Old Town
Neighborhood Guide
- Victorian-Era Buildings
- Boutique Shopping
- Comedy Clubs
- Victorian-Era Buildings
- Boutique Shopping
- Comedy Clubs
What's it like to live in Old Town, Chicago?
Old Town is a charming neighborhood in Chicago that beautifully blends the old with the new. This historic district is known for its Victorian-era buildings, many of which have been converted into trendy boutiques, eclectic eateries, and lively entertainment venues. The heart of Old Town is Wells Street, where you’ll find the famous Second City comedy club, the Old Town Art Fair, and the annual Wells Street Art Festival. For those who appreciate green spaces, Lincoln Park is just a short walk away, offering stunning views of Lake Michigan, the Lincoln Park Zoo, and the Chicago History Museum. With its mix of modern amenities and historic charm, Old Town offers a great living experience in the heart of Chicago.

What is the housing market like in Old Town, Chicago?
Median Sale Price
Median Rental Price
Interested in moving to the area?
What’s the best way to get around Old Town, Chicago?
Old Town is a highly walkable neighborhood with plenty of restaurants, shops, and parks all within walking distance. The area is well-served by public transportation, with several bus routes and the Brown and Purple Line trains providing easy access to downtown and other parts of the city.





Things to do & see
Second City: This world-renowned comedy club, where many famous comedians started their careers, offers hilarious shows and even comedy classes.
Zanies Comedy Night Club: One of the oldest stand-up comedy clubs in the country, Zanies offers a cozy, intimate setting and a lineup of talented comedians.
Old Town Art Fair: Held annually in June, this art fair features works from 250 artists, a garden walk, live music, and food from local restaurants.
Wells Street: This bustling street is lined with a variety of shops, restaurants, and bars, making it a great place to explore and enjoy the local vibe.
Where to eat & drink
The VIG Chicago: This upscale sports bar offers a unique dining experience with its creative menu and extensive drink selection.
Topo Gigio Ristorante: A charming Italian restaurant in the heart of Old Town, known for its authentic pasta dishes and warm, inviting atmosphere.
Broken English Taco Pub: A lively bar and restaurant serving up inventive tacos, margaritas, and other Mexican fare in a colorful, festive setting.
Intelligentsia Coffee Old Town: A popular coffee shop chain offering high-quality, artisanal coffees and teas in a modern, minimalist setting.
Old Town Pour House: This gastropub features an extensive beer list, classic American food, and a vibrant, energetic atmosphere perfect for a night out.