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2025 Old Town Art Fair – Chicago


“A photograph of two women looking at 3 paintings, one woman is holding a painting and the other is holding a phone.”

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 2025 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!


Congratulations to the 2024 Award Winners!

  • 2D-1      Painting, Drawing, Pastels and Printmaking
    • 1st Place                              Helen Gotlib
    • 2nd Place                             Taylor Mazer
  • 2D-2      Photography, Digital Art and 2D Mixed Media
    • 1st Place                              Eric Clay
    • 2nd Place                             Igor Menaker
  • 3D-1      Glass, Ceramics, Fiber, Stone, Wood
    • 1st Place                              Matthew Hatala
    • 2nd Place                             Glenn Woods
  • 3D-2      3D Mixed Media, Jewelry, Metal and Sculpture
    • 1st Place                              Sheko Kirby
    • 2nd Place                             Yves Goyatton
  • Best of Show                                    Helen Gotlib