Side notes:Right now I am getting the impression that Pilsen is the biggest opportunity neighborhood to find a multi unit within FHA limits and still be close to the Loop via public transport.

Also well or public water, private or public sewer. 

And there must be a local paper that publishes the information, it's public record and the public has to be notified.Good luck getting the ball rolling!

Derrick Williams ouch, I remember I had to transport a fridge from my rental property so I could sell it because they already had one.

AND THEN COMPARE THAT TO A TRADITIONAL REALTOR SALE.I confronted them on a public post of Opendoor on Facebook, you can see for yourself how it went below(after my question about them charging 19% they stopped responding): HERE IS THE ORIGINAL POST

I don't want to give away any secrets on a public forum, but there are multiple studies/surveys/data from sources such as realtor.com that show Chicago in the top 10 cities to flip properties w/ median income of $76K per flip.  

There are all sorts of things like EDU, utilities, etc that need investigation.Are these public or private utilities on the lot?

In 6 years $40k of my student loans will be relieved with the Public Service Loan Forgiveness program (since the university is considered public sector) and during that time I can take advantage of a university-paid master's program (once I figure out which one will best suit my goals).

I look for properties in safe neighborhoods with subway transportation close by.  

Aggregating data from public information is typically better to buy or rent from commercial providers unless you want customized data fields, highly targeted leads, compiled lists or response lists (prospects test have responded to others' offers).