Find your kind of day
Pick a door — each one's a focused guide, no endless scroll.
The quick read
What are homes like in Old Town?
There are 192 homes for sale in and around Old Town, priced from $129,000 to $21,000,000 (median about $629,000). See the Homes page for current listings.
What's happening in Old Town this week?
There are 30 events on this week in and around Old Town, from local listings — see the Events page for dates and details.
Choose your own adventure - Old Town
Tap what you feel like doing, set how long, pick how you'll get around, and we'll route it and time it from real places.
Pick a few things above to start your day.
Or grab a ready-made day
Three hand-picked days through Old Town, every stop a real place.
More things to do →Through the lens
Places in this neighbourhood, as photographed by the people who know it.
Could you live here?
Falling for Old Town? Ask our local insider what it's really like to call this neighbourhood home — schools, the commute, the quiet streets, what's on the market right now.
Around town this week
Fresh from local news covering Old Town and the surrounding area.
Juneteenth celebrations in Old Town, IL, coincided with the opening of the Obama Presidential Center in Chicago, and the Route 66 Centennial Caravan stopped in Chicago on June 25. A suspect charged with a hate crime and burning a cross in Grant Park was released from custody pending trial. The Illinois Tollway proposed toll increases for the first time in a decade.
Curated by TinyLocalAdventure from local news sources · Updated June 20, 2026 · AI-assisted summary. Headlines below link to the original reporting.
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Local tips
Insider knowledge from people who live here.
Good to know
What is there to do in Old Town?
Old Town has 0 parks and green spaces, 0 places to eat, and landmarks like local landmarks. Use the curated day plan, or jump straight to Eat, Do, Events, Parks, Shop, or Homes.
Where should I park in Old Town?
Most of Old Town is residential with free street and lot parking near the parks and main streets. See Getting Here for mapped lots.
How do I get to Old Town?
Old Town sits in Chicago, Illinois, reachable by car, by transit, or by the local trails for cyclists.
Can I see homes for sale in Old Town?
Yes — the Homes page lists houses currently for sale in and around Old Town, and can connect you with a local agent.