BEGIN:VCALENDAR VERSION:2.0 PRODID:-//CalDiscovery//caldiscovery//EN CALSCALE:GREGORIAN METHOD:PUBLISH DESCRIPTION:Chicago: comedy\, this weekend (Fri Sep 18 to Sun Sep 20\, Ame rica/Chicago). Rolling: the window moves forward every day\, so subscribe rather than download. Discovered and maintained by CalDiscovery (https://c aldiscovery.com). Event details belong to their publishers. Contains infor mation from CalDiscovery\, which is made available under the ODbL 1.0. SOURCE:https://caldiscovery.com/chicago-il/this-weekend-comedy.ics X-PUBLISHED-TTL:PT12H REFRESH-INTERVAL;VALUE=DURATION:PT12H X-WR-CALDESC:Chicago: comedy\, this weekend (Fri Sep 18 to Sun Sep 20\, Am erica/Chicago). Rolling: the window moves forward every day\, so subscribe rather than download. Discovered and maintained by CalDiscovery (https:// caldiscovery.com). Event details belong to their publishers. Contains info rmation from CalDiscovery\, which is made available under the ODbL 1.0. X-WR-CALNAME:Chicago · comedy · this weekend · CalDiscovery BEGIN:VEVENT SUMMARY:FRIDAY SEPTEMBER 18: COREY O'BRIEN DTSTART:20260918T050000Z DTEND:20260918T060000Z DTSTAMP:20260915T062357Z UID:event-26500@www.townvue.com CATEGORIES:comedy DESCRIPTION:Catch Corey O'brien live at Comedy Bar Chicago for a night of hilarious stand-up comedy and deep dish pizza!\n\nPrice: $33.64 (Range: $3 3.64 - $46.09)\n\nMore info: https://www.townvue.com/Events/Details/friday -september-18-corey-obrien-26500 LAST-MODIFIED:20260915T062357Z LOCATION:162 E Superior St\, 3rd floor 3rd floor\, Chicago\, IL 60611 URL:https://www.townvue.com/Events/Details/friday-september-18-corey-obrie n-26500?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:TownVue — Events in Chicago\, IL X-SOURCE-URL:https://www.townvue.com/in/chicago-il/events/education-worksh ops END:VEVENT BEGIN:VEVENT SUMMARY:Comedy Hour at Annoyance Theatre DTSTART:20260918T050000Z DTEND:20260919T060000Z DTSTAMP:20260918T061353Z UID:10290334-1789689600-1789779600@www.choosechicago.com CATEGORIES:comedy DESCRIPTION:Each week\, Chicago comics bring the freshest\, most experimen tal new material to the Annoyance for the Comedy Hour. The weekly show is an eclectic mix of sketch\, improv\, stand-up and everywhere in-between— You never really know what you’re going to get. Regular players include\ , but are not limited to: MAGGIE WINTERS | GEOFF DOW | THOMAS KELLY | JENE LLE CHEYNE | TINA ARFAEE | TRAYCIE MCBEE | MAX LAZERINE | ASHLEY LEISTEN | YAZMIN RAMOS | KATHY D’ONOFRIO | TRUMANE ALSTON | ANNIE SULLIVAN | PHYL ICIA MCLEOD | KARL BRADLEY | JARED CHAPMAN | HOJA LOPEZ | PARKER CALLAHAN | ROBEL AREGA *Proof of Vaccination is required upon entry. Check theannoy ance.com for updates* LAST-MODIFIED:20260918T061353Z LOCATION:Annoyance Theatre & Bar\, 851 W. Belmont Ave.\, 2nd Fl.\, Chicago \, IL\, 60657\, United States URL:https://www.choosechicago.com/event/comedy-hour/2026-09-18/?utm_source =caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:Choose Chicago X-SOURCE-URL:https://www.choosechicago.com/things-to-do/chicago-sports END:VEVENT BEGIN:VEVENT SUMMARY:SMILEY DTSTART:20260919T003000Z DTEND:20260919T020000Z DTSTAMP:20260913T060950Z UID:10002448-1789759800-1789765200@chicagosocialbutterflies.com CATEGORIES:comedy,theater DESCRIPTION:Open Space Arts is proud to present SMILEY by Guillem Clua\, a sharp\, funny\, and deeply relatable queer romantic comedy that has capti vated audiences around the world. \nOriginally premiering in Barcelona\, S MILEYquickly became a breakout success in Spain\, enjoying extended runs i n Barcelona and Madrid and earning widespread acclaim. Since its debut\, t he play has been produced internationally across Europe and Latin America\ , with productions in Germany\, Italy\, Greece\, Cyprus\, Chile\, Puerto R ico\, Peru\, and beyond. \nWhile SMILEY has become a global audience favor ite\, it has had only limited exposure in the United States\, with