Chicago, IL
Loop Skyscrapers and Riverfront Stone
This walk starts where Chicago opens itself to the water, then threads into the Loop’s great rooms, old department-store grandeur, and the first true skyscraper experiments. It keeps climbing in scale and ambition until the riverfront returns, with newer towers and classic icons framing the finish.
3.4 mi (5.5 km)
~1h 58m total
8 stops
longest stretch ~0.9 mi
Loop
Loading map...
Walking route — open in maps for turn-by-turn directions
Ready to Walk?
Open in your favorite maps app for turn-by-turn walking directions.
Going somewhere else?
Get a walk like this one for your next trip — curated stops, the right order, a story to follow.
Make a walk for another cityYour Stops (8)
~0.3 mi walk
~0.2 mi walk
~0.5 mi walk
~0.2 mi walk
~0.3 mi walk
~0.8 mi walk — a long stretch between stops
~0.9 mi walk — a long stretch between stops
~0.2 mi walk
Return to start
Walking it with someone?