Wanderlost in Chicago

In Chicago, you can be anyone—or no one at all. And in that anonymity, there’s a quiet kind of freedom that makes the city feel unexpectedly personal.

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A look at how my time in Chicago unfolded—proof that travel doesn’t have to be perfectly planned to be meaningful. Sometimes the best moments come from simply following what’s in front of you.

The things I wish I knew before I went—so you can skip the guesswork, avoid a few mistakes, and enjoy your trip that much more.

The can’t-miss spots and experiences—if it’s your first time in Chicago, this is where I’d start.

A few reflections from my time here—the moments that stood out, what surprised me, and what stayed with me after I left.