Old Town Chicago Neighborhood Guide

  • Chicago
  • Old Town Chicago Neighborhood Guide

A unique niche with historical charm and modern luxury.

Boutique · Neighborhood-feel · Luxury · Antique Charm


Old Town, nestled between Gold Coast and Lincoln Park, takes on these two neighborhoods' attributes and blends them seamlessly. The affluent nature of Gold Coast’s high rises merges with the tree-lined streets and boutiques of Lincoln Park.


Old Town is one of Chicago’s oldest neighborhoods and is steeped in history. Residents live primarily in townhomes, 3-flats, or single family homes. However, there have been multiple new construction high rises built in the last 5 years, including Old Town Park. Old Town’s connection to the loop is via the brown line at the Sedgwick stop.


On weekday mornings, Old Towners can be found sipping on espresso at Elaine’s Coffee Call or taking a look at the latest art pieces at the contemporary art studio. Weeknights in Old Town can be spent eating at Kamehachi, the self-proclaimed “first sushi restaurant in Chicago,” then catching a comedy act at Second City Theater.


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Neighborhood Vibe

Old Town is a peaceful, quaint, and historic neighborhood filled with a mix of brownstone walk-ups and glassy high-rises. You’ll find tree-lined roads and a friendly, laid-back neighborhood vibe. Look around, and you’ll see residents walking dogs, stopping by their local coffee shops, and meeting friends at their favorite neighborhood bars and restaurants. Old Town is farther away from The Loop and is perfect for residents who enjoy a friendly, residential vibe with a short commute to work.

Favorite Spots

Wells Street runs through the middle of Old Town and is home to the neighborhood's many local retail, restaurant, and bar options. Get your comedy fix at The Second City or Zanies comedy clubs. Walk down Wells Street and stop by Happy Camper for pizza, burgers, and drinks. Or, try Old Town Ale House for a neighborhood watering hole and Orso’s for Italian-American classics. In the summer, head to the Old Town Art Fair for a weekend of art, live music, and food vendors.

Things to Know

Old Town provides a good mix of entertainment and residential options near the heart of Downtown Chicago. It’s an easy commute to River North and the Loop with several transit options, including multiple CTA bus lines and the purple and brown lines. You’re situated in between Gold Coast and Lincoln Park, so you’ll get the best of both neighborhoods when it comes to shopping, dining, and other entertainment options. Most housing options are historical and updated brownstone walk-ups with a mix of mid-rises and high-rises.

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