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Cheap flights from Chicago (CHI) to Massachusetts (MA)

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Cheap flights from Chicago to Massachusetts in January 2020

The best prices found for ORD to Massachusetts flights for January
31 Jan - 2 Feb
$147pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
27 Jan - 29 Jan
$162pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
30 Jan - 1 Feb
$163pp
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Massachusetts 2020 flight deals

Cheap flights to Massachusetts from Chicago found for this year
26 Feb - 28 Feb
$145pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
5 Mar - 8 Mar
$146pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
30 Apr - 3 May
$153pp
ORD
Chicago O'Hare Intl
Spirit Airlines
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Spirit Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Massachusetts from Chicago

Save time with Chicago to Massachusetts direct flight deals
6 Feb - 10 Feb
$145pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
5 Mar - 8 Mar
$146pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl
31 Jan - 2 Feb
$147pp
ORD
Chicago O'Hare Intl
Major Airline
Non-Stop
BOS
Boston Logan Intl
BOS
Boston Logan Intl
Major Airline
Non-Stop
ORD
Chicago O'Hare Intl

Departure points for flights from Chicago to Massachusetts

Destination information for Massachusetts

Things to know before you go. Useful info for your trip from Chicago to Massachusetts
Flight duration
2h 38m

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing

Boston (BOS)
Beverly (BVY)
New Bedford (EWB)
Hyannis (HYA)
West Tisbury Martha's Vineyard (MVY)

Related info for your journey

Useful info, stats and facts about Chicago to Massachusetts flights.

Flight FAQs

From Chicago to Massachusetts

What days are nonstop flights available from Chicago to Massachusetts?

You can find nonstop flights on the following days: Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday.

How popular is this flight route?

Within the past month, 171 users have taken a look at flights from Chicago to Massachusetts.

What are the most popular airlines that fly from Chicago to Massachusetts?

The most popular airlines flying from Chicago to Massachusetts are Endeavor Airlines, JetBlue and Delta. Something to consider prior to booking your flight.

What are the most popular routes from Chicago to Massachusetts?

While some choose either Chicago Midway - Boston Logan Intl or Chicago O'Hare Intl - Worcester, Chicago O'Hare Intl - Boston Logan Intl is the most popular route from Chicago to Massachusetts.

What are the cheapest Flights from Chicago to Massachusetts?

Looking for the cheapest flight from Chicago to Massachusetts? While on average our users pay $183, our data indicates the cheapest price to be $64. The most popular route (Chicago O'Hare Intl - Boston Logan Intl), is priced around $145.

What are the most reliable airlines from Chicago to Massachusetts?

Before booking your flight to Massachusetts from Chicago, check out the most reliable airlines to get you to your destination on time: SkyWest Airlines (100%), Azul (84%), Alaska Airlines( 81%).