driving from my home in Florida to relatives in new Hampshire, my daughter and I stopped at D.C. and NYC. used gps to get to time square. parked the car and went adventuring. had lunch @ hard rock there at time square then took a cab to the statue of lib., then walked the area of ground zero. was a great day...
Having some experience in Chicago, I'd recommend cabbing it whenever possible. Bus routes, schedules, etc can be daunting, and the subway... forget-a-bout-it! get on the wrong train and you'll spend all day just trying to make it back from Newark or someplace. May cost you a little more to get around, but it's, in my opinion, well worth it eliminating the hassle of getting horribly lost and spending the rest of your day just trying to get back to the hotel. just my $0.02...
enjoy the city! also if you have time, talk to a travel agent. they have the scoop on tourist-ie stuffs and can surely can find something for you and the Mrs. to enjoy together.
Bird.
