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Things to Do in Chicago Today (2025 Real-Time Guide)

Need something to do in Chicago today? This real-time 2025 guide covers local pop-ups, vendor events, nightlife, and 420-friendly options — no fluff, no outdated calendars, just curated culture happening right now.

If you’re searching things to do in Chicago today — this is your real-time, no-fluff guide. No tourist traps. No fake “city roundups” from six months ago. Just real events, curated by the people actually throwing them.

Whether you’re a vendor, local, creative, or just tired of Googling last-minute options — this 2025 list has you covered.


🎨 Events Happening in Chicago Today

  • CLVR LABs™ Pop-Up Market (Lincoln Park)

    📍 3PM–8PM | Vendor-first lineup | Free entry

    Clothing, candles, creators, food — and no tourist pricing. See the pop-up guide.
  • Live DJ & Art Night (Humboldt Park)

    📍 7PM–Midnight | BYOB | 21+

    Curated setlist, pop-up tattoo station, good crowd. Found through DMs, but CLVR confirmed. See more unique events here.
  • Free Open Mic Night (South Loop)

    📍 8PM–10:30PM | No cover | Sign up at the door

    Comedians, poets, musicians. Great for creatives. Energy’s usually strong after 8:30PM.

🌿 420-Friendly Options Happening Today

All listings below are 21+ and legally structured. We don’t post illegal smoke-outs or sketchy “DM for address” links. We respect the city. And your time.

  • Infused Mini Market (West Loop)

    📍 RSVP Required | Small batch vendors

    Edibles, mocktails, topicals, all tested and branded. Low-key, compliant, and built for connection. See the cannabis event cluster.
  • CLVR Yacht Social (Sunset Edition)

    📍 Boarding 6:30PM – River City Marina

    No smoking on board, but very cannabis-aligned crowd. Live music, conversation-forward energy. Grab a seat.

🆓 Free Things to Do in Chicago Today

  • 🖼️ Pop-Up Art Gallery – Logan Square, all-day walk-in
  • 🎧 Lakefront DJ Sessions – Skatepark loop 3PM–7PM
  • 📖 Open Zine Exchange – Wicker Park, 5PM–8PM
  • 🧘🏾‍♀️ Free Sunset Yoga – Humboldt Boulevard, 6:30PM

Want even more no-cost options? Check the full Free Events in Chicago guide — updated weekly.

📍 Real Events. Real People. No B.S.

This guide updates weekly and stacks with our full 2025 calendar. If you’re tired of going out and getting nothing back — tap in with CLVR. We’re not here for hype. We’re here to build.

👉 View Our Events | Apply to Vend | Sponsor CLVR

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