Chicago Puzzling • September 2025
Puzzled Pint, Crossword Fest
Puzzled Pint: Rome [Sept 9]

Puzzled Pint is Tuesday! The theme is the place that all roads lead to: Rome!
Chicago has two locations for Puzzled Pint!
- At Marz Community Brewing Company in Bridgeport (map) at 6:30 PM. RSVP here.
- At The Reveler in Roscoe Village (map) at 6:30 PM. RSVP here.
"Is Raddle The Next Wordle?" asks local tastemaker Block Club Chicago

Last week, Leen Yassine of Block Club Chicago wrote an article about yours truly and Raddle. Welcome to all new subscribers who read about me there. Raddle got a nice bump in traffic thanks to the attention. We're very close to averaging 10,000 players a day!
Midwest Crossword Tournament returns [Oct 4]

The second Midwest Crossword Tournament will be held October 4 at University of Illinois Chicago, 750 S. Halsted St. An all-Midwest team of editors, organizers, and constructors (previously published in The New York Times and other outlets) will present six crosswords. Plus: a mid-tourney game by yours truly! Last year was my first time at a crossword tourney and it was hella fun. Just lots of lovely word nerds to hang out with.
If you're wondering if this is an event just for speed solvers, I'll repeat what I pasted last year, from my friend Ben:
Much like a marathon, a crossword tournament is not so much about 'winning' as it is the unique experience and camaraderie. It’s a celebratory gathering of like-minded people. All types of solver are in the room, beginners are welcome and people enjoy it regardless of skill level.
Details and registration are here:
P.S. Here's a free preview crossword.
Til next time,
-Sandy