Things to Do in Uptown, Chicago on Columbus Day Monday, Oct 12

Columbus Day Monday, Oct 12 · 6 picks hand‑checked by Stumblday against organizer pages · 1 free in the top 6 · updated Oct 6

The 6 best things to do in Uptown, Chicago on Columbus Day Monday, Oct 12

  1. The Paper Machete — Saturdays at 3pm (doors 1pm) · Free · Uptown
  2. A Strange Loop — October 8 – November 8 · Andersonville
  3. Kino, Kaffee und Kuchen — Sep 19–Oct 17, 2026 · Andersonville
  4. Antepli Mediterranean Grill — Open this weekend — recently opened · Andersonville
  5. Ela Thai Kitchen — Open this weekend — recently opened · Andersonville
  6. You Can't Fake the Funk — Sep 5 – Oct 25 · Uptown

About this list

Stumblday's hand-checked ranking of the best things to do in Uptown, Chicago on Columbus Day Monday, Oct 12: 6 picks, refreshed weekly.

More this weekend across Chicago