Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.

Cheap Flights From Chicago To Massachusetts Last modified: Sep 25, 2016 12:27 AM

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

Boston
Carrier Departure Date Return Date Lowest Price
American Oct 27, 2016 Nov 2, 2016 $86
American Oct 29, 2016 Nov 2, 2016 $86
American Oct 22, 2016 Oct 29, 2016 $87
American Oct 25, 2016 Nov 2, 2016 $87
American Oct 24, 2016 Oct 29, 2016 $87
American Oct 27, 2016 Oct 29, 2016 $87
American Nov 5, 2016 Nov 8, 2016 $87
American Nov 3, 2016 Nov 8, 2016 $87
American Nov 1, 2016 Nov 8, 2016 $87
American Oct 25, 2016 Oct 29, 2016 $87
Martha's Vineyard
Carrier Departure Date Return Date Lowest Price
JetBlue Nov 18, 2016 Nov 25, 2016 $947

Cheap Last Minute Flights from Chicago to Massachusetts

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
Boston 10/27/16 11/1/16 $87

Flight Schedule Summaries Last modified: Sep 25, 2016 12:27 AMNumber of routes searched: 331Number of itineraries searched: 1,393,128

Chicago to Boston
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American -
Delta CVG
Delta DTW
American LGA
American PHL
United EWR
American DFW
American DCA
Virgin America LAX
United IAD
United CLE
United DEN
United IAH
Virgin America SFO
Alaska PDX
Alaska SEA
Chicago to Martha's Vineyard
Airline Connections Mon Tue Wed Thu Fri Sat Sun
JetBlue BOS
JetBlue JFK
Chicago to Nantucket
Airline Connections Mon Tue Wed Thu Fri Sat Sun
JetBlue BOS
JetBlue JFK

Cheap Domestic Flights from Chicago - CHI

Cheap International Flights from Chicago - CHI

Cheap Flights from Chicago to Massachusetts - from $86 Round trip from CHI to MA