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Top Pop-Up Shops & Vendor Events in Chicago — 2025 Edition

Looking to cash in on Chicago’s hottest pop-up shops and vendor events in 2025? Discover the top markets where small businesses can boost sales, gain loyal customers, and build lasting connections. Don’t miss your chance to vend at these high-traffic events — spots fill fast!

Find the hottest Chicago pop-up shops and vendor markets in 2025 to boost your sales, grow brand awareness, and reach high-intent buyers.

Want to get your products in front of Chicago’s most engaged crowds? This year is stacked with vendor events designed to help small brands thrive. From fashion and food to wellness and art, these pop-ups offer serious exposure — and real profits.

🚀 Why Pop-Ups Are the Ultimate Growth Hack

  • Pop-ups create urgency — leading to 2–3x higher sales vs. standard retail setups.
  • 60%+ of Chicago shoppers are more likely to purchase from a vendor they meet in person.
  • CLVR vendors have grown their IG followings by 25%+ in one weekend.

Skip the guesswork. Apply to vend now and join the CLVR Labs™ community behind Chicago’s most effective vendor events.

📅 5 Chicago Pop-Up Events to Book in 2025

1️⃣ Wicker Park Summer Vendor Market (Monthly)

📍 Location: Milwaukee Ave
🛍 Street festival energy, high-traffic vibes. View upcoming dates.

2️⃣ South Loop Artisan Fairs (Quarterly)

📍 Location: South Loop loft venues
🎨 Ideal for handmade goods, boutique, and wellness brands.

3️⃣ Replay Lincoln Park Vendor Sundays (Last Sundays)

📍 Location: Replay Lincoln Park
🎮 Built-in arcade and nightlife crowd. 300–500+ guests per event. See why creatives prefer CLVR.

4️⃣ Chi’Tiva Café Vendor Mixers (Last Saturdays)

📍 Location: Wicker Park
🖼 Boutique networking for creatives and service-based professionals. Apply now.

5️⃣ CLVR Sunset Yacht Day Pop-Up — August 9, 2025

📍 Location: DuSable Harbor
🛥 Exclusive networking and luxury vending at golden hour. Book your yacht seat now.

🎯 How to Stand Out as a Vendor

  • ✅ Create an eye-catching booth — visuals matter more than ever.
  • ✅ Offer exclusive event-only bundles or samples.
  • ✅ Collect emails, QR scans, or social follows on the spot.
  • ✅ Link with other vendors for collabs and repeat exposure.

Ready to activate your brand at the city’s top markets?
→ Apply to Vend or → Book Your Yacht Spot now — spots fill fast.

More CLVR Vendor Resources

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