ABOUT KEVIN DILEGGE

Kevin DiLegge is a Chicago-based oil painter whose work is inspired by the city he calls home. His atmospheric cityscapes capture Chicago’s architecture, streets, lakefront, and skyline through changing light, weather, and movement.

Blending recognizable city scenes with expressive brushwork and restrained color, his paintings explore the space between representation and abstraction.

DiLegge received a BFA with honors from Ringling College of Art and Design. In 2026, his work was exhibited at the juried Gold Coast Art Fair and Glencoe Festival of Art. His paintings are held in private collections nationally and internationally and have been installed at The Clare Chicago in the Gold Coast.

ORIGINAL OIL PAINTINGS

For commissions or other inquiries, please contact me.

Person painting a landscape on a large canvas in a room with wooden floors and ceiling. The artist uses a ladder to reach the upper part of the painting, which is predominantly blue. The workspace includes a small table with art supplies, covered with a black cloth, and a gray drop cloth on the floor.
A man standing in an art display booth with paintings of cityscapes and aerial views of city streets at sunset or dusk.