Introducing the Retro on Roscoe VIP Experience – Celebrate 30 Years in Style!

Retro on Roscoe is turning 30, and we’re celebrating big! Join us September 5–7 in the heart of Roscoe Village for Chicago’s favorite throwback street festival filled with live music, classic cars, vintage shopping, and the best food and drinks from local favorites.

This year, we’re excited to introduce our brand-new VIP Experience—your ticket to enjoying Retro on Roscoe like never before.

The VIP Weekend Experience is the ultimate way to soak it all in. For just $75 per person, you’ll enjoy exclusive perks all three days of the festival, including:

• Two drink tickets each day

• Access to a private bar with specialty drinks

• Shaded, private seating areas

• Private bathrooms

• Complimentary food bites from local restaurants

• Express entry at the gates

Want even more? Add on a Wine & Spirits Tasting for just $22 with your VIP ticket and sample up to 8 unique wines or spirits in a private shaded area with dedicated amenities.

Ticket Options:

• VIP Weekend Experience (Sept 5–7): $75 per person

• VIP Nightly Experience: $45 per person

• Add-On Wine & Spirits Tasting: $22 per person (or $30 standalone)

Festival Schedule:

• Friday: 5 PM – 10 PM

• Saturday: 12 PM – 10 PM

• Sunday: 12 PM – 8 PM

(Wine & Spirits Tastings on Saturday and Sunday feature two sessions each day.)

Don’t miss the best way to experience Retro on Roscoe’s milestone year. Secure your VIP Weekend Experience today and make this year one to remember.