Retro on Roscoe

09/05/2025

🎉✨ It’s HERE — Retro on Roscoe 2025 kicks off TONIGHT at 5PM! ✨🎉

The music lineup is stacked and the vibes are set:

🌟 The Buckinghams – straight from the late ‘60s/early ‘70s Chicago rock scene, bringing the hits that defined a generation 🎵🇺🇸

🎂 16 Candles – your favorite throwback party anthems from the ‘80s & ‘90s 🎉🕺

💃 Rosie & the Rivets – the best retro rock & roll, rockabilly, British Invasion & girl group classics ✨🎶

🎶 South of 80 – with sounds inspired by Noah Kahan, The Killers, Mumford & Sons, Pearl Jam, Zach Bryan, Foo Fighters, Modest Mouse & Dave Matthews Band 🎸🔥

🎤 Pino Farina Band – powerhouse vocals + soaring, emotional alt-rock energy 🎶

🤘 Full Volume Band – turning it all the way up with rock hits that keep the energy high all night 🔥

🎻 Fiddlerock! – rocking the stage with violin-powered classics and high-energy mashups you didn’t know you needed 🎶⚡

🍔🍺 Add in great food, cold drinks, and Roscoe Village summer vibes… it’s a perfect opening night!

📍 Music starts at 5PM — let’s get this weekend started.

09/03/2025

🎉⏳ Just TWO DAYS until Retro on Roscoe kicks off in our “Village Within the City”! 🎉
Tell us—what are YOU most excited for? 👇
1️⃣ 3 Stages of Live Music 🎶
2️⃣ The city’s Best Antique & Classic Car Show 🚗✨
3️⃣ The Kids Zone & Roscoe Village Olympics 🏅👟
4️⃣ Delish food & drinks for every craving 🍔🍹
5️⃣ Unique vendors with can’t-miss merch 🛍️
6️⃣ The coolest Retro T-shirts 👕
7️⃣ The ALL-NEW VIP & Tasting Experience 🎟️🥂
8️⃣ A visit from the iconic Wienermobile 🌭🚗
9️⃣ ALL of the above 🙌
Drop your pick in the comments below—let’s get this Retro party started! 🎶

09/02/2025

🌭🚗 The Wienermobile is rolling into Retro!
📅 Sunday, 12–5 PM
Come snap a pic & join the fun! 🎉

08/29/2025

*****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

• 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.

Get your ticket here! -

💰 Price List:- VIP Weekend Experience (Friday, Saturday and Sunday): $75.00 per person- VIP Experience (Nightly): $45.00 per person*Add-On Wine &...

08/27/2025

🎶✨ The wait is over… the Retro on Roscoe 2025 Lineup is HERE! 🎶✨

Three days. Three stages. Chicago’s best live music, food, family fun & more — all in the heart of Roscoe Village. 🙌

Check out the full lineup below 👇 and get ready for the ultimate summer street fest! 🎸🥁🎤

08/11/2024

Last chance to experience all the excitement at Retro on Roscoe! 🚗🎨 Enjoy the classic car show, explore our new Artfest, and savor delicious food. With three stages of live music and a fun kids’ area, there’s something for everyone! Don’t miss Rod Tuffcurls & the Bench Press at 8 PM on the West Stage and The Boy Band Night at 8 PM on the East Stage. See you there for a day of unforgettable fun!

08/09/2024

RETRO KICKS OFF TONIGHT! The forecast is looking AMAZING for this weekend! Back by popular demand, we've got vodka lemonade drinks to keep you cool and refreshed! We've also got a wide variety of delicious beer and spiked beverages that are sure to please! Tag a friend below and let us know your drink of choice for the in the City.

08/08/2024

🎬🍿 **Family Movie Night Tomorrow Night at Retro on Roscoe!** 🍿🎬

Join us tomorrow night at **Retro on Roscoe** near Center Stage for an epic Family Movie Night under the stars! 🌟 We’ll be screening a fan-favorite that everyone will love—**School of Rock**! 🎸🎤

🕗 **Time:** 8:00 PM
📍 **Location:** Retro on Roscoe Center Stage

**Exciting news!** School of Rock Chicago will be sponsoring a raffle for a chance to win **four 30-minute music lessons**! Whether your kid is a budding guitarist or a future rock vocalist, these lessons are a perfect kickstart. 🎶

Don’t forget to bring your own chairs and blankets to get comfy as we enjoy this rockin’ movie night together. See you there! 🤘


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08/07/2024

🎨✨ Retro on Roscoe is just 2 days away! 🎉

This year, we're thrilled to introduce the new **Artfest** between Hamilton and Leavitt, just east of the car show. 🖼️🚗

Come explore amazing creations from over 40 local artists! Plus, enjoy shopping with artisans, merchants, and delicious treats from local restaurants. 🍔🛍️

Mark your calendars and join us for a weekend of music, fun, art, and community vibes! 🎶🌟

📍 Between Damen and Oakley on Roscoe
🗓️ Just 2 days away! Aug 9-11

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