“Stop and look closely at this drawing of the Dan Ryan Expressway. It transforms a familiar Chicago scene into a vivid, almost childlike vision using simple pens and markers, capturing the city's energy in a unique way.”
This vibrant drawing plunges us into the heart of Chicago's urban landscape, specifically the Dan Ryan Expressway, rendered with an almost childlike exuberance. The highway's concrete arteries stretch across the page, teeming with a chaotic yet orderly flow of vehicles. Wesley Willis used bold blue ballpoint pen for the outlines, giving the scene a graphic, almost blueprint-like quality, while the felt-tipped markers burst with primary colors, making each car a distinct, playful entity. The perspective is elevated, as if seen from a nearby building, offering a panoramic view that emphasizes the sheer scale and relentless energy of the city's infrastructure. It's a snapshot of a particular moment in time, capturing the relentless motion and the visual cacophony of a major metropolitan thoroughfare, transforming the mundane into something strikingly immediate and memorable.
- Artist
- Wesley Willis
- Date
- 1986
- Medium
- Blue ballpoint pen and colored felt-tipped markers, on ivory illustration board
- Location
- Art Institute of Chicago
- Dimensions
- 71.4 × 99.4 cm (28 1/8 × 39 3/16 in.)
- Collection
- Prints and Drawings
- Culture
- United States
- Credit line
- Gift of John Vinci
What to Notice
Five details hide in plain sight. Here’s where to look.

The dense rows of cars, each colored individually with felt-tipped markers.
The precise blue ballpoint lines defining the highway and vehicles.
The tall, dark buildings lining the expressway in the background.
The sense of speed conveyed by the elongated forms of the vehicles.
1 more detail is waiting.
See all 5 in Art Whisper →Stand in front of it and listen
The full narration walks you through The Dan Ryan Expressway — the story behind it, the details most visitors miss, and why it matters. Free in the Art Whisper app.
Wesley Willis
1963–2003More works to explore
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