Our Mission

A Brand that blends art, storytelling, and community.
A Community for everyone to share what they love about Chicago and connect with new places and people.
A Mission to give back to all of Chicago.

Our Products

Original Artworks

Ryan Lessam’s Original Paintings

Prints

Prints of Ryan Lessam’s Paintings

T-Shirts

Chicago Love’s very own T-Shirts

Braclets

Bracelets for all the Chicago Lovers

Our Founder

Ryan Lessam never picked up paint or a paintbrush until moving to Chicago and living in Wicker Park. Today, he is a self-taught abstract painter whose work is driven by raw expression, lived experience, and an unwavering connection to the city that shaped him. Without any formal training, Ryan developed his style through instinct, experimentation, and a deep appreciation for the energy and character of Chicago—a city that not only inspired his art, but ultimately gave him his path as an artist.

Want to join the team?

Contact ryan@ryanlessamart.com