Cheap Flights from Boston to Chicago
Cheap Boston-Chicago Flight Tickets
These prices are the lowest available for the specified locations on the Obilet website. Prices may vary depending on the selected date, location, and availability of the flight.
Cheapest Travel on Obilet
:
€ 127.76
The Most Favorable Price
:
United AirlinesThe Most Active Airline
:
American AirlinesAverage Number of Trips Per Day
:
36Shortest Flight Time
:
1hr 54minDistance
:
1368 KMCheap Flight Tickets from Boston to Chicago
United Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
07:15
Chicago
Chicago Ohare Airport
09:14
United Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
12:30
Chicago
Chicago Ohare Airport
14:29
United Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
11:00
Chicago
Chicago Ohare Airport
12:59
Spirit Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
20:16
Chicago
Chicago Ohare Airport
09:36
American Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
15:16
Chicago
Chicago Ohare Airport
17:30
American Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
15:59
Chicago
Chicago Ohare Airport
18:13
American Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
16:34
Chicago
Chicago Ohare Airport
18:51
American Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
17:35
Chicago
Chicago Ohare Airport
19:52
American Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
06:30
Chicago
Chicago Ohare Airport
08:44
United Airlines
22 April 2026-Wednesday
Boston
General Edward Lawrence Logan Airport
06:00
Chicago
Chicago Ohare Airport
10:43
The prices shown are starting ticket prices. Prices may vary depending on the selected date, location, and trip availability.
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Estimated Cheapest Boston - Chicago Flight Tickets by Month
Airlines Operating Flights from Boston to Chicago
Popular Flights Departing From Boston
Popular Flights Arriving At Chicago
Boston - Airports
Chicago - Airports
Alternative Flights Between Boston - Chicago
Popular Chicago Hotels
You can choose among various hotel options in Chicago to suit different styles and budgets for a comfortable and enjoyable stay. From boutique hotels in historical areas to modern business hotels, there is a wide range. Choose the most suitable accommodation for your trip and enjoy a relaxing experience.
Frequently Asked Questions
How long does flight take from Boston - Chicago?
On average, the trip from Boston - Chicago takes 1 hour 54 minute.
Which airlines organize flights between Boston - Chicago?
Airline companies that organize flights between Boston - Chicago: Delta Air Lines, Spirit Airlines, United Airlines, American Airlines
Which airline company organizes the most flights between Boston - Chicago?
The company that organizes the most flights between Boston - Chicago: American Airlines
How much is the cheap flight ticket between Boston - Chicago?
Cheap flight ticket between Boston - Chicago is € 127.76.
Which airports can I use for Boston - Chicago flight?
General Edward Lawrence Logan Airport can be used as the departure airport on the Boston - Chicago flight, and Chicago Midway Airport, Waukegan Rgnl Airport, Chicago Ohare Airport, Meigs Field Airport can also be used as the arrival airport.
