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"That's lovely.. now show me the Picasso."

By
Real Estate Agent with Jameson Sotheby's International Realty
Monday I was downtown walking two visitors from Denmark around some of Chicago’s greatest architectural treasures, the Monadnock, the Rookery, the Fisher, the Auditorium, the Marquette, the kind of buildings that make you want to stand a little taller and say, “Yeah, this is my city.”

And every few minutes they’d ask the same question: “So… when are we going to see the Picasso?”

Not the Monadnock. Not the Rookery. No. They wanted the Picasso, the big, rusty, 50‑foot Rorschach test in Daley Plaza that Chicago has been arguing about since 1967. Now I love the Picasso as much as the next guy, but really?
And honestly, that’s the most Chicago thing ever.

We’ve spent decades insisting it looks like a baboon. Or a bird. Or an aardvark. Or a woman. Or Picasso’s Afghan hound. Or something a welder made on his lunch break. We booed it when it went up. We really did. An alderman actually tried to replace it with a statue of Ernie Banks. Someone even staged a protest with a giant pickle!

And yet… we climb on it. We slide down it. We meet under it. We decorate around it. We complain about it like it’s a cousin who shows up to every family gathering wearing something questionable, but god help the outsider who tries to insult it.
Because somewhere along the way, the Picasso stopped being “that weird thing in the plaza” and became part of the city’s DNA. A little confusing. A little abstract. But totally ours.

So there I was, proudly showing off our architectural royalty, and my Danish guests were practically vibrating with excitement to see the Picasso. And when we finally turned the corner into Daley Plaza, they lit up like they were meeting Beyoncé.
Maybe that’s the real Chicago story: We grumble, we roast, we roll our eyes… and the whole world is standing there saying, “Do you have any idea how lucky you are?”

And honestly? We are.
- 60

Comments(6)

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Lise Howe
RLAH RE LLC - Washington, DC
Assoc. Broker in DC, MD, VA and attorney in DC

Hi Alan May. Your final point lands perfectly — living around this level of architecture, history, and public art every day is something a lot of Chicagoans probably don’t fully realize is extraordinary until visitors remind them.

May 14, 2026 02:40 PM
Hannah Williams
HomeStarr Realty - Philadelphia, PA
Expertise NE Philadelphia & Bucks 215-820-3376

Alan May Astonishing piece of art! 🙃

May 14, 2026 03:52 PM
Kathy Streib
Cypress, TX
Retired Home Stager/Redesign

Hi Alan- it's like the person in your family who seems a bit quirky to everyone and you put up with them for every holiday. Then someone comes over and says how lucky you are because your cousin Joe is the most interesting person they've met!   Congrats on 60.

May 14, 2026 05:46 PM
Dorie Dillard Austin TX
Coldwell Banker Apex Realtors, LLC ~ 512.750.6899 - Austin, TX
Educating. Encouraging. Serving.

Good evening Alan,

OMG I so enjoy reading your post! A proud Chicagoan bragging on his city.....love it and what a piece of Art!  

May 14, 2026 06:53 PM
Kat Palmiotti
eXp Commercial, Referral Divison - Kalispell, MT
Helping your Montana dreams take root

Good morning! OK, OK, I admit - I had never even heard of Chicago's Picasso before this post. I've landed at O'Hare more times that I can count, but I've never actually seen any of the city. If I do, I'm definitely going to have to see the Picasso!

May 15, 2026 05:08 AM
Brian England
Ambrose Realty Management LLC - Gilbert, AZ
MBA, GRI, REALTOR® Real Estate in East Valley AZ

Since I am not a big fan of art, my opinion surely is watered down, but I definitely prefer the art that is in Catholic churches rather than other places, haha.

May 15, 2026 06:26 AM