Best events in

Old Town

Events and things to do in Oldtown, Chicago, IL are centered around its famous comedy scene and lively Wells Street corridor. The neighborhood's Victorian-era architecture and tree-lined streets provide a charming backdrop for its bustling nightlife. Historic venues and annual art fairs create a unique blend of cultural heritage and modern energy.

• Evenings on Wells Street often start with a show at a world-famous comedy club before spilling out into the neighborhood's energetic bars.
• The historic Old Town Triangle district comes alive with juried events like the annual Old Town Art Fair and Wells Street Art Festival.
• Beyond the stage, sports fans gather at lively venues like Benchmark, which features a retractable roof for game days and group gatherings.