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My standard advice to out-of-town visitors is, if they plan to go up to one of the observatories (Hancock or Sears/Willis), they will pay a $15 entrance fee, but instead there is the option of going to lunch at the Signature Room (Hancock, 96th floor) which has a buffet for about $20 so for $5 more they get the same view plus lunch.
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The Lavazza Cafe is on the floor with the observatory. You can instead go to the Signatures Lounge on the 96th floor, which is one level below the observatory, and skip the fee for visiting the observatory.
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re: katbri
Cite which sits atop Lake Point Tower and has 360-degree views, was one of eight restaurants around the world, and only two in the U.S., to be named by Conde Nast Traveller to a list of the restaurants with the best city views.
http://www.citechicago.com/ps the ladies rooms in the Hancock have great views, I have only been in the mens room which does not.
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re: chicgail
And get there early or plan on a long wait to get up there. We were recently in town with a first time visitor so we had to include this. When we left, the line had to have been at least an hour wait or longer.
And I'd second the Don't Eat there. Looked awfully expensive for, by appearances, mediocre food.
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