Events
List of upcoming Events and Festivals.
MAYFEST- MAY 15-17, 2026
PICKLEFEST- MAY 9, 2026
CHICAGO VINTAGE FEST- DEC 21, 2025
LOCATION: FULTON MARKET, CHICAGO, IL
-FASHION SKETCHES
-FASHION SKETCHES, FACE PAINTING, CARICATURES
LOCATION: 1000 W. Armitage Ave. Chicago, IL 60614
CINCO DE MAYO JEEP AND TACOS FESTIVAL MAY 3, 2026
LOCATION: 4007 E State St, Rockford, IL
-CARICATURES, FACE PAINTING
-CARICATURES
CHICAGO AUTO SHOW- FEB 7-16, 2026
-FACE PAINTING, CARICATURES
LOCATION: MCCORMICK PLACE CHICAGO, IL
WORLD OF WHEELS- MAR 6-8, 2026
-FACE PAINTING, CARICATURES
LOCATION: Donald E. Stephens, 9301 Bryn Mawr Avenue Rosemont, IL 60018
CHICAGO BOAT SHOW- JAN 28-FEB 1, 2026
-FACE PAINTING, CARICATURES
Location: 4325 N Ravenswood Ave, Chicago, IL 60613
C2E2- MARCH 27 - 29, 2026
-CARICATURES
LOCATION: MCCORMICK PLACE CHICAGO, IL
POP CATS- MAR 21-22, 2026
-FACE PAINTING, CARICATURES
LOCATION: Donald E. Stephens, 9301 Bryn Mawr Avenue Rosemont, IL 60018
NY INT. AUTO SHOW- April 3-12, 2026
-FACE PAINTING, CARICATURES
LOCATION: 429 11th Ave, New York, NY 10001
EXXXOTICA- April 10 - 12, 2026
-CARICATURES
LOCATION: Donald E. Stephens, 9301 Bryn Mawr Avenue Rosemont, IL 60018
WORLD ODDITIES- April 10 - 12, 2026
-CARICATURES
LOCATION: Donald E. Stephens, 9301 Bryn Mawr Avenue Rosemont, IL 60018
LOCATION: Wrigleyville, Chicago, IL
Shadow's Bazaar- MAR 21, 2026
LOCATION: Logan Square Auditorium (2539 N Kedzie Blvd, Chicago, IL 60647)
-CARICATURES, FASHION SKETCHES
VIVALA FESTIVAL - MAY 2, 2026
-CARICATURES, FACE PAINTING
LOCATION: Festival Park, 132 S Grove Ave, Elgin, IL 60120, USA
FESTIVAL OF CULTURES- MAY 16-17, 2026
-CARICATURES, FACE PAINTING
LOCATION: 4701 Oakton St, Skokie, IL
HOTDOGFEST- MAY 29-31, 2026
-FASHION SKETCHES, FACE PAINTING
LOCATION: 4000 N. Milwaukee Ave., Chicago, IL
PRARIE ARTS FESTIVAL- MAY 23-24, 2026
-CARICATURES, FACE PAINTING
LOCATION: 201 Schaumburg court, Schaumburg, IL
DRAGON'S DAY OUT MAY 30-31, 2026
-CARICATURES, FACE PAINTING
LOCATION: 11900 Country Club Rd, Woodstock, IL 60098
CHOCOLATE FESTIVAL MAY 15-17 , 2026
-CARICATURES
LOCATION: Historic Downtown Long Grove, Long Grove, IL
Evolution Arts Festival MAY 2-3 , 2026
-CARICATURES
LOCATION: Looking Glass Theatre Chicago, IL