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A Daily Guide to Chicago Comedy Shows in May 2018

May 1: Fried Hard Comedy Tuesdays at Rockin Horse Saloon & Grill

Hosted by Chicago comedian Big Keef, this weekly comedy showcase (recently relocated to Rockin Horse Saloon & Grill in Oak Forest) has been running for more than five years.


May 2: Boy/Girl Sleepover at The Pony Inn

This bi-monthly showcase consistently lands top-notch headliners, has an amazing following and always delivers. This show features an impressive line-up and closes out with Chicago great Chelsea Hood.



May 3: April Macie at Zanies

This killer comic was on "Last Comic Standing," is a frequent guest on Howard Stern and is in town for seven shows over four nights at Zanies.



May 4: Chistosos en Chicago at Laugh Factory

A Cinco de Mayo show one day early and all in Spanish. Featuring Jaime de Leon and Sonal Aggarwal.








May 5: H. Jon Benjamin at Wilson Abbey

Actor and comedian H. Jon Benjamin makes a stop at Wilson Abbey on his book tour.








May 6: Ladies' Night Out Comedy Jam at Riddles

Rush Entertainme…
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A Daily Guide to Chicago Comedy Shows in April 2018

April 1: Character Assassination presents The Roast of Disney Princesses at Laugh Factory

The latest entry in the Character Assassination roast show series pits a collection of Disney princesses -played by Chicago comics - against each other. Starring Allison Dunne, Alex Kumin, Sarah Shockey, Gena Gephart, Audrey Jonas, Eunji Kim, Samantha Berkman, Stephanie Weber and Mandee McKelvey.

April 2: Comedy Overload Open Mic at Gallery Cabaret

A weekly open mic open to all forms of comedy that takes place at a sweet venue in Bucktown.









April 3: Shake 'Em Up Comedy Showcase at Shakers on Clark

This free two-hour comedy showcase is hosted by Darrick J and Nate Galloway. Comics get between four and 10 minutes each and the hosts let comedians know a bit needs work by hitting a bell and "shaking 'em up."


April 4: Comedians You Should Know at Timothy O'Toole's

Really you should be catching this weekly showcase at Timothy O'Toole's every week. This week's two hour …