Go Chicago Card
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We purchased a Go Chicago card online before we went. It was $50 and gave admission to numerous of the activities in the area. It also included a travel guide and some coupons. It was well worth it and saved a lot of money. We bought our cards for a 24 hour length, but they are available in longer lengths. We had to print out our receipt and go to Marshall Fields to pick up the acutal cards. The guy at Marshall Fields was a jerk and seemed very overworked. It took us a while to pick up the cards.
On top of not having to wait in ticket lines or pay full price for entry to the various different attractions, we did not have to wait in most of the lines to get into the attractions after purchasing tickets. The card got us on a "speed entry" program which was very nice, as there were plenty of lines, even for a Thursday.
We visited the Sears Tower, Navy Pier, Shedd's Aquarium, and the John Hancock Observatory. We only used a tenth of what we could have gained access to, but there was only so much time in one day to do this. (We actually went from 4pm one day until 4pm the next day, as the card is active for 24 hours, not just one day.)