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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:
  • Cacao Meditation
  • Oasis Health Expo 2026 Chicago
  • She Leads VIP Women's Reception
  • XOXO: (R&B, Twerk, Slow Jamz)

    • 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:
  • show
  • comedy

    • 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:
  • Show & Tell for Grown-Ups!: Women In Historical Medicine
  • Stories & Sips: MARCH 2026 by Seyna Secreto
  • THE LAST WOMAN ON EARTH South Korean Comedy Film Screening + In-Person Q&A
  • Anime After Hours: MARCH MADNESS Unofficial C2E2 Cosplay Afterparty

    • 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