Chicago is not my town. Or Bob’s. My town is New York.
What I know of Chicago came from movies and songs. Like High Fidelity with John and Joan Cusack, Jack Black, and Tim Robbins. Or Is Chicago, Is Not Chicago, a song that will now play in my head for this entire post. And I hear they like their pizza super doughy and cheesy.
So, when Bob proposed we spend a couple of nights in Chicago on our way home from Lake Mills last September, I said, “Why not?” I’m an open-minded sort of person, and since I hadn’t broadened my horizons in years, it was high time I checked out The Second City.

As per usual, Bob made all arrangements and accommodations. All I had to do was tag along, gaping at the sights, and I did that handily. Also, as per usual, he secured us a nice suite in The Hampton Inn, this one housed in the historic Majestic Building and located in Chicago’s Theater District, inside the Loop.

Our first morning in Chicago, I walked downs eighteen flights of stairs for coffee and muffins. Hotel stairwells are a great way to escape the air conditioning and uncramp my legs from travel-sitting. They feel like a cosy secret, an echoey haven for die-hard walkers. I rarely encounter another human in my stairwell meanderings.
What a surprise to fling open the door and find what used to be the outside wall of the Majestic! Apparently, the Hampton Inn stairwell was added onto the outside of the Majestic, probably years ago.
I felt like an archeologist as I stared at decades-old pigeon poop on brick and stone, and in that moment, my heart opened up to Chicago. I could see New York’s familiar grime and fancy architecture in this sealed-up space-time portal. I now knew something about Chicago that may not be so evident to others, and that knowing made me feel like an insider.
When I did my research for this post, I read that the Majestic was a Shubert Theatre, just like the eleven Shubert Theatres my grandpa ran in Manhattan and I wondered if he had ever been to this one in Chicago.

But enough insider stuff. It was time to get outside and act like tourists. There are plenty of parks, museums, and art in the Loop. Our first meander took us a few blocks from the hotel to Millennium Park, home to Chicago’s iconic Cloudgate which most people refer to as “The Bean.”

We had a lot of fun playing around near the 110 ton, stainless steel sculpture. It’s like a giant fun-house mirror.
Sixty-six feet long and thirty-three feet high, the Bean is made of polished stainless steel and was installed a mere twenty years ago.

Another interactive feature at Millennium Park, the Crown Fountain splash pad, involved water and two fifty-foot towers made of glass blocks projecting video of real Chicagoans.

We sat near the splash pad with gelato cones from Amorino, a busy, brick and mortar shop near the park.
As I was finishing my cone, two young men approached us and asked, “Are you happy?” Well, of course we were we said, and one of the men filmed us telling the other man all about it, and so we got ourselves on YouTube. (briefly at .08, then 5:54, and longer at the 6:26 mark)

Cities are such an odd mixture of work and play. Who keeps all of this clean? I kept asking myself. As a tourist, I focused on the bright, potted flowers and art installations, but all I had to do was look down to think about the maintenance. The street sweeping and lawn care, repairs and garbage removal. There are legions of workers making a city shine, but none know how to get rid of flattened gum. And actually, that gum sparked an affinity for Chicago, New York’s sister in grime.

We walked about eight miles on our one full day in Chicago, beginning at the southwest edge of Lake Michigan, past the many joggers and strollers.

Bob wore a blue Hempsmith tee under his button-down so that he could send Arlo a photo of his clothing line being worn in Chicago. And because Bob believes that tie-dye is always a solid fashion choice.

We couldn’t have asked for a brighter, more beautiful day, I thought, as we made our way into Grant Park.

The Clarence F. Buckingham Memorial Fountain is made of pink Georgia marble and was installed in 1927 by his sister, Kate. We had stumbled upon one of the largest fountains in the world and my respect for Chicago was growing by the minute.

The bronze, Art Deco sea horses represent the four states bordering Lake Michigan: Wisconsin, Illinois, Indiana, and Michigan.

City parks are a refreshing distraction from the concrete jungle, a place where geese graze just like anywhere else on earth.

And Squirrels forage for whatever they can scratch up.

Back to the gum-crusted, crumb-dusted, but not poop-smeared streets. Kudos to Chicago’s pooch owners for doing a great job of cleaning up after their pets.

Birds tell us it’s okay to breathe the air. When we moved to coal-sooted Tianjin, China in 1998, I knew we were in trouble as soon as I realized there were hardly any birds.

You will know me as a tourist because I have a camera and it is pointed up.

Bob crosses a bridge alongside some mildly-disturbing art.

The Chicago River Riverwalk offers lots of places to sit and eat and there were plenty of people doing just that, but we kept on walking. When a fire boat drifted by, I thought about how cool it would be to see them suck water from the river and shoot it into the sky.

Muffins long ago digested, we stopped for some of that world-famous Chicago Pizza, a not so big one, and ate it all. It would have been wrong to come here and not eat their pizza, but I’m too old to change my allegiance to Brooklyn Pizza with its thin crust, black dough bubbles, and scant sauce and cheese.

Towards the end of the day, I was really hitting my stride, as at home as I could be.
Harry Potter and the Cursed Child was playing a couple of blocks from our hotel, so we decided to cap off a perfect day with a play. We were, after all, staying in Chicago’s theatre district.
It felt good to sit down after a day on our feet and we settled into our plush chairs for some first class entertainment.

Bob caught the sunrise on Monroe Street on our final morning in Chicago while I was upstairs doing yoga. I am grateful to him for my cultural adventure in the Second City.
Chicago’s Loop is a lot like New York’s Times Square without the food carts, honking cars, and pot fumes. Comfortably familiar with a few nice surprises. The next time I see Chicago’s theatre district in a movie, I can say, “I’ve been there!” I’ll think about the gum, and the birds, the fountain, the fire boats, and the secret facade hidden within a stairwell.
6 replies on “Second City – Chicago, September 16 -18”
I just took a quick trip to the Windy City! Thank you!!! Gorgeous writing.
Thank you, CC!
That building is: Harold Washington Library Center | Chicago Public Library. Thanks, Google Lens! You called me from that stairwell, I think! You’re right, nobody takes the steps anymore. Great hiding place. So glad you got to experience a new city…it’s always fun to do. As long as it’s not at night hahaha!
Thank you, Steph! Google Lens rocks. You are with me everywhere, even in secret hotel stairwells. Cell phones rock. Can you tell I’m all about focusing on the positive?
Terrific! Thanks for sharing this. We went for a day or two, but Tony was in meetings and the bean was behind a fence. Happy you both had such a good time!
Huh. I didn’t know they had to fence that thing up sometimes. Glad we were there when it was behaving itself.