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August 2025

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  Event Scheduled
All Shows in August 2025
First Date Comedy Gameshow
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  • Friday August 1st 07:00PM
  • First Date Comedy Gameshow
  • The First Date is a comical hunt for love. Chicago's funniest stand-up comedians hit the stage as one audience member is selected from the crowd to be our guest of honor. They are brought on stage but visually separated from the comedians. They are able to hear the jokes, but won't be able to see the faces telling them. After hearing all the sets, they'll have to decide which comic won them over. Once their selection is made, a first date happens live on stage. Will they find love or ask for separate checks?Singles & couples alike come to watch the chaos unfold.
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Lowkey Funny
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  • Friday August 1st 09:15PM
  • Lowkey Funny
  • This monthly show will shine light on some of Chicago's emerging talent in stand-up, improv/ sketch comedy, and up and coming music artists. Break away from the basic format of comedy shows and experience a vibe of music, sketch, and lowkey still crack up all night!
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Dum and Dummer
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  • Friday August 1st 11:30PM
  • Dum and Dummer
  • Dum and Drummer is an intimate showcase where timing isn’t just about the punchline, but the rhythm behind it. Expect smart comedy, unexpected musical turns, and an atmosphere that feels equal parts late-night lounge and creative laboratory. Dum and Drummer is the show where every set finds its beat.
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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The Nasty Show
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  • Saturday August 2nd 11:30PM
  • The Nasty Show
  • This ain’t your grandma’s stand up. Forget about cute puns and adorable observations and strap in for a night of in-your-face, no-holds-barred comedy! We compiled the best comics in Chicago, removed their leashes and let them loose...just for you. It may get dark. It may get dirty. It may make you question what’s appropriate to laugh at in public. And it absolutely will be a night you will never forget...whether you like it or not!
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Legends
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  • Sunday August 3rd 09:00PM
  • Legends
  • LEGENDS is a stand-up comedy showcase honoring the pioneers, trailblazers, and icons of the Chicago comedy scene.This is more than a comedy show – it’s a celebration of the voices that helped shape the city’s legendary status in stand-up history. Featuring a powerhouse lineup of Chicago’s most celebrated comedians, LEGENDS brings the old-school charisma, sharp wit, and timeless storytelling that put this city on the comedy map. From packed clubs to national stages, these comedians have done it all – and now they’re back where it all began.
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Fresh Faces Chicago
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  • Tuesday August 5th 07:30PM
  • Fresh Faces Chicago
  • Fresh Faces is where the next wave of standout comics takes the spotlight. For nearly a decade, the Laugh Factory has been a launchpad for Chicago’s top comedic talent—and this weekly showcase is your chance to catch the city’s hottest up-and-coming performers before everyone else does. Every Tuesday, we feature three handpicked comedians who are either brand new to the Laugh Factory stage or quickly becoming crowd favorites alongside club regulars, seasoned veterans, and nationally touring headliners. Come discover the new wave of Chicago comedy!
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Open Mic
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  • Tuesday August 5th 09:00PM
  • Open Mic
  • Every Tuesday at 9PM, we hand the mic to comedians brave enough to test their material, confess their weird thoughts, or just try to get one laugh before spiraling. Newbies, veterans, and delusional geniuses all welcome. Sign-ups are from 7PM-7:20PM. We pull 15 names out of a bucket promptly at 7:20PM. Sets are3 minutes. Audience laughs not guaranteed, but the attempt is priceless.
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Chicago's Best Stand Up
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Whose Lie Is It Anyway?
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  • Thursday August 7th 07:00PM
  • Whose Lie Is It Anyway?
  • Whose Lie Is It Anyway? brings you a night of comedy and deception like never before! In this high-stakes storytelling showdown, each comic steps up with a story—some are outrageous, others oddly believable—but there’s one question in everyone’s mind: are they telling the truth, or is it all a lie? After each story, the host and audience join forces to interrogate the comic, asking clever questions to trip them up and reveal the truth. The comic’s goal? Stick to their story, whether it’s real or a total fabrication, while dodging the audience's suspicions. The audience votes on whether they think it’s a truth or a lie, adding to the pressure and the fun! Can you spot the truth? Come join the fun and find out!
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What Could Go Wrong?
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  • Thursday August 7th 09:00PM
  • What Could Go Wrong?
  • The comedy show where everything is perfect and goes incredibly smooth with no interruptions or distractions from anyone or anything...please I promise you that this will be a perfectly funny show that will have no hiccups and we will gladly prove it to you when you attend, so please come. Oh god please.
