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7 Comedy Shows In Chicago You Have To See

Sure you may know about the Second City, but let's face it, you want that hipster comedy scene that is sure to be busting with stars. Here is a list of the quality shows you have to catch the next time you are in the 312.

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Sketch, musical numbers, and of course funny people are all featured in this revue at one of the classic clubs in the city. See what 52 years of funny has created and start understanding the birth and history of Comedy in Chicago!

Mondays 8PM Second City Chicago $16 Tickets


This couple is amaze-balls. Yes they are a couple, and they do improv. Colleen Doyle and Jason Shotts make it look so easy, and make you laugh very very loud. Take a simple relationship and then put it through the ringer- this show is just that. They give a new perspective to everyday life, and keep it light and fun.

Tuesdays 8PM iO Chicago $12


A weekly stand-up showcase takes place at Timothy O'Toole's Pub in downtown Chicago every Wednesday at 9pm and features a different lineup of some of Chicago's (and the nation's) best comedians. This show has had famous people, like Brian Babylon, Bill Cruz, Joe Kilgallon, and Tyson Karrasch. By the way if you didn't recognize those names, then maybe you should start going to the damn show!

Wednesdays 9PM Timothy O'Tooles Pub $5 Online/$10 at door


While most people think the comedy sportz is a family friendly only type of joint, this late night troop holds no bars, censors, or even a care on their comedy. Join the ride with top improvisers in the city in a short form improv show that will not only be raunchy, but very very funny.

Thursdays 10:30 PM Comedy Sportz Chicago $10 Tickets

5. FRIDAY's are all about BABY WANTS CANDY!

Musicals are so over done, but this group let's you see musicals that have not seen the stage yet. A completely improvised musical show extravaganza that engages the audience with every number and laugh. This group has seen very notable players Stephnie Weir and Nicole Parker (MadTV), Rachel Dratch and Seth Meyers (SNL), and Jack McBrayer(30 Rock). Who knows who you might see there maybe the next Stefan is performing. It's your best bet to see them live!

Fridays 10:30 PM Apollo Theatre $15 Tickets

6. SATURDAY is Chaos Theory

This group of talented improvisers had me at we need a suggestion. This group can tackle any and any challenge an audience has presented itself. I don't know if it's the fact that Tara can hold her own in this group of guys, or it's because they look like they are having so much fun, but I always seem to be finding myself ending up at this show. Improvisers include: Tara DeFrancisco, Rich Prouty, Todd Edwards, Joey Bland, Ross Bryant, Steve Waltien, Kevin Sciretta, Rance Rizzutto, Nnamdi Ngwe

Saturdays 10:30PM iO Chicago $14 Tickets

7. SUNDAY's time to see Delirious Confetti and Co.

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This group of 20' somethings takes all their Second City Knowledge to create laughable moments and heart wrenching scenes that keep you interested and wanting to jump on stage and Yes And with them. They perform in a cluster of groups on sunday nights and play with a great groups, but clearly this one is a stand out. The other best part is that the theatre is BYOB and the show is free. So comedy studs (students) get your ass over to the playground. You won't be hurting from being beaten up, but from laughing your ass off.

Sundays 7:30 PM Playground Theatre FREE

readers note: The annoyance theatre is currently undergoing a new remodel and move, and shows are currently on a hiatus. Look for more articles next spring about what the new space has to offer!

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