I think Chicago is a GREAT place tomove to.
When I was first starting out and worked for a tech consulting company, I used to live next to Lincoln Park at one of those highrise apartments (it's been condos for a long time), and just loved it.
People from my company (all single professionals at the time) used to just hop on a bus and go to the Miracle Mile and hangout, it's quite safe around there also.
There are so many things to see and do, cultural activities, fun events, great restaurants, shops, tons of different neighborhoods, great mass transportation, beautiful lake, clear separtion of four seasons; yes, a small New York (I lived i Long Island also); and a very clean downtown (always impresses me). The winter is really not that bad once you are all bundled up and get used to it.
And don't forget the great people!
All in all, some of my greatest memories are there (perhaps because I was young)
Although my husband and I eventually choose to move to Marin, CA, Chicago was on the top of my list to move to. I still have some wonderful friends there. I think you will really enjoy being there!