47. Windy City Skaters at North Ave. Beach

Location: 1600 North Lake Shore Dr.
Website: meetup.com

For some impressive in-line feats, or a bit of instruction, catch the Windy City Skaters doing their thing at North Avenue Beach. Whether you're looking just to gawk at some tricks or join a workshop, you can't beat the setting.

They offer workshops in skating, as well as orgainzed inline tours of the city. And if you're interested in making a bit of a statement about how you're rolling, get it on one of their critical mass events.