select Spanish-language productions in New York and Miami. Open Space Arts’ pro duction introduces this internationally celebrated work to Chicago audienc es\, offering a fresh opportunity to experience one of the most engaging c ontemporary queer love stories to emerge from the European stage. \nWhen ÁLEX leaves a voicemail for his ex\, it lands in the inbox of BRUNO—a s tranger. What begins as a wrong message turns into an unexpected connectio n between two very different men. As texts turn into calls\, and calls int o something more\, they navigate attraction\, vulnerability\, and the comp licated reality of modern love. \nFunny\, fast\, and disarmingly honest\, SMILEYexplores the thrill and risk of connection in a world shaped by scre ens\, expectations\, and the fear of being truly seen. \nGuillem Clua is o ne of Spain’s most widely produced contemporary playwrights\, whose work has been staged internationally and translated into multiple languages. H is plays\, including SMILEY and THE SWALLOW\, are known for their emotiona l intelligence\, wit\, and insight into the complexities of human connecti on. \nOpen Space Arts continues its commitment to bold\, intimate storytel ling that centers queer lives and voices with SMILEY\, a play that reflect s the company’s ongoing exploration of connection\, identity\, and the e volving nature of love. LAST-MODIFIED:20260913T060950Z LOCATION:Open Space Arts\, 1411 W Wilson Ave.\, Chicago\, IL\, 60640\, Uni ted States URL:https://chicagosocialbutterflies.com/wp-events/smiley/2026-09-18/?utm_ source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:Chicago Social Butterflies X-SOURCE-URL:https://chicagosocialbutterflies.com END:VEVENT BEGIN:VEVENT SUMMARY:Death by Design – A Murder Mystery Comedy DTSTART:20260919T003000Z DTEND:20260919T023000Z DTSTAMP:20260917T061822Z UID:10005000-1789759800-1789767000@www.ssc.edu CATEGORIES:comedy DESCRIPTION:Set at an English country manor in 1932\, Death by Design (by Rob Urbinati) follows a playwright and his actress wife who flee to the c ountryside after a disastrous opening night. When unexpected guests arrive (each harboring a secret) and one of them turns up dead\, it falls to the feisty Irish maid to solve the crime in this mash-up of mystery and comed y. This performance is presented by the PAC Rats Theatre Company of South Suburban College. Tickets are available at the door for $10 for general ad mission adults\, $8 for seniors (55+)\, and a special $5 buy-one-get-one-f ree offer for South Suburban College students and staff. LAST-MODIFIED:20260917T061822Z LOCATION:Kindig Performing Arts Center\, 15800 S. State Street\, South Hol land\, IL\, 60473\, United States URL:https://www.ssc.edu/event/death-by-design-a-murder-mystery-comedy/2026 -09-18/?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:South Suburban College X-SOURCE-URL:https://www.ssc.edu END:VEVENT BEGIN:VEVENT SUMMARY:SATURDAY SEPTEMBER 19: RYAN GOODCASE DTSTART:20260919T050000Z DTEND:20260919T060000Z DTSTAMP:20260915T062357Z UID:event-26428@www.townvue.com CATEGORIES:comedy DESCRIPTION:Join us for hilarious stand up comedy in the heart of downtown Chicago\, just off the Magnificent Mile featuring headliner\, Ryan Goodca se!\n\nPrice: $33.64 (Range: $33.64 - $46.09)\n\nMore info: https://www.to wnvue.com/Events/Details/saturday-september-19-ryan-goodcase-26428 LAST-MODIFIED:20260915T062357Z LOCATION:162 E Superior St\, 3rd floor 3rd floor\, Chicago\, IL 60611 URL:https://www.townvue.com/Events/Details/saturday-september-19-ryan-good case-26428?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:TownVue — Events in Chicago\, IL X-SOURCE-URL:https://www.townvue.com/in/chicago-il/events/education-worksh ops END:VEVENT BEGIN:VEVENT SUMMARY:Ontonio Kareem One night at the Crib! DTSTART:20260919T050000Z DTEND:20260919T060000Z DTSTAMP:20260915T062357Z UID:event-33242@www.townvue.com CATEGORIES:comedy DESCRIPTION:Fresh off The Tonight Show and Don't Tell Comedy\, Ontonio Kar eem brings his sharp stand-up to The Lincoln Lodge.