On the ground — what to expect
The leg clocks 17 road miles via I-190 → I-90 E → Congress Pkwy. Typical drive-time clusters between 30 and 75 minutes. LaSalle / Clark St business hotels. Avoid Lake Shore Drive on weekday PM peak. Flight tracking fires on wheels-down, so the sedan is already queued at O'Hare International's pre-arranged ground-transport kerb when the first checked bag drops onto the carousel. Common drop-points inside The Loop: LaSalle Street, Clark Street, Willis Tower, Chicago Cultural Center.