I am a Chicago licensed contractor. The question you have asked and in order to answer it will depend on a lot more information that you need to provide me. I have been in the business for a very long time and specialize in this type of work. I have all of the required trades to complete a job of this type and have done many in the past. Based on this feel free to contact me at your earliest convenience. The best time to reach me is in the evening when I'm not in the field so in order for me to assist you and get you started with this process, we will need to talk. Also, please note that I lived at 63rd and Narragansett, so I know the area.
John G Moustis
President / Owner
SPARTAN CONSTRUCTION & DESIGN, INC.
Phone & Fax: 630-963-6020
Quality building, remodeling & consulting services in the Chicagoland area since 1991
Be sure the zoning and floor area ratio for your lot are checked before you spend money on plans, you want to be sure you can do the work you contract for.
Feel free to contact me for some good recommendations.
Yes you will need an architect to do drawings and find a licensed contractor. I have worked with a really professional contractor Eugene Fahey and his number is 773-447-9687. Who ever you choose as your contractor will have to get permits from the City of Chicago do the work.
Hope this helps.