\n\nPrice: $18.48\n\nMo re info: https://www.townvue.com/Events/Details/ontonio-kareem-one-night-a t-the-crib-33242 LAST-MODIFIED:20260915T062357Z LOCATION:2040 North Milwaukee Avenue\, Chicago\, IL 60647 URL:https://www.townvue.com/Events/Details/ontonio-kareem-one-night-at-the -crib-33242?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:TownVue — Events in Chicago\, IL X-SOURCE-URL:https://www.townvue.com/in/chicago-il/events/education-worksh ops END:VEVENT BEGIN:VEVENT SUMMARY:Laugh With Leon 3 DTSTART:20260919T050000Z DTEND:20260919T060000Z DTSTAMP:20260917T060740Z UID:event-39927@www.townvue.com CATEGORIES:comedy DESCRIPTION:Get ready to LOL with Leon and friends funniest jokes and stor ies at Laugh With Leon 3!\n\nPrice: $28.52 (Range: $28.52 - $44.52)\n\nMor e info: https://www.townvue.com/Events/Details/laugh-with-leon-3-39927 LAST-MODIFIED:20260917T060740Z LOCATION:11030 South Longwood Drive\, Chicago\, IL 60643 URL:https://www.townvue.com/Events/Details/laugh-with-leon-3-39927?utm_sou rce=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:TownVue — Events in Chicago\, IL X-SOURCE-URL:https://www.townvue.com/in/chicago-il/events/education-worksh ops END:VEVENT BEGIN:VEVENT SUMMARY:Buckets N Boards DTSTART:20260919T190000Z DTEND:20260919T203000Z DTSTAMP:20260915T005500Z UID:20006449-1789826400-1789831800@gortoncenter.org CATEGORIES:comedy,dance,family,music DESCRIPTION:An Afternoon of Percussion and Comedy!\n\n\n\n\nGet ready for laughter\, music\, and high-energy entertainment with the Buckets N Boards Comedy Percussion Show! This fast-paced\, family-friendly performance com bines clean comedy\, incredible percussion\, tap dancing\, music\, and aud ience interaction. \nMatthew Levingston and Gareth Sever bring impressive musical talent and natural comedy to the stage. Their chemistry keeps audi ences laughing from the first beat to the final bow. Plus\, improvisation and crowd interaction make every performance unique. \nExpect creative dru mming\, inventive instruments\, clever songs\, tap dancing\, and plenty of unexpected laughs. One moment features an impressive percussion routine. The next brings a hilarious song\, dance\, or comedy bit. \n \nA Family-Fr iendly Favorite\nBuckets N Boards has entertained audiences around the wor ld. The duo is one of the most requested headline acts on Disney Cruise Li ne. They have also performed twice with the Kansas City Symphony and conti nue their award-winning run in Branson\, Missouri. \nAbove all\, the Bucke ts N Boards Comedy Percussion Show delivers clean\, family-friendly comedy that entertains all ages. Their combination of music\, rhythm\, creativit y\, and humor makes this an unforgettable live show. \nBring the whole fam ily to Gorton Center for an afternoon of music and laughter. Come for the percussion\, stay for the comedy\, and enjoy a show everyone can experienc e together! LAST-MODIFIED:20260915T005500Z LOCATION:Gorton Center\, 400 East Illinois Road\, Lake Forest\, IL\, 60045 URL:https://gortoncenter.org/event/buckets-n-boards/?utm_source=caldiscove ry&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:Gorton Center X-SOURCE-URL:https://gortoncenter.org END:VEVENT BEGIN:VEVENT SUMMARY:Death by Design – A Murder Mystery Comedy DTSTART:20260919T190000Z DTEND:20260919T210000Z DTSTAMP:20260917T061822Z UID:10005001-1789826400-1789833600@www.ssc.edu CATEGORIES:comedy DESCRIPTION:Set at an English country manor in 1932\, Death by Design (by Rob Urbinati) follows a playwright and his actress wife who flee to the c ountryside after a disastrous opening night. When unexpected guests arrive (each harboring a secret) and one of them turns up dead\, it falls to the feisty Irish maid to solve the crime in this mash-up of mystery and comed y. This performance is presented by the PAC Rats Theatre Company of South Suburban College. Tickets are available at the door for $10 for general ad mission adults\, $8 for seniors (55+)\, and a special $5 buy-one-get-one-f ree offer for South Suburban College students and staff. LAST-MODIFIED:20260917T061822Z LOCATION:Kindig Performing Arts Center\, 15800 S. State Street\, South Hol land\, IL\, 60473\, United States URL:https://www.ssc.edu/event/death-by-design-a-murder-mystery-comedy/2026 -09-19/?