alright honestly wat r u lookin to do see
art institute is good
john hancock signature lounge for the views (better than sears tower)
lincoln park
grant park / millenium park
i would walk around probably lincoln park its a walkable wealth neighborhood
for out of towners going to bars nightlife, since you claim your older you probably like
river north hubbard st., old town (second city and many bars)
cubs game is required and hit all the bars on clark but its a very touristy/collegey up there at times