Welcome to Old Town
A small community brimming with history and energy, from its brick alleyways to busy main strips.
With roots dating back to the mid-19th century, Old Town is historically “old,” but still young at heart. The community, just north of downtown, thrives on its myriad shops, restaurants, bars, and theaters; it’s easy to understand why people have decided to call it home for centuries.
The walkable, narrow streets and historic homes of Old Town give way to a string of high-rises lining the open vistas of lake and parkland. Home to a variety of comedy venues, shops, and mix of old taverns and modern bars, the tiny neighborhood also packs its fair share of entertainment.
The Neighbors
An educated and affluent population with a love for the European neighborhood vibe.
From artsy to well-off, the neighborhood’s inhabitants have changed over the decades. Today, they’re generally well-educated and cultured with a considerable income. However, residential properties also tend to be slightly less expensive than other neighborhoods in Chicago, so it is also affordable.
What To Expect
Peaceful, private streets with a few commercial stretches.
While it's primarily composed of tranquil residential blocks lined with low-rise, Victorian buildings, the neighborhood is more active in the Old Town Triangle District to the north, Division Street commercial areas to the south, and populated Wells and Clark Streets running through its core.
The Lifestyle
A lively atmosphere with some of the best comedy in town.
Old Town springs to life with specialty shops full of handmade goods, music and books, spices, and cigars; coffee shops and family-owned restaurants; and a mix of seasoned taverns like Old Town Ale House and newer bars like Old Town Pour House. The Second City and Zanies Comedy Club also regularly welcome notable acts to the stage, so there’s always new shows to catch for belly laughs.
