AirportFusion

Flights from Boston to Chicago

Every non-stop option between the Boston area and the Chicago area: airlines, airport pairs, estimated fares and flight times. Launch a full door-to-door search to add ground transport on both sides, one-stop alternatives and an AI recommendation.

Estimated price

from €166

Flight time

≈ 2h 29m

Distance

1382 km

Airlines

7

Compare door-to-door itineraries

Free — includes trains, taxis and buses to the airports, plus connecting flights.

Airlines flying Boston → Chicago non-stop

Airport pairs served

RouteAirlinesFlight timeEstimated price
BOS → MDW2≈ 2h 29mfrom €166
BOS → ORD5≈ 2h 29mfrom €169

Prices are deterministic estimates based on distance, season and airline — final fares come from the booking partner.

Frequently asked questions

Which airlines fly direct from Boston to Chicago?
7 airline(s) operate non-stop flights between the Boston area and the Chicago area, including AirTran Airways, American Airlines, JetBlue Airways.
How much does a flight from Boston to Chicago cost?
Our estimates start at €166 for a one-way non-stop ticket. Real fares vary with the season, the day of the week and how early you book — Tuesdays and Wednesdays are usually cheapest.
How long is the flight from Boston to Chicago?
The non-stop flight covers about 1382 km and takes approximately 2h 29m, depending on the exact airport pair and winds.
What is the fastest door-to-door option?
It depends on which airports you can reach easily. AirportFusion compares every airport around your exact address — including trains, taxis and buses on both sides — and recommends the best complete itinerary.
Flights from Chicago to Boston →Flights from BostonFlights from Chicago

More destinations from Boston

Direct flights Boston to Chicago from €166 | AirportFusion