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Pop-Up Events in Chicago This Weekend (July 26–28, 2025)

Don’t waste time guessing what’s happening. These are the best pop-up events in Chicago for July 26–28 — including vendor markets, music-driven showcases, and curated CLVR LABs™ experiences that actually bring real crowds.

Every weekend, the city gets flooded with flyers, reposts, and “vendor call” DMs — but which pop-up events in Chicago this weekend are actually worth it?

Here’s your real-time breakdown for July 26–28, 2025. Vetted. Updated. Built for vendors, creatives, and curious locals who don’t want to waste time.

🔥 Pop-Ups Happening July 26–28, 2025

  • Wicker Park Outdoor Vendor Pop-Up

    📍 Big Star Lot | 🕒 Sat, July 27 – 12PM–5PM

    Fashion, baked goods, artists, and Latin food vendors. Lots of walk-up traffic, and good for soft selling without over-tabling.
  • CLVR LABs™ Summer Showcase – Invite-Only Vendor Preview

    📍 West Loop | 🕒 Sat, July 27 – 7PM

    This one’s curated. No smokers on-site, but 420-friendly vibes. You’ll meet people who throw events, not just attend them. Apply here.
  • Handmade Goods + Music Pop-Up

    📍 Promontory (Hyde Park) | 🕒 Sun, July 28 – 2PM–7PM

    DJs, candle makers, small batch food, great South Side energy. Entry is $10, but vendor feedback says the conversion’s high when you engage.

💡 First-Time Vendors? Start Here

We recommend:

  • Wicker Park Outdoor – high foot traffic, low pressure
  • CLVR Summer Preview – smart room with business ROI

If you’re testing a product or reintroducing your brand, both give visibility *without* being a money pit. And both have local energy without being chaotic.

⛔ What to Skip This Weekend

  • 🚩 Any “luxury pop-up” with no address listed publicly
  • 🚩 $300 booths for a crowd of 10 — that’s not ROI
  • 🚩 Influencer-based events with no community anchor

You didn’t come this far to stand next to a folding table and leave empty-handed. Vet who’s throwing it — and who’s attending it.

⚡ Want to Vend at CLVR in August?

Here’s what’s coming:

  • 🌅 Sunset Yacht Pop-Up — August 9
  • 🌿 Cannabis & Creatives Market — August 30
  • 🏙️ Lincoln Park Arcade Bar Networking Meetup — August 31

These aren’t your average vendor fairs. No chaos. No scams. Just culture, access, and visibility. Apply here to be reviewed before the next cohort fills.

👉 View Our Events | Apply to Vend | Sponsor CLVR

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