Who's Built for Life in Chicago?
Is Chicago right for me? If you're a Run Club Lover, Wine Bar Regular, or Sports Fan, you'll thrive in the adult playground that is the Second City. If you're a Surfer, Cowboy, or need the mountains to survive, you'll miss some things that might just make this not your place. Find out who Chicago is and is NOT for in the list below.



Anna, Our Local Expert Guiding Your Move
Anna landed in Chicago after a string of moves that included San Diego (goodbye sunshine and beach days), London, Santiago, and a ship at sea. She lives in the Loop for strategic reasons, not just the vibes. She quickly discovered that Midwest nice is a real thing and is adapting. She's even given up being a vegetarian... the constant temptation of Chicago dogs was just too strong. And pepperoni on the tavern style pizza (no, not the deep-dish kind) is a game changer. At Snappy Scout, Anna brings local insight, travel perspective, and a very real understanding of why Illinois surprises people who think they already know it.
Read moreWritten with local insight from Snappy Scout relocation experts
Who Fits Chicago Best?
Ranked by how well each personality tends to thrive here, from can't-miss matches to tougher fits.

Ready to See If Chicago Fits You?
Compare cities, check the routes, or head back to the full Chicago guide for the bigger picture.