Most people probably think that you have to go all the way to Skokie's Shred Shop for a skateboard. No need for that. The Athlete's Foot located in the old Broadmoor Hotel has a great selection of skateboards and accessories (wheels, trucks, allen wrenches). They also carry donkboards and longboards.
What's a donkboard you ask? A giant skateboard with big wheels and lights. The company is based in South Florida.
And don't forget that this isn't your standard Howard Street sneaker store. They carry a large variety of running shoes for men and women. 1540 W. Howard Street, 773-274-8520.
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