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Chicago's Best Stand Up
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Something Unexpected
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  • Friday August 8th 09:15PM
  • Something Unexpected
  • Something Unexpected is a stand-up comedy showcase featuring some of the best comics in Chicago—alongside special guests seen on Comedy Central, HBO, Conan, and more. With a killer lineup that changes every show, no two nights are ever the same—except for the part where the audience leaves wanting more. It’s smart, unpredictable, and packed with talent that knows how to deliver. Expect the unexpected… and a really great night of comedy.
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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The Nasty Show
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  • Saturday August 9th 11:30PM
  • The Nasty Show
  • This ain’t your grandma’s stand up. Forget about cute puns and adorable observations and strap in for a night of in-your-face, no-holds-barred comedy! We compiled the best comics in Chicago, removed their leashes and let them loose...just for you. It may get dark. It may get dirty. It may make you question what’s appropriate to laugh at in public. And it absolutely will be a night you will never forget...whether you like it or not!
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Caffeinated Comedy
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  • Sunday August 10th 11:30AM
  • Caffeinated Comedy
  • Chicago's first annual Windy City Comedy Fest is proud to present a night of nonstop laughs featuring a stacked lineup of rising stars and seasoned pros from the local and national comedy scene. From sharp one-liners to outrageous stories, this is your chance to see some of the funniest stand-ups from across the country- all in one show!
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Comedy Allstars
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  • Sunday August 10th 07:00PM
  • Comedy Allstars
  • Chicago's first annual Windy City Comedy Fest is proud to present a night of nonstop laughs featuring a stacked lineup of rising stars and seasoned pros from the local and national comedy scene. From sharp one-liners to outrageous stories, this is your chance to see some of the funniest stand-ups from across the country- all in one show!
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Windy City Comedy Festival
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  • Sunday August 10th 09:00PM
  • Windy City Comedy Festival
  • The Windy City Comedy Festival is dedicated to showcasing the best comedic talent from Chicago and beyond. By providing opportunities for both local and national comedians, we aim to strengthen Chicago's reputation as a hub for comedy innovation, collaboration, and talent discovery.Support the Windy City Comedy Festival and help us elevate Chicago's legendary comedy scene! By donating, you'll provide invaluable opportunities for local and national comedians to perform on Chicago's iconic stages. Your contribution will also help us showcase our city's rich comedic history and attract industry professionals scouting the next big stars.As a fiscally sponsored nonprofit, all donations are tax-deductible, directly supporting the festival's mission to make Chicago the hub of comedy talent.
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Headliners
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  • Monday August 11th 08:00PM
  • Headliners
  • This isn’t open mic night. It’s a handpicked lineup of seasoned pros bringing their best, all on one stage. The Headliners deliver the kind of sets you’d usually have to wait until the end of the night to see—back to back. Come see why Chicago remains one of the best comedy cities in the country, one headliner at a time.
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Fresh Faces Chicago
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  • Tuesday August 12th 07:30PM
  • Fresh Faces Chicago
  • Fresh Faces is where the next wave of standout comics takes the spotlight. For nearly a decade, the Laugh Factory has been a launchpad for Chicago’s top comedic talent—and this weekly showcase is your chance to catch the city’s hottest up-and-coming performers before everyone else does. Every Tuesday, we feature three handpicked comedians who are either brand new to the Laugh Factory stage or quickly becoming crowd favorites alongside club regulars, seasoned veterans, and nationally touring headliners. Come discover the new wave of Chicago comedy!
  • Buy Tickets
Open Mic
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  • Tuesday August 12th 09:00PM
  • Open Mic
  • Every Tuesday at 9PM, we hand the mic to comedians brave enough to test their material, confess their weird thoughts, or just try to get one laugh before spiraling. Newbies, veterans, and delusional geniuses all welcome. Sign-ups are from 7PM-7:20PM. We pull 15 names out of a bucket promptly at 7:20PM. Sets are3 minutes. Audience laughs not guaranteed, but the attempt is priceless.
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Late Nights in Chicago with Jeremiah Paprocki
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  • Wednesday August 13th 08:00PM
  • Late Nights in Chicago with Jeremiah Paprocki
  • Late Nights in Chicago with Jeremiah Paprocki is Chicago's late night variety talk show, a fully independent production, interviewing a variety of talent such as content creators, actors, musicians, comedians, etc.Be a part of our show as our important live studio audience members to help bring the show to life! Join us for the taping of Episode 3 featuring Chicago Bulls Mascot, Benny The Bull, and comedian, T Murph. Show is ages 18+. Doors open at 7 pm. Our pre show includes music from DJ S. Rock and around 7:30 pm, our house band, Window Seat, will perform songs from their discography. Show taping will begin promptly at 8 pm so don't be late! We look forward to seeing you there!
