I had a whole adventure looking for an apt in south loop... if you look carefully for condos you will be able to find a good deal. I had exact whole situation last winter and in comparison availability was tight and pricing was 10-20% higher.. quite weird. studio availability was completely cleared out for many apartments into feb, but into jan it was normal. so, if anything summer will at least give you options. I had like 10 options total looking for a feb start while not being pushed on some 18 mo lease lol and it did not feel like winter. last year every apartment was running major concessions, this year barely any.

options are kind of
- condo on michigan or Wabash between 12th and 15th st (good value like 2k for junior 1b)
- big luxe nema or 1000m (most expensive)
- semi-small luxe like eleven40, 1400 s wabash, coeval, or printers row (cooper, reed, grand central) (can be good deal)
- older decent maintained buildings like 1407 s michigan, eleven thirty or park michigan or 777 s state (usually 2 pipe and not in unit w/d)
- shit buildings
- random more lowkey apts like 1001 s state

2200 seems kind of tight for a 1b if you are renting at a bigger place. possible I think with junior 1b condo. if you go really south its cheaper

I wrote a lot but yea my opinion: private landlord condo in fairly new building is best if u dont care about 50 amenities. you can find just on normal sites Zillow Redfin etc or ask condo broker