How long would it take to walk every street in Near West Side?
How many streets does Near West Side have?
Near West Side has 366 km of walkable streets and paths, across 173 named streets. Walking 5 km a day, it would take at least 74 days (about 2 months) to walk every one of them.
Covers the area inside the official Near West Side boundary on OpenStreetMap, not the rest of Chicago. 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.
Near West Side is the 2nd biggest of Chicago’s 77 community areas by length of streets. About 21% of it is paths, footways and steps, close to the 19% of a typical city. Along the way there are 40 landmarks to collect as stamps.
Near West Side is part of Chicago: 2,453 days for the whole city.
Your pace
The same streets at a different speed.
What’s the longest street in Near West Side?
8.9 km inside Near West Side
6.4 km, then West Randolph Street at 5.8 km
There are 3 separate streets called West Lexington Street
Landmarks to collect
40 stamps in Near West Side. Each one is added to your map when you walk past.
Put it in perspective
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. Near West Side’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.
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<p style="margin:4px 0 0;font:13px/1.4 sans-serif"><a href="https://untrod.app/streets/chicago/near-west-side">74 days to walk every street in Near West Side</a> · Untrod</p>
