Retro on Roscoe

August 11-13 | 2017

Friday 5-10pm, Saturday 12-10pm, Sunday 12-10pm


Ever wish you could go back in time? Well here’s your chance! Referred to by Patch as a “Generation X haven”, Chicagoans looking for a blast from the past don’t need to look further than the 21st annual Retro on Roscoe festival. Go back in time with music enthusiasts, families, and gearheads for a back in the day weekend.

Three stages will be spread amongst an eminent six-block stretch in Chicago’s favorite Roscoe Village. Live music will play oldies and throwbacks along with popular hits to keep festival goers moving through the hot summer nights! The soundtrack for the annual Retro on Roscoe will be the bomb!

The beautiful tree-lined streets of Roscoe Village will set the scene for artisans, antique vendors and cool merchants in an offbeat shopping atmosphere that is second to none. Roscoe Village’s top restaurants will also serve up much-desired summer treats that will keep the whole family pleased.

After eating some small bites make sure to head over to the family area that offers prime inflatables, delectable crafts, balloon artists, face painting, music, rides and more. Once the kids have their dose of entertainment, put the pedal to the metal with the Antique and Classic Car and Motorcycle Show. Presented by Four Treys Bar, Retro’s Antique Car Show will showcase over 50 antique, classic and muscle cars throughout the festival weekend.

Admission to Retro on Roscoe is a $10 suggested donation. The Roscoe Village Neighbors are a non-profit organization comprised of volunteers that work hard daily to ensure committed excellence in advocacy of quality-of-life for Roscoe Village, its residents, and merchants alike.

Check out Retro on Roscoe 2016!

Event Sponsors

Contact us for sponsorship opportunities

2017 Sponsors Coming Soon

To sponsor Retro on Roscoe, head over to our Sponsorship page

For Detailed Demographic Information: Click Here


Getting to 2000 W Roscoe


2000 W. Roscoe St.

From CTA Trains

Retro on Roscoe is located in Roscoe Village. If you’re planning on taking the train the Brown line is your best option. The Paulina stop is about 4 blocks east of the event.

From CTA Buses

If you’re planning on taking the bus, bus #50, which runs along Damen, will drop you off near the event at its Roscoe street stop.

2016 Event Photos

Applications: Apply Now!

Artists, Food, Merchants, Non-Profits

Please Note: Friday night local vendors only on the two blocks

To sponsor Retro on Roscoe, head over to our Sponsorship page

Application Deadline: June 16 ($50 Late Fee for any application turned in after deadline)
Acceptance Emails: June 23
Load In Details: August 9

*Please note: If you do not receive a “We have received your application OR You have been accepted/ denied” email. Double check that you wrote down the correct email address or contact us if you have any questions about the status of your application.

If emailing your application, please send as an attachment to:

If mailing your application, please mail to: StarEvents | 1609 W Belmont Ave | Chicago, IL 60657

Please click on icons below to download the applications.

Be a Vendor


An artisan is a skilled manual worker who hand crafts items that may be functional or strictly decorative, including furniture, clothing, jewelry, household items, and tools.

Be a Vendor


A merchant is an entity who trades in commodities that he didn’t produce himself, in order to earn profit.

Be a Vendor

Non Profit

Charitable organizations that re building awareness. Please provide proof of non profit certificate with your materials.

Be a Vendor


Restaurants, grocery stores and institutional food providers selling food and non-alcoholic beverages.

IMPORTANT INFO: If you are applying as an ARTISAN or MERCHANT vendor, please submit at least 2 pictures of your artwork and/ or goods. Applications without will be rejected.