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Tootsie: Santino Fontana in New Broadway Musical Cadillac Palace Theatre - Chicago, IL $39 - $59 $55 - $105 199 A new comedy musical is coming to Chicago: Tootsie. Based on the movie the American Film Institute calls "one of the funniest movies of all time," Tootsie is the story of a talented, but difficult-to-work-with actor who will do anything to... See More

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The Nasty Show Laugh Factory Chicago - Chicago, IL Sat   COMP $17 Chicago's Best Stand-Up Laugh Factory Chicago - Chicago, IL Mon   Tue   Wed   Thu   Fri   COMP $17

Blue Man Group Chicago Briar Street Theatre - Chicago, IL Thu   Fri   Sat   $38.88 $84.40 Laugh Factory Chicago Chicago, IL COMP $17

You Know What Goes Great With Brunch? Live Entertainment! Even better if you get us to buy the tix, right? Well, if you like us on Facebook and show up every Wednesday (we like to call it Wednesday Win-Day), you can get a chance to win some.

Death Toll: A Halloween Drinking Game Performance The Cornservatory - Chicago, IL Fri   Sat   $5 $10 Truman and the Birth of Israel Greenhouse Theater Center - Chicago, IL Thu   Fri   Sat   $15 - $25 $25 - $35

Booze Your Own Adventure Laugh Out Loud Chicago - Chicago, IL Sat   $5 $10 The Haunted Halloween Party Cruise Spirit of Chicago - Chicago, IL Sat   $15 - $20 $30 - $40

The Wong Kids in the Secret of the Space Chupacabra, Go! Merle Reskin Theatre - Chicago, IL Sat   COMP - $6 $12 Hitch*Cocktails The Annoyance Theatre & Bar - Chicago, IL Fri   $10 $20

Top Ten Tuesdays! Laugh Factory Chicago - Chicago, IL Tue   COMP $10 LEGOLAND Discovery Center Chicago Schaumburg, IL Good for Any Date Through December 31, 2018 $13.10 $20.50

Haunted Halloween Cruise Chicago Cruise Events at DuSable Harbor - Chicago, IL Sat   $20 - $30 $49 The Magic Parlour Palmer House Hilton - Chicago, IL Fri   Sat   $49 $79

Crumbs from the Table of Joy by Lynn Nottage Raven Theatre East Stage - Chicago, IL Thu   Fri   $23 $46 Eve of the Eve Cocktail Cruise Anita Dee II Yacht at DuSable Harbor - Chicago, IL Sat   COMP - $25 $49

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