wells street.
The core of Old Town — lined with restaurants, patios, pubs, and neighborhood favorites that stay busy from happy hour through late night.
Chicago neighborhood guide
old town.
Old Town blends historic charm with a lively main strip — think classic walk-ups, cobblestone-style alleys, comedy clubs, and some of the city’s favorite bars and restaurants along Wells Street.
Life in Old Town
Old Town feels like a village just north of downtown — tree-lined streets, historic architecture, and a main drag that stays busy well into the evening.
Wells Street energy
Wells Street is the heart of the neighborhood — restaurants, pubs, patios, and long-running venues that stay lively from happy hour through late night.
Residential pockets
Step one or two blocks off the strip and it quiets down fast — vintage walk-ups, brick condos, townhomes, and renovated single-family homes on tree-lined streets.
Easy access
Quick access to Lincoln Park, the lakefront, and downtown, with nearby Red & Brown Line stations and a ton of CTA bus options.
Neighborhood snapshot
Neighborhood highlights
A few local favorites that give Old Town its character. These are great starting points if you’re getting to know the neighborhood.
old town art fair.
A long-running summer art fair that brings artists, vendors, and live music to the historic streets and alleys just off Wells.
the second city.
Legendary improv and sketch comedy theater where countless comedians got their start — a true Chicago institution.
zanies comedy club.
A classic stand-up club with a cozy room, packed calendar, and a steady stream of local and national comics.
utopian tailgate.
A colorful rooftop above Second City with views, games, and a tailgate-style menu — a popular spot for groups and weekend outings.
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