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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LatinXL
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  • Friday August 15th 11:30PM
  • LatinXL
  • Latin XL is a stand-up comedy showcase that brings together some of the funniest and most dynamic Hispanic comedians in the scene. From sharp cultural commentary to personal stories that hit home, this show is big on laughs and even bigger on representation. Come out for a night that’s bold, hilarious, and unapologetically Latin.
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Chicago's Best Stand Up
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Chicago's Best Stand Up
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The Nasty Show
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  • Saturday August 16th 11:30PM
  • The Nasty Show
  • This ain’t your grandma’s stand up. Forget about cute puns and adorable observations and strap in for a night of in-your-face, no-holds-barred comedy! We compiled the best comics in Chicago, removed their leashes and let them loose...just for you. It may get dark. It may get dirty. It may make you question what’s appropriate to laugh at in public. And it absolutely will be a night you will never forget...whether you like it or not!
  • Buy Tickets
Early Bird Special
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  • Sunday August 17th 07:00PM
  • Early Bird Special
  • Early Bird Special is a comedy showcase where age comes with a punchline. Featuring a lineup of seasoned comedians all 50 and over, this show brings sharp wit, life wisdom, and the kind of perspective you only get after five decades on the planet. These comics prove that funny doesn't fade with time—it gets better. Come for the early laughs, stay for the late-night energy.
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Chicago's Best Stand Up
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Stand Ups Sit Down
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  • Monday August 18th 08:00PM
  • Stand Ups Sit Down
  • Stand Ups Sit Down is a stand-up comedy showcase with a twist—after delivering their set, each comic takes a seat for a one-on-one (or two-on-one) conversation with host Paul Farahvar and a rotating special guest host. It’s part performance, part late-night chat, and all about giving the audience a closer look at the people behind the punchlines. Expect smart, sharp comedy followed by candid, often hilarious conversations that go beyond the mic.
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Fresh Faces Chicago
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  • Tuesday August 19th 07:30PM
  • Fresh Faces Chicago
  • Fresh Faces is where the next wave of standout comics takes the spotlight. For nearly a decade, the Laugh Factory has been a launchpad for Chicago’s top comedic talent—and this weekly showcase is your chance to catch the city’s hottest up-and-coming performers before everyone else does. Every Tuesday, we feature three handpicked comedians who are either brand new to the Laugh Factory stage or quickly becoming crowd favorites alongside club regulars, seasoned veterans, and nationally touring headliners. Come discover the new wave of Chicago comedy!
  • Buy Tickets
Open Mic
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  • Tuesday August 19th 09:00PM
  • Open Mic
  • Every Tuesday at 9PM, we hand the mic to comedians brave enough to test their material, confess their weird thoughts, or just try to get one laugh before spiraling. Newbies, veterans, and delusional geniuses all welcome. Sign-ups are from 7PM-7:20PM. We pull 15 names out of a bucket promptly at 7:20PM. Sets are3 minutes. Audience laughs not guaranteed, but the attempt is priceless.
  • Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
The Nasty Show
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  • Saturday August 23rd 11:30PM
  • The Nasty Show
  • This ain’t your grandma’s stand up. Forget about cute puns and adorable observations and strap in for a night of in-your-face, no-holds-barred comedy! We compiled the best comics in Chicago, removed their leashes and let them loose...just for you. It may get dark. It may get dirty. It may make you question what’s appropriate to laugh at in public. And it absolutely will be a night you will never forget...whether you like it or not!
  • Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Stand Ups Sit Down
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  • Monday August 25th 08:00PM
  • Stand Ups Sit Down
  • Stand Ups Sit Down is a stand-up comedy showcase with a twist—after delivering their set, each comic takes a seat for a one-on-one (or two-on-one) conversation with host Paul Farahvar and a rotating special guest host. It’s part performance, part late-night chat, and all about giving the audience a closer look at the people behind the punchlines. Expect smart, sharp comedy followed by candid, often hilarious conversations that go beyond the mic.
  • Buy Tickets
Fresh Faces Chicago
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  • Tuesday August 26th 07:30PM
  • Fresh Faces Chicago
  • Fresh Faces is where the next wave of standout comics takes the spotlight. For nearly a decade, the Laugh Factory has been a launchpad for Chicago’s top comedic talent—and this weekly showcase is your chance to catch the city’s hottest up-and-coming performers before everyone else does. Every Tuesday, we feature three handpicked comedians who are either brand new to the Laugh Factory stage or quickly becoming crowd favorites alongside club regulars, seasoned veterans, and nationally touring headliners. Come discover the new wave of Chicago comedy!