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:South Suburban College X-SOURCE-URL:https://www.ssc.edu END:VEVENT BEGIN:VEVENT SUMMARY:STAND UP COMEDY SATURDAY NIGHT FEATURING DAMON WILLIAMS DTSTART:20260920T003000Z DTEND:20260920T033000Z DTSTAMP:20260917T000732Z UID:56684-1789846200-1789857000@vixenmchenry.com CATEGORIES:comedy,free DESCRIPTION:STAND UP COMEDY SATURDAY NIGHT FEATURING DAMON WILLIAMS\nSATUR DAY\, SEPTEMBER 19TH\nDOORS OPEN AT 7:30PM\nNO COVER – SEATS ARE FIRST C OME FIRST SERVED\n21+ W/ID\nDamon Williams\, the legendary comedian\, acto r\, writer\, and producer\, is a native of Chicago who has become a househ old name in the entertainment industry for over 30 years. Williams’ jour ney to stardom began as a young entrepreneur\, owning a Subway sandwich sh op in the early ’90s. However\, he caught the comedy bug\, and since the n\, he hasn’t looked back. \nOver the years\, Williams has worked with s ome of the most iconic stars in show business\, too many to mention. He ha s performed stand-up comedy on several networks\, including numerous telev ision appearances. Williams’ reputation as a highly sought-after comedia n led to him earning the opening spot on the legendary Kings of Comedy Tou r  and touring the US on the Royal Comedy Tour. \n\n\nFor eight years\, W illiams sat in The Funny Chair on the Tom Joyner Morning Show\, contributi ng his unique sense of humor to the program. In addition\, Williams recent ly executive produced and hosted his own eight-episode series\, Laugh Toni ght with Damon Williams\, which is now streaming on UrbanflixTV and TUBI. \nWilliams has also ventured into acting\, with memorable cameo roles and even a leading man role in the film Heaven on Seven\, which is now streami ng on Tubi and other platforms. His humor is highly sought after not only as a performer but also as a writer and on-air contributor to the SHERRI.   \nStream Damon’s hit NETFLIX Special All The Queen’s Men presented by Sommore\, Currently\, Williams is on the road where he continues to mak e audiences laugh across the country. Damon Williams is a true comedy OG\, and his talent has made him one of the most respected comedians in the in dustry. LAST-MODIFIED:20260917T000732Z LOCATION:21+ w/ID URL:https://vixenmchenry.com/event/damon-williams/?utm_source=caldiscovery &utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:The Vixen in McHenry X-SOURCE-URL:https://vixenmchenry.com END:VEVENT BEGIN:VEVENT SUMMARY:ROCK 'N RAVIOLI: Open for Dinner and Live Entertainment with Ebony & Ivory - Dueling Pianos DTSTART:20260920T013000Z DTEND:20260920T033000Z DTSTAMP:20260915T054434Z UID:10005207-1789849800-1789849800@www.arcadalive.com CATEGORIES:comedy,food,free,music DESCRIPTION:Join us for an evening of dueling pianos on our Legends Stage in Rock ‘N Ravioli\, located in the lobby of the Arcada Theatre. Food an d hand-crafted cocktails are available for purchase. There is no cover cha rge for this event. Doors will open at 5PM and the show will begin at 8:30 PM. \n\nEbony & Ivory Dueling Pianos is a high-octane fiesta that’s part rock show\, part comedy show\, and all sorts of craziness rolled into one big outrageous party.  