@Kevin SmoterIn addition to the items you & others mentioned I recommend to:
1. Get a sewer scope. If you need to repair or replace the sewer line, budget between $8-$12k. There's a chance the blockage occurs between a certain part of the sidewalk and the street. IF that's the case, the city has what's known as the private drain repair program where they pay for those particular repairs. However, you must own the building for at least 2 years and it canNOT have been recently remodeled. Otherwise, the 'remodeler' (ie YOU) becomes responsible for this charge. (So, get the scope done during inspection, and if there's a problem such as the above mentioned and the city is responsible, negotiate with the current owner/seller to apply for this program for repairs. I don't know what the timeline is, and this may be totally impractical, but it could help save you thousands of dollars.)
2. Budget for a water line upgrade if you're planning to upgrade the plumbing. (If you're going to gut rehab the property, and get plans and a permit, you will most likely be required to do this.) Approx $15-$20k
3. Definitely consider installing a sump pump and drain tile and fully waterproofing the basement. Flooding is notoriously common in Chicago basements. Or just ensure you have the proper flood insurance coverage. (I prefer the preventative measure but even that's not totally failsafe.) You should plan on both...
Old Chicago brick buildings are really beautiful. :)
Hope this helps--good luck with whatever you decide!
Jennie Berger
Property People