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Cheap Flights from Chicago to Massachusetts

Did You Know?

The earliest flight from Chicago, IL leaves at 1:00 am.
There are 74 connecting cities from Chicago, IL to Massachusetts.
There are 431 direct flights from Chicago to Massachusetts.
The most popular destination from Chicago, IL is La Guardia.
New York, NY is the most popular connecting city from Chicago, IL to Massachusetts.
There are 30 carriers flying into Massachusetts.
The longest flight from Chicago, IL to Massachusetts is 864 miles.
The shortest flight from Chicago, IL to Massachusetts is 864 miles.

Cheap Domestic Flights from Chicago - CHI

Flights
Airline
Lowest Price
US Airways, Delta, United, Alaska, Spirit, JetBlue, AirTran, American
$155
JetBlue, US Airways, Delta
$215
US Airways, JetBlue, Delta
$266
Cheap Flights from Chicago to Massachusetts - from $155 Round trip from CHI to MA