The Second City
Play talent scout at the famed Second City comedy club. Notary personalities such as Tina Fey, of Saturday Night Live and 30 Rock fame, as well as many others got their comedic start at the Second City. Enjoy some of America’s top young comedians one evening, and you may be witnessing the rise of a new star.

Non-stop Chicago-blues is on tap
A raucous atmosphere and some hot, hot sounds make this Chicago's best party. Choose from Kingston Mines (2548 N. Halsted), Blue Chicago (536 and 736 N. Clark), or B.L.U.E.S. (2519 N Halsted).

John Hancock
Have a cocktail at the Signature Lounge on the 96th floor of the John Hancock building while enjoying the stunning view of four states. Then take a romantic horse-and-carriage ride up Michigan Avenue and through Grant Park. These can be picked up on Pearson and Michigan.