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Events and Things to do in Uptown, North Side this weekend

Looking for things to do in Uptown 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 Uptown's most popular events.

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Things to do around Uptown

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Frequently asked questions about Uptown

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

The best events to attend this weekend in Uptown 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:
  • High Vibes Chicago Fest (second annual)
  • House Music is Home w Miguel Migs, Chosen Fews Mike Dunn and more.
  • June 7th! Patio Brunch Rooftop Sunday Funday Series Downtown! RSVP!
  • 5th Annual Rosemont Uncorked - June 6-7, 2026

    • Which events are currently trending in Uptown?

    Trending weekend events in Uptown often reflect seasonal moments, nightlife demand, and popular neighborhoods, including concerts, parties, and special themed events. The trending searches this month in Uptown are:
  • book club
  • things to do in edgewater
  • things to do in boystown
  • things to do in andersonville

    • Which events are coming up in Uptown this weekend?

    In addition to what's happening right now, there are many upcoming weekend events in Uptown, including live shows, parties, food experiences, and limited-time events. Discover upcoming weekend events you won't want to miss:
  • Kick-Off Summer Happy Hour
  • Third Coast Chorus Presents: Are Women People?
  • Kpop Club Night in Chicago
  • Afro Fusion Friday : Afrobeats, Hiphop, Dancehall, Soca

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

    Yes — there are often free things to do in Uptown 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 Uptown this weekend:
  • Free Events this weekend