Why Chicago Became My Favorite Place

Before Chicago

Chicago was not my first choice. Before I met my wife, it was not even on my list. Nothing against it, I just did not see it as the kind of place people fall in love with. That changed fast.

I grew up in New Jersey, so my idea of a big city was New York. In my head, nothing could touch the Big Apple. My wife and in-laws are from the Midwest. My father in law is from Chicago. They were always talking it up. I just nodded along.


The trip that changed it

After COVID, we were desperate for a trip. After a little convincing, I agreed to visit the Windy City in the summer of 2021.

I was sold.

The atmosphere was something I honestly could not put into words. The culture, the sights, the food, and especially the people made it a place I did not want to leave.


We went to the usual tourist spots:

  • Navy Pier
  • Michigan Avenue
  • Portillo’s
  • Gino’s East
  • The Field Museum, which was the highlight for me

What sealed it for me

What really sealed it for me was the Architecture River Tour by Shoreline Sightseeing. I loved hearing the stories behind the buildings. I enjoyed learning how the city was planned. Each structure serves a purpose instead of being dropped on any open lot. If you are into history or architecture, or both, I highly recommend that tour.

“The journey, not the arrival, matters.”

— John Steinbeck

Chicago became a place I did not expect to love, but I am glad I was wrong.



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