http://maps.google.com/maps?q=41.869...,0.041242&z=15
What? There are dozens of giant sears tower sized surface parking lots and acres and acres of undeveloped land in that area.... I realize Roosevelt collection is filling in one big chunk over on Roosevelt, but given the adjacency to the loop, it would be pretty hard for this general area to feel any less dense than it does.
I used to live at 333 S Desplaines, and walked down to Dominick's or Whole Foods a lot, and there is just block after block of surface lots, power stations, and warehouses engulfed in total desolation. Aside from being able to see the skyscrapers a half mile away or so, it feels like no man's land. As I walked it went from super high density Loop/West Loop to blocks and blocks of warehouse (some seemingly abandoned) buildings/surface parking lots, and then you emerge into the suburbanized strip mall hell that now exists by Roosevelt. While I think it blows ass to be a pedestrian in this area of the city, it is light years better than it was 6-7 years ago when there was pretty much just a vast empty wasteland there (No University Village/Target/Whole Foods/Home Depot/anything). That said, this area of the city needs far more mixed-use developments, and along with that better access to transit (pretty much zero buses run through it). Obviously a lot of this is because this area is totally segregated from the city with highway to the west, and the railroad tracks, river, and shitty ass dearborn park to the east with basically no E-W streets connecting with the lakefront or the UIC area aside from grade separated Roosevelt.
There is so much potential in that area of the city (even after being shat all over by strip malls) if it just had better connections through it...