Chalk Howard Street: Chicago’s Chalk Art Festival

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Chris Guillen

The Rogers Park Business Alliance is excited to host Chicago’s only chalk art festival, Chalk Howard Street on Saturday, August 24 from 11am to 8pm. Attendees can join the fun along Howard Street between Paulina and Ashland, east of the Howard Red Line “L” stop. This family-friendly, free event features live music, lion dance, kids drawing, refreshments and more.

Immersive Artists 

The event features nationally renowned 3D street artists Amanda-lee Harris, Randy Segura, Holland Winslow, and Zach Herndon, as well as 2D street artists Asia, April Tolliver, Heather Drost, and Andrew Vickers, who will create interactive chalk drawings for art enthusiasts and festival attendees. Meanwhile, artist group Paint the City will be creating a mural and welcoming festival attendees to paint along. 

There will also be a limited number of 4’ x 4’ street chalk squares available for purchase. Each square is $25 and includes chalk supply. You can register and purchase street squares in advance here

Live Music 

There are tons of amazing live performers attending the festival. Even if you’re not that interested in art, you can still come and dance the day away! The lineup and schedule can be found below:

  • 11am – 12pm: Chicago Tap Theatre 
  • 12pm – 3pm: DJ BVAX 
  • 3pm – 3:45pm: Bryan Cee
  • 4pm – 4:45pm: Dan Kusaya 
  • 5pm – 5:45pm: Lester Jay 
  • 6pm – 6:45pm: Southside Soul Kings 
  • 7pm – 7:45pm: Carla Prather 

In addition to the live performances, Freddie’s Modern Kung Fu will present its lion dancing and drumming at 1642 W Howard Street. 

Why it’s worth your time

Chalk Howard Street is the perfect activity for art lovers, music lovers, foodies, and practically anyone looking for something fun to do without breaking the bank. There is a little something for everyone, so gather your friends and family together for an immersive experience you can’t get anywhere else in the city.