I will be going to Chicago this summer to visit some friends. I would like to bring my H16 Cat and sail on Lake Michigan. I found these web sites on places to put in at.
Chicago Area Sailing Page
Boat Launching
Does anyone know if any are more Hobie friendly then others or can recommend the best place to put in?

Come visit us up in Wisconsin CRAW would be happy to have you sail with us Web site is crawsailing.org CRAW

We used to go to a points regatta at Wilmette, just north of the city. They had a dedicated sailing beach on the Big Lake.

2 1/2 years ago I lived in Chicago and on Montrose Beach there were Hobies that one could rent. You could also keep your boat on the beach for the summer, I think that the charge was ~$300. It has probably gone up by now. They might let you launch there for just a weekend. I think that it was administered through the Chicago Parks department and their harbors division, but I can not remember exactly.

Drew