The Infrastructure Index

Funny t-shirt featuring Chicago's famous Willis Tower

Humorous Willis Tower T-Shirt


This humorous Willis Tower t-shirt brings together iconic architecture and a playful sense of humour, making it a perfect pick for Chicago lovers with a lighthearted side. The design features a simple, colourful illustration of the Chicago skyline, with the John Hancock Center and Willis Tower standing tall as the stars of the show. Adding a clever twist, the John Hancock Center has a speech bubble saying, “What you talkin’ bout, Willis?” — a cheeky nod that’s sure to get a few smiles. Underneath the skyline, the word Chicago is printed in a clean, bold font to tie it all together. Whether you’re a local, a tourist, or just someone who appreciates a good skyline joke, this tee is a fun, casual way to show your love for the Windy City. Great for everyday wear or as a unique gift for anyone who knows their towers — and their throwback references.