I'm guessing that getting a firearm illegally in the city of Chicago takes about 20 minutes and $40. On the other hand, for all us law-abiding folks, it can take upwards to 6 months to legally acquire a firearm. Both the city and state have gone to great lengths to make firearms ownership difficult, confusing and/or time-consuming.
I've posted below all the documents and forms necessary to legally own a firearm in the city of Chicago. One of the requirements of the Chicago firearms ordinance is that you take a firearms class from an authorized firearms instructor. We offer one of the most comprehensive Chicago Firearms Permit Classes out there. Our course is a little more expensive and longer than the state mandated minimum. Plus it comes with $200 of free training resources. But for serious students I think you'll find it well worth the time and money.
You can download all the permits and applications below. The first document explains the process so you might want to start with it.
Download Chicago Firearms Permit Process
Download Illinois FOID Application
Download Chicago Firearm Rules and Regs
Download Chicago Firearms Permit Application
Download Chicago Firearm Permit Training Affidavit
Download Chicago Firearms Registration
Download Chicago Firearms Ordinance