Cheap Flights from Chicago to Boston
Cheap Chicago-Boston 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
:
€ 110.51
The Most Favorable Price
:
Delta Air LinesThe Most Active Airline
:
American AirlinesAverage Number of Trips Per Day
:
40Shortest Flight Time
:
3hr 25minDistance
:
1368 KMCheap Flight Tickets from Chicago to Boston
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
15:50
Boston
General Edward Lawrence Logan Airport
19:27
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
07:00
Boston
General Edward Lawrence Logan Airport
10:35
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Midway Airport
09:22
Boston
General Edward Lawrence Logan Airport
16:10
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
14:00
Boston
General Edward Lawrence Logan Airport
20:04
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
19:16
Boston
General Edward Lawrence Logan Airport
22:50
American Airlines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
20:56
Boston
General Edward Lawrence Logan Airport
00:25
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
12:15
Boston
General Edward Lawrence Logan Airport
18:00
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Midway Airport
13:22
Boston
General Edward Lawrence Logan Airport
20:04
American Airlines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
15:18
Boston
General Edward Lawrence Logan Airport
21:30
Delta Air Lines
15 May 2026 - Friday
Chicago
Chicago Ohare Airport
17:19
Boston
General Edward Lawrence Logan Airport
23:29
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 Chicago - Boston Flight Tickets by Month
Airlines Operating Flights from Chicago to Boston
Popular Chicago to Boston Flights
Chicago and Boston Airports
Alternative Flights Between Chicago - Boston
Popular Boston Hotels
You can choose among various hotel options in Boston 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 Chicago - Boston?
On average, the trip from Chicago - Boston takes 3 hour 25 minute.
Which airlines organize flights between Chicago - Boston?
Airline companies that organize flights between Chicago - Boston: Delta Air Lines, United Airlines, American Airlines
Which airline company organizes the most flights between Chicago - Boston?
The company that organizes the most flights between Chicago - Boston: American Airlines
How much is the cheap flight ticket between Chicago - Boston?
Cheap flight ticket between Chicago - Boston is € 110.51.
Which airports can I use for Chicago - Boston flight?
Chicago Midway Airport, Waukegan Rgnl Airport, Chicago Ohare Airport, Meigs Field Airport can be used as the departure airport on the Chicago - Boston flight, and General Edward Lawrence Logan Airport can also be used as the arrival airport.
