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      The Second City's Deep Cuts or Improv All-Stars – Up to 43% Off

      The Second City's Deep Cuts or Improv All-Stars

      UP Comedy Club (334.3 miles)

      Annoyance Theatre founder Mick Napier directs a cast of top improv talent; revue about living in the Internet age collects past sketches

      $24.50 $17

      Up to 55% Off Damon Williams Standup Comedy

      Comedy Night with Damon Williams and Friends

      Castle (334.3 miles)

      Nationally headlining comic who appears on the Tom Joyner Morning Show returns to his hometown for a showcase with fellow funny pals

      $22.09 $10

      Up to 53% Off ComedySportz Improv Show

      ComedySportz

      Lakeview (334.6 miles)

      Comedians add a dash of competitiveness to short-form improv shows, with teams vying for the most audience laughs

      $41.25 $24

      Latino Comedy Night Starring Gina Brillon – Up to 55% Off

      Latino Comedy Night starring Gina Brillon

      Castle (334.3 miles)

      Popular New York comedian seen on Comedy Central and in The Fluffy Movie scores huge laughs in a chic nightclub

      $22.09 $10

      iO Theater – Up to 50% Off

      iO Chicago

      iO Improv (335.2 miles)

      The troupe has spawned hordes of comic luminaries in the last 30 years, including Mike Myers, Chris Farley, and Tina Fey

      $28 $14

      UP Comedy Club – Up to 38% Off Standup

      UP Comedy Club

      Near North Side (334.3 miles)

      Nick Thune, Moshe Kasher, Todd Glass, and other regulars on the club circuit take the stage at The Second City’s standup venue

      $27.50 $17

      The Second City – Up to 42% Off

      "You Had Me at En Vogue"

      Donny's Skybox Theatre (334.3 miles)

      Cast of Urban Twist skewers pop culture and stereotypes in their latest revue

      $26 $15