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How long would it take to walk every street in Grand Boulevard?

At least
22days
walking 5 km a day·about 3 weeks
Start colouring in Grand Boulevard
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Street map of Grand Boulevard

How many streets does Grand Boulevard have?

Grand Boulevard has 109 km of walkable streets and paths, across 50 named streets. Walking 5 km a day, it would take at least 22 days (about 3 weeks) to walk every one of them.

Covers the area inside the official Grand Boulevard boundary on OpenStreetMap, not the rest of Chicago. Last updated 5 October 2026.

109km of streets
50named streets
15landmark stamps to collect

Every street walked once, 5 km a day. Real walks double back, so the true number is a little higher.

Grand Boulevard is the 57th biggest of Chicago’s 77 community areas by length of streets. Most of it is streets with traffic: only 7% is paths, footways and steps, against 19% in a typical city. Along the way there are 15 landmarks to collect as stamps.

Your pace

The same streets at a different speed.

22days
at 5 km a day · about 3 weeks
1 km a day15 km a day
30 min a dayabout 2.5 km44 days
1 hour a dayabout 5 km22 days
2 hours a dayabout 10 km11 days
Weekends only2 hours each day6 weeks

What’s the longest street in Grand Boulevard?

Longest streetSouth Doctor Martin Luther King Junior Drive

4.9 km inside Grand Boulevard

Next longestSouth State Street

2.4 km, then South Wabash Avenue at 2.4 km

Paths and footways8 km

Park paths, footways and steps, all walkable

Street mix
Residential streets 78%85 km
Paths and footways 7%8 km
Main roads 14%15 km

Landmarks to collect

15 stamps in Grand Boulevard. Each one is added to your map when you walk past.

6churches
5historic buildings
1mosque
1theatre
Ebenezer Missionary Baptist ChurchChurch
Belmonte FlatsHistoric building
Al Sadiq MosqueMosque

Put it in perspective

About 3 marathons
Roughly 141,000.0 steps
About 1% of the way around the Earth

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. Grand Boulevard’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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<iframe src="https://untrod.app/embed/chicago-9950092?theme=light" width="400" height="220" style="border:0" title="22 days to walk every street in Grand Boulevard"></iframe> <p style="margin:4px 0 0;font:13px/1.4 sans-serif"><a href="https://untrod.app/streets/chicago/grand-boulevard">22 days to walk every street in Grand Boulevard</a> · Untrod</p>