Get to know the 200+ nationally acclaimed artists selected for the Old Town Art Fair in Chicago! Artists often name this as their favorite event of the year in large part because the Old Town Art Fair crowd is known for their love of art, curiosity and friendliness. Hear what they have to say.

Click here to visit our Artist Gallery.

Along the streets of the Old Town Triangle Historic District, you’ll find an inspiring collection of 2D and 3D Fine Art including Mixed Media, Drawings, Paintings, Photography, Printmaking, Ceramics, Glass, Fiber, Jewelry and works in Metal, Stone and Wood. The Old Town Art Fair features Fine Art – exclusively – and allows only original pieces created by the artists themselves. Reproductions and crafts, among other things, are not permitted.

Here to search the 2026 Artist Index with the booth numbers of your favorite Artists.

Artists from across the U.S. and Canada are selected by an independent jury of art professionals. Nearly half of the artists are newly juried in each year, providing an opportunity for different artists to exhibit at this highly sought after event. This system allows for a rich mix of returning favorites and fresh, new art to discover!

 

BEST IN SHOW:
Congratulations to the 2026 Award Winners!

• 2D-1      Painting, Drawing, Pastels and Printmaking
  • 1^st Place                              Dennis Angel – Drawing and Pastel
  • 2^nd Place                            Glory Loflin – Painting

• 2D-2      Photography, Digital Art and 2D Mixed Media
  • 1^st Place                            McKenzie Grimmer – 2D Mixed Media
  • 2^nd Place                            Alex Lanier – Digital Art

• 3D-1      Glass, Ceramics, Fiber, Stone, Wood
  • 1^st Place                              Eric Doctors – Ceramics
  • 2^nd Place                            Nolan Prohaska – Glass

• 3D-2      3D Mixed Media, Jewelry, Metal and Sculpture
  • 1^st Place                              Nicario Jimenez – 3D Mixed Media
  • 2^nd Place                            Carolina Cole – Jewelry

• Best of Show                                Dennis Angel – Drawing and Pastel