Date: 
Sat, 05/17/2025 - 7:15pm to 11:30pm

The Den Theatre today announced that comedy icon Paula Poundstone is set to headline two shows, one night only on Saturday May 17, 2025 at 7:15 and 9:30 p.m. on the Wicker Park theatre’s Heath Mainstage at 1331 N. Milwaukee Ave. Tickets ($37-$68) are now on sale at www.thedentheatre.com or by calling (773) 697-3830.

Iconic comedian Paula Poundstone is known for her smart, observational humor and a spontaneous wit that has become the stuff of legend. She regularly plays theaters across the country, hosts a weekly comedy podcast, Nobody Listens to Paula Poundstone, and is a regular panelist on NPR’s Wait, Wait… Don’t Tell Me. She also voiced the character ‘Forgetter Paula’ in the feature films INSIDE OUT and INSIDE OUT 2.

Paula has starred in several HBO specials, including Cats, Cops and Stuff, which nabbed a cable ACE award for Best Comedy Special. She was the first female comic to host the White House Correspondents Dinner. She filed live coverage of the 1992 Democratic and Republican National Conventions and the Presidential Inaugural for The Tonight Show with Jay Leno and at the 93rd Emmy Awards. Paula has starred in two television series, both entitled THE PAULA POUNDSTONE SHOW. Paula’s second book, The Totally Unscientific Study of the Search for Human Happiness, was one of eight semi-finalists for the Thurber Prize For American Humor; the audiobook was one of five finalists for the AUDIE award for Audiobook of the Year. Paula has released five albums and is featured in several documentaries and compendiums noting influential comedians of our time.

Performance Schedule:

Saturday May 17, 2025 at 7:15 and 9:30 p.m.

Tickets: 

General admission $42; Obstructed view $37, Mezzanine $52, VIP Table $58, VIP Front Row Table $68. All tickets include cocktail service with a two-drink minimum.

About The Den Theatre

The Den Theatre opened in 2010 in the Wicker Park neighborhood with just a single theatre space. Now celebrating its thirteenth year, Co-owners Ryan Martin and Carol Cohen, along with their talented and dynamic staff, have developed The Den into a multi-level, live entertainment venue that boasts five intimate and unique theaters ranging from 50 – 300 seats. In addition, the first floor houses The Den Bar & Lounge – a full-service bar where audiences gather before and after performances to share a drink and commune with like-minded culture-hounds. Today, The Den is focused on providing world-class stand-up comedy and cultivating its first love – the theatre. The Den is home to four resident theatre companies including About Face Theatre, The Artistic Home, First Floor Theater and Haven. Hundreds of other companies, artists and comedians from Chicago and beyond have called The Den home – from national names to local stars, and The Den consistently plays host to a lineup of exciting and diverse talent. As a building created for interdisciplinary arts, The Den has accommodated a wide variety of programming, including plays, musicals, stand-up comedy, improv, dance, film screenings, seminars and speaking engagements. For additional information, visit www.thedentheatre.com.

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COVID safety: For the most up-to-date information on our venue’s COVID precautions, please visit thedentheatre.com/covid19-policy.