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Flights from Chicago (CHI) to Massachusetts (MA)

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CHI
Chicago
USMA
Massachusetts
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Cheap flights from Chicago to Massachusetts

Flights to get there soon

Flights to Massachusetts in the next month
2 Oct - 3 Oct
$66pp
ORD
Chicago
Major Airline
DIRECT
BOS
Massachusetts
BOS
Massachusetts
Major Airline
DIRECT
ORD
Chicago
2 Oct - 3 Oct
$66pp
ORD
Chicago
Major Airline
DIRECT
BOS
Massachusetts
BOS
Massachusetts
Major Airline
DIRECT
ORD
Chicago
26 Sep - 3 Oct
$78pp
ORD
Chicago
Spirit Airlines
DIRECT
BOS
Massachusetts
BOS
Massachusetts
Spirit Airlines
DIRECT
ORD
Chicago

Cheapflights for the next season

Find flight deals in the next 3 months
30 Oct - 3 Nov
$79pp
ORD
Chicago
Spirit Airlines
DIRECT
BOS
Massachusetts
BOS
Massachusetts
Spirit Airlines
DIRECT
ORD
Chicago
3 Nov - 6 Nov
$79pp
ORD
Chicago
Spirit Airlines
DIRECT
BOS
Massachusetts
BOS
Massachusetts
Spirit Airlines
DIRECT
ORD
Chicago
30 Oct - 3 Nov
$79pp
ORD
Chicago
Spirit Airlines
DIRECT
BOS
Massachusetts
BOS
Massachusetts
Spirit Airlines
DIRECT
ORD
Chicago

Flights for the forward planner

Search and compare flight prices in the next 6 months
11 Feb - 13 Feb
$127pp
ORD
Chicago
JetBlue
DIRECT
BOS
Massachusetts
BOS
Massachusetts
JetBlue
DIRECT
ORD
Chicago
11 Feb - 13 Feb
$127pp
ORD
Chicago
JetBlue
DIRECT
BOS
Massachusetts
BOS
Massachusetts
JetBlue
DIRECT
ORD
Chicago
11 Jan - 15 Jan
$129pp
ORD
Chicago
JetBlue
DIRECT
BOS
Massachusetts
BOS
Massachusetts
JetBlue
DIRECT
ORD
Chicago

Destination information for Massachusetts

Things to know before you go. Useful info for your trip from Chicago to Massachusetts
Flight duration
2h 36m

Airports servicing Chicago

Chicago Midway (MDW)
Chicago O'Hare International (ORD)