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Cheap Flights from Chicago to Massachusetts

Popular 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.

Expert Travel Advice Provided by Farecompare

Cheap Domestic Flights from Chicago - CHI

Flights
Airline
Lowest Price
Chicago to Boston
Spirit, American, JetBlue, AirTran, US Airways, Delta, United, Alaska
$138
Chicago to Nantucket
United, Delta, US Airways, JetBlue
$196
Chicago to Martha's Vineyard
Delta, US Airways, JetBlue
$196
Chicago to Hyannis
 
 
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updated: 2013-05-18T13:41-04:00
Cheap Flights from Chicago to Massachusetts - from $138 Round trip from CHI to MA