|Best Price Found||$49||The best one-way flight to Chicago from Boston in the past 72 hours is $49. The best round-trip flight deal from Boston to Chicago found on momondo in the last 72 hours is $98.|
|Fastest flight time||2h 57m||The fastest flight from Boston to Chicago takes 2h 57m|
|Direct flights||Mon, Tue, Wed, Fri, Sat and Sun||Direct flights go from Boston to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.|
|Airports in Chicago||3 airports||There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)|
The cheapest time of year to fly to Chicago from Boston is August. Most expensive is December
The cheapest day of the week is typically Saturday. The most expensive is typically Sunday
Boston to Chicago flights are approximately 36% more expensive in the afternoon than at noon
American Airlines, Delta, and JetBlue are the most popular carriers operating from Boston to Chicago
Boston Logan Intl - Chicago O'Hare Intl
Fly from Boston Logan Intl to Chicago O'Hare Intl for the best Boston - Chicago flight prices
0 days before
The cheapest time to buy a flight from Boston to Chicago is approximately 0 days to departure
To whom may concern, I was not able to board my flight because it showed as cancel but my credit card got charge. Please issue refund. Thank You Jan Pierre Rivera
Even after posting extra for comfort +, the seats do not recline!
Smooth trip. No problems no delays and that's great.
Flight attendant for first class is definitely not a morning person. Oh and the WiFi DID NOT WORK!
2 hour delay and then 15 min taxi to the gate just to be told a big pile of snow was blocking the gate.
Pros: Fast boarding
Cons: On arrival, have passengers needing assistance to wait to deplane until the end.
Due to the global impact of COVID-19, some of our airline partners operating flights from Boston Logan Intl to Chicago, such as United Airlines, American Airlines, and JetBlue may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.
A flight from Boston Logan Intl to Chicago will travel around 847.9 mi. 2h 45m is a normal flight duration for this route.