Sightseeing.....make your way over to Marshall Fields which is now Macy's to look in the store windows, dont forget to check out the inside so you can see the big Christmas tree, you can check out King Tut at the Field Museum, take a ride to the top at the John Hancock or Sears tower, you could try also Adler Planetarium, The Field Museum, Shedd Aquarium, Museum of Science and Industry or the Art Institute of Chicago, you may want to try Navy Pier also although with it being winter, its not as nice as in the summer ....for shopping you will want to walk down the Magnificent Mile, for a stay you could try...Marriott, Courtyard or Hilton.....food, well if you have a great sense of humour try Ed Debevic's, or for pizza Gino's East, if you like sports try Harry Caray's or Mike Ditka's Restaurant.... if i can think of anything else i will update