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Events and Things to do in Chatham, Near South Side this weekend

Looking for things to do in Chatham this weekend? Explore our real-time listings for the best concerts, nightlife, and food and drink experiences. From seasonal festivals and comedy shows to free activities, find your next plan with our constantly updated feed of Chatham's most popular events.

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Things to do around Chatham

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Frequently asked questions about Chatham

What are the best events to attend this weekend in Chatham?

The best events to attend this weekend in Chatham include concerts, nightlife experiences, seasonal events, food and drink tastings, and live entertainment happening across the city. According to Eventbrite, some of the best events this weekend include:
  • Manhattan Vintage | Chicago Edition | October 24 + 25
  • IPH's Fall Fest on The Riverwalk w/ Hayrides on the River & More in Chicago
  • Latina Expo 2026 – Chicago | Empowerment, Innovation & Community
  • West Loop Halloween Bar Crawl 2026

    • Which events are currently trending in Chatham?

    Trending weekend events in Chatham often reflect seasonal moments, nightlife demand, and popular neighbourhoods, including concerts, parties, and special themed events. The trending searches this month in Chatham are:
  • disability events
  • asian

    • Which events are coming up in Chatham this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Chatham, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Sunday In The Park With George
  • Call Me Beep Me - Chicago - 2010s Pop & Disney Channel Bops - 21+
  • YAMZ Chicago: Drake Hits + Hip-Hop Anthems
  • 99% SOLD OUT Baila Habibi حبيبي Halloween Party CHICAGO

    • Are there free things to do in Chatham this weekend?

    Yes — there are often free things to do in Chatham this weekend, including live music, cultural events, seasonal activities, and community gatherings. Many events on Eventbrite are free or offer free entry options. These are some free events happening in Chatham this weekend:
  • Free Events this weekend