of Boston for as low as $65 to Grand Rapids (prices may vary depending on the airline and departure time). On average, users have booked flights for $1,232 to fly from Boston.

  • What are the cheapest airlines flying from Boston to anywhere?

    According to our data, users have found Air Canada, Qantas Airways, and United Airlines to have the cheapest round-trip prices from Boston. Some of the destinations and prices are as follows: Air Canada flights from Boston to Brisbane ($1,282). Qantas Airways flights from Boston to Sydney Kingsford Smith ($1,625). United Airlines flights from Boston to Sydney Kingsford Smith ($1,758).

  • What is the cheapest premium economy flight from Boston?

    Options for some of the cheapest premium economy flights from Boston we have found on Cheapflights are as follows:
    Fly from Boston Logan Intl to Philadelphia starting at $1,699
    Fly from Boston Logan Intl to San Francisco starting at $5,036
    Fly from Boston Logan Intl to London Heathrow Airport starting at $6,588

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

    View the cheapest flight destinations from Boston:
    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 Boston?

    Cheapflights makes it easy to find flights from Boston by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

    Cheapflights simply makes it quick and affordable to book flights from Boston 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 Boston with no change fees?

    Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston flexibly with Cheapflights today.

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

    Not ready to book yet? You can track prices for flights from Boston on Cheapflights with our Price Alerts feature and get notified when better prices are available.

See more FAQs

Fly with Cheapflights

How does Cheapflights help users find flights from Boston?

Cheapflights makes it easy to find flights from Boston by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

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

Cheapflights simply makes it quick and affordable to book flights from Boston 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 Boston with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Boston flexibly with Cheapflights today.

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

Not ready to book yet? You can track prices for flights from Boston on Cheapflights with our Price Alerts feature and get notified when better prices are available.

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