How long would it take to walk every street in Chicago?
How many streets does Chicago have?
Chicago has 12,263 km of walkable streets and paths, across 2,210 named streets and 77 community areas. Walking 5 km a day, it would take at least 2,453 days (about 6½ years) to walk every one of them.
Covers all 77 community areas of Chicago, inside the official Chicago boundary on OpenStreetMap. Last updated 5 October 2026.
Every street walked once, 5 km a day. Real walks double back, so the true number is a little higher.
Chicago is the 17th biggest of the 576 cities on Untrod by length of streets. Most of it is streets with traffic: only 9% is paths, footways and steps, against 19% in a typical city. Of its community areas, Austin takes longest (84 days) and Burnside is quickest (5 days). The most common street name is South Stewart Avenue: Chicago has 5 separate streets called that.
Start small
The quickest parts of Chicago to finish. Each one is a week or two of daily walks.
Your pace
The same streets at a different speed.
What’s the longest street in Chicago?
35.4 km inside Chicago
33.3 km, then South State Street at 29.5 km
There are 5 separate streets called South Stewart Avenue
Landmarks to collect
887 stamps in Chicago. Each one is added to your map when you walk past.
Put it in perspective
Chicago, community area by community area
77 community areas, each with its own map.
Cities like Chicago
Nearby, and about the same size.
Questions
What counts as a street?
Every street, lane and path in OpenStreetMap that you’re allowed to walk on, named or not: residential streets, main roads, footways, park paths and steps. Motorways, private roads, driveways and car parks are left out, and so are pavements drawn as separate lines, because walking one already counts for the street beside it.
Why “at least”?
The number assumes you walk each street once, with no doubling back and no walk to get there. Real walks overlap, so it will take a little longer.
Where does the data come from?
From OpenStreetMap, a map of the world made by volunteers. Chicago’s streets were last updated in October 2026.
What if a street is missing?
Anyone can add it to OpenStreetMap. It will appear here, and on your map in Untrod, after the next update.
How does Untrod track it?
Untrod for iPhone records your location during a walk, and only then, and colours in each street you walk along. Your map is only visible to you until you choose to share it.