Ranked #3 of 10 skate parks in Chicago by visitor rating
About
Little Ripper Skateboarding in Chicago offers expert instruction for skateboarders of all ages and skill levels. Coaches Alex, Bella, and Alisa create a welcoming, positive environment where young riders build confidence and master skills like drop-ins and kick turns. Parents praise the patient, encouraging teaching style and note the dramatic growth in their children's abilities. Adult classes available too, with personalized coaching tailored to your goals. The facility maintains a friendly, clean atmosphere – refreshingly free of rough skatepark vibes. On-site skate shop with competitive pricing rounds out the experience.
What visitors say
★★★★★
“I love everything about this space. My son is 11 years old and has been working with coach Alex. I really love his approach and the positive energy he brings. They even have a skate shop with very reasonable prices. I wish I had something like this when I was younger.”
★★★★★
“We joined in September. My six-year-old son took an entry lesson that our coffee shop was offering this summer. He fell in love with skateboarding. The instructors are amazing. He has been with Bella/Alex/Alisa coaches and picked up on it fast. He is getting really good at…”
★★★★★
“I did one of the adult classes and it was great. Looking forward to the next one Dec 14th.
I'd say it's kinda like having a personal trainer for skateboarding. They figure out where you're at and what you wanna work on, then go from there. I'd imagine the kids classes are just…”
★★★★★
“The teachers are very patient, kind and encouraging. My son LOVES the summer camp at Wilson skate park! We do the camp and then I pay for an extra hour private lesson since he doesn’t want to leave!”
Logan Blvd. Skate Park offers a unique skating experience right under Chicago's highway, providing natural shade and protection from direct sun. The park features a variety of ramps with plenty to explore, making it a distinctive destination for local skaters and visitors alike. Recent ramp repairs have improved conditions significantly. While the park has character and plenty of action, visitors recommend watching out for crowded areas and being mindful of other skaters. A planned rebuild could elevate this park to a prime action sports destination in Chicago, though drainage improvements would enhance year-round ridability.
Wilson Skate Park is a feature-rich destination for Chicago skaters offering a diverse layout suitable for multiple skating styles. The park includes a large donut bowl with extension, classic bowl, big stair set with ledges, manual pad, box ledge, and mellow pyramid. Visitors consistently praise the park's excellent flow and decent flyout. With a solid 4.7-star rating from 163 reviews, skaters appreciate the variety of obstacles and good speed potential. While the concrete shows signs of wear and could use maintenance, the park remains a favorite stop for many Chicago skateboarders seeking quality features and challenging lines.
Fat 3-3 Stair Skate is a standout skate spot located in Chicago's River North neighborhood at 952 N Dearborn St. This park has earned a perfect 5.0-star rating from visitors who consistently praise it as a solid skating destination. Skaters rave about the quality of the setup, with reviews highlighting it as a premium spot worth hitting. Whether you're a local or visiting Chicago, Fat 3-3 Stair Skate delivers an excellent skating experience that keeps riders coming back.