In order to convert a garage living space several things would have to be done before it would be possible. You would have to submit plans & specs to the City for rezoning & variance, the structure more than likely would have to be rebuilt to code for living space and the distance from the property line has to be determined that it is within keeping of the property line requirements for zoning reasons. I would recommend a good architect, surveyor and contractor that is familiar with Chicago Codes. This will all take time and sufficient funds to accomplish.
John G. Moustis
Spartan Construction & Design, Inc.
Quality Building & Remodeling in the Chicagoland Area since 1991