Anna Shoultz profile picture
Anna Shoultz
Illinois Local Expert

Last Modified: January 9, 2026

Old Town map

Old Town Neighborhood Overview

2nd City Snark, Wells St. Patios, Art Fair

🧭Bordered by: North Avenue North, Division Street South, LaSalle Drive and Clark Street East, Larrabee Street and Clybourn Avenue West

📌Best known for: Second City legends, Wells Street patios, Old Town Art Fair

👕The neighborhood stereotype is: rehabbed stoops, college bros at the bars, comedy quotes

👍Move here for: leafy blocks, easy Red and Brown Line hops, and lots going on

👎The downside to Old Town is: Saturday bar hopper noise will carry, parking roulette exists here too, comedy tourists crowding your favorite 'local' spots, rent that keeps you on your toes

The overall feel is: storybook rowhouses, patio laugh tracks

patio pros, college bros, and improv addicts

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Moving to Old Town - Make Sense Of Your Next Move

Whether you're new to Chicago or deciding which part of the city fits you best, Snappy Scout cuts through the noise and shows you what living here is really like. If you're still finding your way, start with our Moving to Chicago guide for the big-picture view — or compare Old Town against other parts of the city in our Chicago neighborhood guide.