  • Buy Tickets
Open Mic
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  • Tuesday August 26th 09:00PM
  • Open Mic
  • Every Tuesday at 9PM, we hand the mic to comedians brave enough to test their material, confess their weird thoughts, or just try to get one laugh before spiraling. Newbies, veterans, and delusional geniuses all welcome. Sign-ups are from 7PM-7:20PM. We pull 15 names out of a bucket promptly at 7:20PM. Sets are3 minutes. Audience laughs not guaranteed, but the attempt is priceless.
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Michael Lenoci and Friends
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  • Thursday August 28th 07:00PM
  • Michael Lenoci and Friends
  • Michael Lenoci is a stand-up comedian and actor based out of Los Angeles, CA. In 2017, he was one of the few stand-up comedians selected for the prestigious Just For Laughs New Faces and was invited to perform on the FOX stand up showcase the same year. Recently, Michael appeared on the hit television show “The Mick” on FOX and the “Goatface Comedy Special” on Comedy Central. Michael released his debut special ‘take your time’ in April 2024. Along with touring Michael also has his own podcast ‘We should date'.
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Chicago's Best Stand Up
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First Date Comedy Gameshow
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  • Friday August 29th 07:00PM
  • First Date Comedy Gameshow
  • The First Date is a comical hunt for love. Chicago's funniest stand-up comedians hit the stage as one audience member is selected from the crowd to be our guest of honor. They are brought on stage but visually separated from the comedians. They are able to hear the jokes, but won't be able to see the faces telling them. After hearing all the sets, they'll have to decide which comic won them over. Once their selection is made, a first date happens live on stage. Will they find love or ask for separate checks?Singles & couples alike come to watch the chaos unfold.
  • Buy Tickets
Something Unexpected
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  • Friday August 29th 09:15PM
  • Something Unexpected
  • Something Unexpected is a stand-up comedy showcase featuring some of the best comics in Chicago—alongside special guests seen on Comedy Central, HBO, Conan, and more. With a killer lineup that changes every show, no two nights are ever the same—except for the part where the audience leaves wanting more. It’s smart, unpredictable, and packed with talent that knows how to deliver. Expect the unexpected… and a really great night of comedy.
  • Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
Chicago's Best Stand Up
Buy Tickets
The Nasty Show
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  • Saturday August 30th 11:30PM
  • The Nasty Show
  • This ain’t your grandma’s stand up. Forget about cute puns and adorable observations and strap in for a night of in-your-face, no-holds-barred comedy! We compiled the best comics in Chicago, removed their leashes and let them loose...just for you. It may get dark. It may get dirty. It may make you question what’s appropriate to laugh at in public. And it absolutely will be a night you will never forget...whether you like it or not!
  • Buy Tickets
Sashay! Comedy and Drag Brunch
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  • Sunday August 31st 01:00PM
  • Sashay! Comedy and Drag Brunch
  • Every last Sunday of the month at 1:00 pm, Chicago’s legendary Laugh Factory opens itsdoors for Sashay! Sashay brings together some of the nation’s best queer comedians and drag artists for a laugh-out-loud legendary brunch at the Chicago Laugh Factory. But Sashay is more than a brunch, it’s one of the longest-running queer comedy shows in the United States. And you are part of the fun - from slumber party games like you’ve never seen them to the unpredictable and iconic Lip Sync Showdown, you could find yourself sashaying away with fabulous prizes! Sashay is an invitation to step out, step up and be seen, by and with the funniest and hunniest in Chicago. Put on your highest heels or your butchiest boots and step into a new comedy experience.
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Thank You Chicago
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  • Sunday August 31st 07:00PM
  • Thank You Chicago
  • Thank You Chicago is a headlining series on the last Sunday of every month at 7PM. Look forward to a night of stand-up with working professional comedians from right here in the Windy City. Performers that have been on your favorite TV shows and/or movies from Hulu, Netflix, and Max, to even theatrical releases. Chicago standup comedians that are writing for the hottest comics & entertainers in the industry right now. These comics have been built by The Chi. And all they want to say is: Thank you Chicago.
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Chicago's Best Stand Up
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Brew Comedy
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  • Sunday August 31st 09:00PM
  • Brew Comedy
  • Join us every last Sunday of the month at 9 PM for an unforgettable evening of laughter and innovation!Experience the thrill of witnessing Chicago's top comedians as they debut NEVER-BEFORE-HEARD material! This unique showcase is your chance to dive into the minds of your favorite performers and catch a glimpse of their freshest ideas before they hit the mainstream.Hosted by Chris Higgins and Connor Mook, Brew Comedy Night promises an electric atmosphere and tons of surprises! With a lineup of the city's finest comedic talents, you never know what to expect--this is where the laughter happens!Don't miss out on the funniest night of the month that challenges the status quo and pushes comedy boundaries.
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Chicago's Best Stand Up
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