Chicago is a great city for cycling and there are a lot of ways to get involved in advocacy and in group rides.
We sponsor a club called Spider Monkey. Group rides leave every Saturday and Sunday at 8:00 AM in front of Roscoe Village Bikes. The ride usually goes to Highland Park and back and the pace is pretty quick. New people are always welcome even if you are a beginning rider. It is not a no-drop ride so if you are new to road cycling, you may not be able to keep with the group for the entire ride your first few times out.