The trusty standbys
The Second City & UP Comedy ClubAddress and Info
Safe to say the company that sparked the careers of national treasures like Bill Murray, Tina Fey, Stephen Colbert, Key & Peele, and countless others is pretty legendary. You can’t go wrong with tickets to the two-act sketch revues on either the Mainstage or ETC (buy in advance though), and UP draws a nice mix of comedians hitting their prime, like Pete Holmes, TJ Miller, and Amy Schumer.
Some call it the mecca of improv comedy (just don’t call it Improv Olympic™) because it’s where long-form improv took shape and continues to be an influence worldwide. Performances by Revolver and The Improvised Shakespeare Company are required viewing. Make it a point to catch a Wednesday night set from master improvisers TJ & Dave, who spin hour-long shows with no scripting at all that are equal parts hysterical and heartfelt.
Known for its dark and assertive tone -- no other theater could pull off shows like Skinprov or Holy Fuck Comedy Hour -- The Annoyance is home to at least a dozen must-see shows any given week. Having settled into its new Lakeview digs with two stages and a friendly bar, plan to be thrilled/shocked by the absurd, uncensored, and sharp wit from an ever-growing list of exciting performers.
Zanies has history. It’s one of the oldest continually operating clubs in the country (the website design can attest to that), and continues to offer a stacked list of touring comedians every night of the week. Be on the lookout for a hometown hero like Hannibal Buress to stop in. This is an old-school comedy club at its very best.
Jam-packed with nationally touring stand-ups and exceptional Chicago talents, Jokes and Notes delivers a steady stream of laughter to Chicago’s South Side. Owner Mary Lindsey has had a hand in bringing up acts like Chris Rock, Dave Chappelle, and Mo'Nique, so don’t miss an opportunity to see who’s coming up next.
If you’ve been known to binge-watch episodes of Whose Line is it Anyway? you’ll feel right at home in Chicago’s home of short-form comedy. Since 1987, ComedySportz has slickly combined elements of athletic competition, empty-headed humor, and terrible/incredible puns into an exciting and engaging family-friendly show.
Go-to sketch and improv theaters
Stage 773Address and Info
Stage 773 is comedy festival central, playing host to the massive Chicago Sketch Comedy Festival as well as the Chicago Women’s Funny Festival and Chicago Nerd Comedy Festival. Throw in the city’s longest-running musical comedy, Cupid Has a Heart On, and a batch of other independently produced showcases, and you’ve got yourself an easy go-to option for comedic entertainment.
Chicago is full of comedy shows where the jokes are brought out to the bars. The Public House Theater, however, flips that 180 degrees and provides a casual bar atmosphere to two professional stages. In fact, many of the theater’s offerings include a free drink in the ticket price, giving you a head start for its marquee show, Bye Bye Liver: The Chicago Drinking Play.
The Neo-Futurists have been writing and performing new material every week since 1988 in an attempt to perform 30 plays in 60 minutes for their flagship show, Too Much Light Makes The Baby Go Blind. Every night is a gamble (a good gamble): rolling dice to set your ticket price, getting to share a pizza with the whole crowd if they sell out, and, of course, possibly never seeing the end of a play; for when the clock runs out, the show is over -- no matter what. Oh, and there’s always the possibility of nudity, contortionism, or something else you’ll have no clue how to adequately describe to your co-workers on Monday morning.
Among the growing crop of comedy venues in Lakeview, CIC is the underrated black box theater that delivers the same caliber of improv and variety of acts as its more mainstream counterparts. Check out the weekend house team nights, experimental sketch shows, and Pimprov (at least once for the gimmick).
Independent stand-up and variety showcases to seek out
Comedians You Should Know at Timothy O'Toole'sAddress and Info
On its face, CYSK may look like just another backroom bar mic being stationed in Timothy O'Toole’s Pub. But make no mistake, it’s one of the most highly regarded stand-up showcases in Chicago. You will see top-notch performances from the best local comics the city has to offer, along with the occasional drop-in set from larger national acts.
It’s Chicago’s longest-running indie comedy showcase for good reason. Just check out the list of notable alumni. While Second City is the breeding ground for SNL’s top talents, The Lincoln Lodge is where headlining comedians find their voice, experimenting with characters, sketches, or bits that add more visual variety than “guy standing on stage holding microphone.”
Billed as a “weekly live magazine,” each Saturday at 3pm, comedic performers, storytellers, and musicians descend upon the historic Green Mill to put on one hell of a variety show. Pull up a Capone booth seat early (the show is free and fills up), order a classy cocktail, and prepare to take in all the laughs from the week that was.
Serving up a rotating cast of some of Chicago’s best up-and-coming stand-ups paired with local drafts and lamb lollipops, ChUC -- as it’s affectionately referred to -- is a warm room for cool bits.
Navigate your way through the halls of the historic Flat Iron Arts Building to the Salon at Collaboraction Theatre and you’ll find yourself inside an excitingly intimate alt-comedy venue. Here, character is king and shows give a fresh breath of diversity. Look for the Tuesday and Wednesday night variety showcases and Wes Perry’s No Boys Allowed on Saturdays.
This monthly comedy showcase stacks up among the best. Used books + fresh humor x all the beer you can bring = great success.
The Shit Hole’s roving artistic playground has grown from a fledgling underground show to an experimental pillar of Chicago’s comedy community. An incredibly inviting show under the guise of a secret society, The Shit Hole maintains a nomadic status with an ever-growing list of undisclosed spaces (music venues, garages, a museum?!) all over the city -- only announcing show locations on the day of. The path to finding the show involves training via the kumite and messaging via social media for details.
Cream of the crop when it comes to alternative stand-up spaces, slip inside this free show packed with nerdy enthusiasm and charming up-and-comers.
The WIP has garnered a reputation for taking great care of patrons in its quaint club, showcasing a great mix of touring stand-up acts and local favorites. BYOB for now, though they plan on finishing construction on their bar early in 2016. So hurry if you like to drink on the cheap.
Newcomers to the scene
The RevivalAddress and Info
The Revival brings improvisational comedy back to Hyde Park -- where it originated from the University of Chicago intellectuals in 1955 -- with a gorgeous new space and a lineup of diverse and talented ensembles and comics from across the city.
Expanding upon its successful theater in Schaumburg, LOL brings its own twist to parlor-style improv comedy into the city. Featuring both family-friendly and anything-goes shows, bring the kids or a date, grab a cocktail from the antique bar, and sit back for two acts of laughs.
While maybe not Chicago’s “only improv comedy theater” (though they claim to be), The Crowd is surely Chicago’s newest independent comedy theater. Stirring up the scene with an ego, attitude, and unrivaled support of its performers, this space is quickly rising among the ranks with tasty comedy options most every night of the week.