old town

North Side

Best For: Younger and Older Crowds, Historic Charm Seekers, Easy to Downtown


Walker’s Paradise

Learn more about Chicago

About Old Town

Don’t let the name fool you because Old Town has attractions for crowds of all ages. Decorated with Historic Walk-Ups and Townhomes, Old Town is neighbored by the affluent Gold Coast neighborhood but can claim it’s own with a younger crowd given it’s stretch of bars and world famous Second City Comedy Club.

Budgets in Old Town can vary but for those who want more space, it will cost you, especially in a historic home. Quick access to downtown via the Red, Brown, or Purple lines make it an easy choice for office workers.


Additional Resources

Living in Old Town

Learn more about schools, local reviews, safety, commuting, demographics, and developments.

Living in Old Town

See what it's like to live in the Old Town neighborhood of Chicago with reviews and statistics on crime, real estate, and cost of living.

Old Town Chicago - Curbed Chicago

Every aspect of living in Chicago, for people who care about their city, their streets, and their homes.


Eating in Old Town

Where are the best and hottest new restaurants?

Where to Eat and Drink in Old Town

Victorian architecture, Second City comedy, and brick alleyways are some of the traits of Old Town, one of Chicago's most-affluent North Side neighborhoods. Wells Street tends to get packed during fall weekends, with college football fans, shoppers, and tourists crowding the neighborhood's main drag. There's plenty to eat and drink in one of Chicago's most-historic neighborhoods.

The 10 Best Places near Old Town, Chicago, IL 60610 - Yelp

Browsing all of Old Town, Chicago, IL 60610 - Topo Gigio Ristorante, Eva's Cafe, Forastero, Jeni's Splendid Ice Creams, La Fournette, Happy Camper, The VIG Chicago, Old Jerusalem, Small Cheval - Wells, Adobo Grill