Where is a good place to do a nude photoshoot in Chicago?

Seriously - the two most important considerations are:

(1) your vision. What kind of images do you want to create, and where can you best create them?

(2) privacy. Yes, it is theoretically possible to photograph a nude model on State Street or Michigan Ave, but you might get arrested, and it wouldn't be very comfortable for the model (at least this time of year). So you need to pick a location where you will not attract unwanted attention. Suggestions include private homes or apartments, rooftops (in warmer weather, of course), hidden coves along the lakefront (again, in warmer weather), and public spaces at times when the public is not around.

The tendency of most people is to equate nude photography with soft porn. You want to avoid that (I think). Instead, think of photography of the body as an exercise in landscape photography where you are working with shapes, textures and lighting. The basic requirements are a model, and a window (preferably north-facing but others will work at the right time of day).

CJ has the perfect place. I'll bring my camera.

At my house!