The audience becomes part of the show in a reques t-driven sing-along\, dance-along\, thump-the-tables-along extravaganza! \ nCLICK HERE to see menus. \nMake A Reservation LAST-MODIFIED:20260915T054434Z LOCATION:Arcada Theatre\, 105 E Main St\, St. Charles\, IL\, 60174\, Unite d States URL:https://www.arcadalive.com/event/rock-n-ravioli-open-for-dinner-and-li ve-entertainment-with-ebony-ivory-dueling-pianos-3/?utm_source=caldiscover y&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:Arcada Theatre X-SOURCE-URL:https://www.arcadalive.com END:VEVENT BEGIN:VEVENT SUMMARY:SUNDAY SEPTEMBER 20: CODY SMITH DTSTART:20260920T050000Z DTEND:20260920T060000Z DTSTAMP:20260917T180851Z UID:event-26459@www.townvue.com CATEGORIES:comedy DESCRIPTION:Join us for some laughs right off the Magnificent Mile with yo ur headliner\, Cody Smith!\n\nPrice: $33.64 (Range: $33.64 - $46.09)\n\nMo re info: https://www.townvue.com/Events/Details/sunday-september-20-cody-s mith-26459 LAST-MODIFIED:20260917T180851Z LOCATION:162 E Superior St\, 3rd floor 3rd floor\, Chicago\, IL 60611 URL:https://www.townvue.com/Events/Details/sunday-september-20-cody-smith- 26459?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chicago-il X-SOURCE-NAME:TownVue — Events in Chicago\, IL X-SOURCE-URL:https://www.townvue.com/in/chicago-il/events/education-worksh ops END:VEVENT BEGIN:VEVENT SUMMARY:Buckets N Boards - Comedy Percussion Show @ Gorton Center DTSTART:20260920T190000Z DTEND:20260920T203000Z DTSTAMP:20260905T001749Z UID:10036861-1789912800-1789918200@chicagonorthshoremoms.com CATEGORIES:comedy DESCRIPTION:Get ready for an afternoon of nonstop laughter\, music\, and p ure entertainment at this fast-paced\, high-energy performance that combin es outrageous comedy with mind-blowing musical talent. \nMatthew Levingsto n and Gareth Sever – the talented duo behind Buckets N Boards – bring unmatched charisma and chemistry to the stage. Their shared passion for rh ythm\, music\, and comedy forms the heart of the show. However\, what trul y sets them apart is their ability to connect with the audience. Through h ilarious improvisation and spontaneous crowd interaction\, every performan ce becomes a unique experience. \nThe show features an exciting mix of per cussion\, tap dancing\, inventive instruments\, and cleverly written songs . One moment\, you’ll be watching a jaw-dropping drumming routine\, and the next\, you’ll be laughing at a ridiculous song or dance. In other wo rds\, it’s unpredictable\, unforgettable\, and unbelievably fun. LAST-MODIFIED:20260905T001749Z LOCATION:Gorton Center\, 400 E. Illinois Road\, Lake Forest\, IL\, 60045\, United States URL:https://chicagonorthshoremoms.com/event/buckets-n-boards-comedy-percus sion-show-gorton-center/?utm_source=caldiscovery&utm_medium=ics&utm_campai gn=chicago-il X-SOURCE-NAME:Chicago North Shore Moms X-SOURCE-URL:https://chicagonorthshoremoms.com/chicago-north-shore-farmers -markets END:VEVENT BEGIN:VEVENT SUMMARY:Funky Dineva Live featuring QUENTIN LATHAM DTSTART:20260921T000000Z DTEND:20260921T013000Z DTSTAMP:20260731T002046Z UID:6a62a4471b4e61a50176fbc3 CATEGORIES:comedy DESCRIPTION:City Winery Chicago + DonJuan & MYRHBS Presents Funky Dineva L ive featuring QUENTIN LATHAM live on Sunday\, September 27th at 7:00 PM! Spend your evening with one of the internet’s most outspoken and ent ertaining personalities. Funky Dineva Live is an intimate live experience featuring the hottest topics of the week\, celebrity news\, pop culture\, audience Q&A\, and the unfiltered commentary that made Funky Dineva a cult ural phenomenon. Expect laughter\, honest conversations\, unexpected momen ts\, and plenty of tea in a way that only Funky can deliver.\nTicket URL: https://tickets.citywinery.com/event/funky-dineva-live-featuring-quentin-l atham-k61900 LAST-MODIFIED:20260731T002046Z LOCATION:Main Stage\, City Winery Chicago\, 1200 W. Randolph St\, Chicago\ , 60607\, US URL:https://tickets.citywinery.com/event/funky-dineva-live-featuring-quent in-latham-k61900?utm_source=caldiscovery&utm_medium=ics&utm_campaign=chica go-il X-SOURCE-NAME:City Winery Events X-SOURCE-URL:https://citywinery.com/pages/events/chicago END:VEVENT END:VCALENDAR