"See actual flight paths with flightpaths.com"
Weather, politics and local regulations can affect the choice of airspace and flight corridors. Flightpaths.com lets you see the real flight paths and compare passenger airlines and flight times simplified on an interactive map.
Flights from New York (JFK), USA to Chicago (ORD), USA illustrated on a map. Based on 13 recorded flights, the distance can vary between 817 and 827 miles.
Canada
Over water
Canada
Over water
You can also check the reverse route: Chicago to New York