I'm sorry to see this happened to you. It looks like somebody came over the curb to hit your bike.
I don't know the value of the bike or whether the damage is repairable, or at what cost. You need to check the deductible on your homeowner's insurance. Commonly, it's at least $500.00 or more. Depending on the situation, it may be as much or more as the value of the bike or the cost of repair. In that case, there's no point in making a claim. Plus, any claim will cause them to raise your insurance rate. Insurance companies exist to make money for themselves. They are not on your side.
Myself, I'd obtain any footage I could and see what it showed. If it was a CTA bus, you could make a claim with the city. It would be a hassle, but maybe you could recover something. Good luck! And on the plus side, at least you weren't riding the bike when this happened.
Talk to security at adjacent buildings TODAY and see what video footage you can get to see if you can identify the vehicle. Retention periods vary, so it's a good idea to act on this as soon as possible.
Given the location, there's a good chance that it's a CTA bus, but you never know unless you've got video or a live witness.
Are they actually asking to have a printed report, or just have the case # you get after submitting a report (online or verbally)?
311 was right, the police officer was wrong. A crime was committed, and you needed to file a report - the police officer you spoke to should have taken one. Whether or not a bicycle is a vehicle is irrelevant. I'm sorry this happened to you - it sucks!
The bikes dead.
Replace it and move on with your life because I doubt you are going to get very little satisfaction for the time you have to put in.
Vehicle collusions would be covered under your automobile (including non-driver) policy. Homeowners might cover non-vehicular damage, theft, removal of parts, etc.
Good info on the update and a cautionary tale of where to lock up in this car sick theft ridden city.