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Best Chicago Comedy Shows in 2016

Here is our list of not-to-be-missed Chicago comedy shows that suit all tastes, as well as a calendar of headlining stand up comedians visiting Chicago in 2016. The city's murky past of gangsters, mobsters and speakeasies is a major theme and will delight those who are enchanted by this by-gone era. Enjoy an Irish themed show or a massive Medieval banquet filled with jousting knights in armor. See a sensual cabaret show or take the kids to a wild bingo evening with rival gangs ready to kill for the money.

June

Chicago comedy shows June 2016:

06/01 - Tracy Morgan
06/02 - Louis C.K.
06/02 - Louis C.K.
06/05 - Sarah Silverman
06/12 - Mel Brooks
06/16 - Kevin James
06/18 - The Dolan Twins
06/19 - Flight of The Conchords
06/24 - Martin Lawrence
06/25 - Martin Lawrence

July

Chicago comedy shows July 2016:

07/22 - Joe Rogan

August

Chicago comedy shows August 2016:

08/31 - Garfunkel & Oates - Comedian
08/31 - Garfunkel & Oates - Comedian

September

Chicago comedy shows September 2016:

09/02 - Paul Reiser
09/02 - Paul Reiser
09/10 - Stephanie Miller

Blue Man Group at the Briar Street Theater in Chicago

Blue Man Group at the Briar Street Theater in Chicago

Tickets to Blueman Group Chicago

The Blue Man Group is the longest running Chicago comedy show. Even if you have seen it before, don't miss it again! This fabulous show keeps relevant, trendy and up to date and has recently added the GiPad, a giant tablet to the hilarious goings-on.

It takes place at the Briar Street Theater and offers a spectacle of light, color and tricks that will delight the kids and keep the adults enthralled with the hard-hitting social humor. The evening ends with the venue-rocking original theme song that has everyone on their feet, stamping and dancing along. Although it offers kid's humor, the show is not recommended for children under the age of five.


Flanagan's Wake: The Hilarious Interactive Irish Wake

Flanagan's Wake: The Hilarious Interactive Irish Wake

More about The Hilarious Interactive Irish Wake

Irish humor abounds at the next Chicago comedy show, Flanagan's Wake. Get into the spirit with a pint and let the Irish fun delight you. The theme celebrates the life of poor Flanagan who has passed away, by showcasing the stream of crazy characters who attend his wake. Listen to his eulogy and share in his life experiences that will have you rolling in the aisles. The parish priest, Father Damon Fitzgerald, the local pagan, Kathleen Mooney and the Mayor Martin O'Doul are some of the larger-than-life characters you will encountered on this hysterical evening outing. The show is often fully booked, so make sure you reserve tickets long before arriving!


Medieval Times Dinner and Tournament Chicago

Medieval Times Dinner and Tournament Chicago

Tickets to Medieval Times Dinner and Tournament

Be thrilled by an unforgettable evening watching knights jousting on horses while being served a lavish meal by Castle serfs and wenches. This amazing Chicago comedy show will delight the senses and take you back into an authentic Medieval setting. Dress up and attend the party, the King and Queen await!

The venue is an amazing 11th century castle, offering displays of Spanish coats of arms, age-old artifacts and authentic suits of armor. Select your knight and cheer him on as he jousts, sword fights and takes part in a falconry show. The winners are revered. the losers are sent to the dungeon! Then settle down to a four-course banquet of tomato bisque soup, corn cobbettes, roasted chicken and more, finished off with pastries and coffee.


Cabaret Show in Chicago

Cabaret Show in Chicago

Tickets to Cabaret Show

For romantic couples, a cabaret show with a difference is the next unmissable Chicago comedy show. Set off to a hidden speakeasy that according to history was owned by Al Capone. This fabulous venue will transport you back to a by-gone era of glamor, intrigue and glitz-filled entertainment. Be seated at the Moonshine Mainstage and watch sensual exotic dancers, amazing magicians, over-the-top drag queens dressed to kill and world class comedians.

You will be personally attended to by a server who will be delighted to offer you drinks with crazy names like Glitter Gimlet or Muffy Mai Tai. The shows change regularly, so more than one visit is a must!


Tommy Gun's Garage Dinner and Show

Tommy Gun's Garage Dinner and Show

Tickets to Tommy Gun's Garage Dinner and Show

In the city known for gangsters, mobsters and guns, this is a great Chicago comedy show. Showcasing the age of speakeasies, the fabulous setting takes you back to 1920's with iconic Ford cars, fabulous memorabilia and silent movies. Lovers of period music will be thrilled to tap away to a full orchestra belting out the famous tunes of George Gershwin, Duke Ellington and Cole Porter. To make the experience totally authentic, your evening is rudely interrupted when the venue is raided by cops arriving with sirens and brandishing guns. Escape out the back stairway and then come back dinner!

On Valentine's Day, a themed show recreates the gruesome Saint Valentine's Day Massacre. For those who are not faint-hearted.


We Gotta Bingo

We Gotta Bingo

Tickets to We Gotta Bing

The game of Bingo will never be same again at this hysterical Chicago comedy show. Meet your crazy partners for the evening, wanted or not, and settle down for the game. Before you know it, you are embroiled in a life-threatening bingo experience between two rival parishes trying to raise money. Are you Irish or Italian?

These mind-blowing yelling bingo sessions are interspersed with a delicious three course Italian meal to keep you going. Dancing, general chaos, a loud polka band and a raucous host adds to the entertainment. Prepare to be fabulously exhausted when the experience is over. This show is suitable for all ages.

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