Urban skating in Chicago centers on group outdoor rides that often run as night skates or distance sessions with music. Notable organizers include Windy City Skaters and Skate Chicago, and many meet at Daley Plaza. Events tend to attract adults at intermediate skill levels and accommodate all-wheel setups. Activity is concentrated in May, June, July, and September.
The scene is built around group skates and night skates, with longer distance and outdoor rides that feature music and accommodate all-wheel setups for adults at intermediate levels.
Notable organizers include Windy City Skaters and Skate Chicago, among others that run regular group and night rides.
Many meetups and group rides gather at Daley Plaza (the Daley Center Plaza at 50 W Washington), which is a common starting point for urban sessions.