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Cheap Flights From Chicago To Massachusetts

Cheap flights from Chicago (CHI) to popular destinations in Massachusetts (MA)

Boston
Carrier Departure Date Return Date Lowest Price
American May 1, 2018 May 9, 2018 $111
JetBlue May 1, 2018 May 16, 2018 $111
American May 1, 2018 May 15, 2018 $111
American May 1, 2018 May 8, 2018 $111
JetBlue May 5, 2018 May 16, 2018 $111
American May 1, 2018 May 6, 2018 $111
American May 1, 2018 May 16, 2018 $111
JetBlue May 1, 2018 May 5, 2018 $111
American May 1, 2018 May 2, 2018 $111
American May 1, 2018 May 3, 2018 $111

Cheap Last Minute Flights from Chicago to Massachusetts Prices shown were found by travelers like you over the past 30 days

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Massachusetts. The chart below shows the best last minute deals and cheap flights this weekend we could find.

DestinationDepartingReturningPrice
Martha's Vineyard 5/3/18 5/7/18 $476
Boston 5/10/18 5/13/18 $111
Nantucket 5/11/18 5/13/18 $600

Flight Schedule Summaries Last modified: Apr 22, 2018 4:51 -04:00Number of routes searched: 496Number of itineraries searched: 2,752,989

Chicago to Boston
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
JetBlue -
Spirit -
United -
American CLT
American DCA
American DFW
American JFK
Alaska LAX
Alaska PDX
Alaska SAN
Alaska SEA
Alaska SFO
JetBlue FLL
JetBlue JFK
Major Airlines ATL
Major Airlines DTW
Major Airlines MSP
Major Airlines CVG
Major Airlines JFK
Spirit ATL
Spirit BWI
Spirit DFW
Spirit FLL
Porter YTZ
United CLE
United DEN
United EWR
United IAD
Virgin America SFO

Cheap Domestic Flights from Chicago - CHI Last modified: Apr 22, 2018 4:51 -04:00Prices shown were found by travelers like you over the past 30 days

Cheap International Flights from Chicago - CHI Last modified: Apr 22, 2018 4:51 -04:00Prices shown were found by travelers like you over the past 30 days

On FareCompare, you’ll find cheap flights for domestic and international travel. Since airlines change flight prices constantly, sign up for Fare Alerts and let FareCompare’s travel search engine monitor airline ticket prices of all major airlines, so you’ll be first in line to get the cheapest tickets.
Cheap Flights from Chicago to Massachusetts - from $111 Round trip from CHI to MA