What’s up, Chicago skaters! Get ready to mark up your calendars, because July was an absolute warm-up for an even hotter August. While our own Let’s Roll app has been a little quiet on the discovery front, the city itself is buzzing with some can’t-miss events that you need to know about. The energy is off the charts this month, offering something for every style of skater out there.
From the high-stakes action of an aggressive inline competition to soulful rink nights and a pop-up mini park, the Windy City is the place to be. We’ve got the scoop on major happenings like the Windy City Riot 2025, a full weekend dedicated to aggressive inline. If you’re looking for a more laid-back vibe, you can groove to some R&B at the Independence Roll XIV or hit up a pop-up mini park at the Zumiez More Than Rolling event. Let’s get out there and represent the Chicago skate family!
Your Recent Skate Sessions
No public sessions were logged in Chicago this past month—let’s change that! Track your next skate with the Let’s Roll app to log your miles, share your routes, and show everyone how the Windy City skate family rolls.
“Street skate on a cloudy Summer day 🛼”
“smooth. beach and trail in lake. skatepark!”