Things to do in Chicago, IL
Music, Comedy, Food & Drink, Nightlife Clear
Area
2,000 events · Music, Comedy, Food & Drink, Nightlife
Sunday, September 13
Monday, September 14
Mon · Sep 14 · 5:30 PM
Afterwords Book Club
The Book Cellar
Mon · Sep 14 · 6:30 PM
Racial Justice Book Club (Online)
The Book Cellar
↻ RecurringMon · Sep 14 · 6:30 PM
Trivia Night
City Winery Chicago
↻ RecurringMon · Sep 14 · 7:00 PM
Trivia Night
Guinness Open Gate Brewery
Mon · Sep 14 · 7:00 PM
Hamza Walker: The Renaissance Society Years
Constellation
Mon · Sep 14 · 7:00 PM
Bikini Kill with Ganser
The Salt Shed Indoors (Shed) · Chicago
↻ RecurringMon · Sep 14 · 7:00 PM
Trivia Night
Pilot Project Brewing - Logan Square
Mon · Sep 14 · 7:00 PM
Up Chicago
The Hideout
↻ RecurringMon · Sep 14 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
Mon · Sep 14 · 7:30 PM
Dominique Fils-Aimé
SPACE · Evanston
Mon · Sep 14 · 8:00 PM
Bob Log III
Beat Kitchen · Chicago
Mon · Sep 14 · 8:00 PM
Industry Night Market
Sleeping Village
FreeMon · Sep 14 · 8:00 PM
Video Game Night with DJs Equip & Mukqs
Cole's Bar
Mon · Sep 14 · 8:00 PM
Dirty Sound Magnet , Gran Moreno, Tombstone Eyes, Ricky Liontones
Reggies Music Joint · Chicago
Mon · Sep 14 · 8:00 PM
Susanna Hoffs
Old Town School of Folk Music
Mon · Sep 14 · 8:00 PM
Industry Night w/ Saggitari
Sleeping Village
↻ RecurringMon · Sep 14 · 8:00 PM
Open Mic Night
Riddles Comedy Club
20Mon · Sep 14
1st Set With The Blueshift Big Band
Andy's Jazz Club
↻ Recurring
Mon · Sep 14
JOEL PATERSON & FRIENDS
Green Mill Cocktail Lounge
Mon · Sep 14
Dan Kaufman Trio
Jazz Showcase
20Mon · Sep 14
2nd Set With The Blueshift Big Band
Andy's Jazz Club
$15Mon · Sep 14
Lil Shorty’s Shindig – DAY 2
Bookclub
Tuesday, September 15
Tue · Sep 15 · 4:00 PM
Valena Beety - "Pink Crime: Fighting Against the Criminalization of Motherhood, Pregnancy, and Queer Identity" - Nathan Maxwell
Seminary Co-op Bookstore
Tue · Sep 15 · 5:00 PM
Football Themed Trivia + Taco Tuesday
Burning Bush Brewery
Tue · Sep 15 · 6:00 PM
Stand-up for the Homeless
Zanies Comedy Club Chicago
Tue · Sep 15 · 6:30 PM
BRENN! - AMATEUR AT BEST WORLD TOUR
Outset · Chicago
Tue · Sep 15 · 6:30 PM
Dane Bahr, "The Dead Ringer" with conversation partner Michael Welch
The Book Cellar
↻ Recurring
Tue · Sep 15 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
25Tue · Sep 15 · 7:00 PM
Tony Rogers & Friends - The Significant Birthday
Martyrs'
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ Recurring
Tue · Sep 15 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ Recurring
Tue · Sep 15 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Butch McGuire's
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ RecurringTue · Sep 15 · 7:30 PM
Open Mic Comedy
Harrigan's
$27-$41Tue · Sep 15 · 7:30 PM
The 24th Annual Chicago Gypsy Jazz Fest
SPACE · Evanston
$15.77Tue · Sep 15 · 7:30 PM
My Autumn Attic Super Brick Never Been Won't Go
Cole's Bar
↻ RecurringTue · Sep 15 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Sep 15 · 8:00 PM
Paul Cauthen w/ Ben Chapman
Thalia Hall · Chicago
Tue · Sep 15 · 8:00 PM
Metro Presents… Avalon Emerson & the Charm w/ Lipsticism
Sleeping Village
↻ Recurring
Tue · Sep 15 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
$46-$611Tue · Sep 15 · 8:00 PM
Paul Cauthen with Ben Chapman
Thalia Hall · Chicago
Tue · Sep 15 · 8:00 PM
Jay Park with special guest LNGSHOT: Serenades & Body Rolls
Aragon Ballroom · Chicago
Tue · Sep 15 · 8:00 PM
LP - All Is Not Lost Tour
The Salt Shed Indoors (Shed) · Chicago
Tue · Sep 15 · 8:00 PM
Thomas Dollbaum, Glass Beagle
The Hideout
Tue · Sep 15 · 8:30 PM
Dead Pink Radio, the Charlie Berry Project
Reggies Music Joint · Chicago
↻ RecurringTue · Sep 15 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Sep 15 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Sep 15 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ Recurring
Tue · Sep 15 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Tue · Sep 15
Open Mic 035
Bookclub
↻ RecurringTue · Sep 15
Petra's Recession Seven
Jazz Showcase
20Tue · Sep 15
1st Set With Chi-Town Trumpet Summit
Andy's Jazz Club
Tue · Sep 15
Relax Attack Jazz Series: Tromblau&FRIENDS + Tromblau DJ Set
The Whistler
20Tue · Sep 15
2nd Set With Chi-Town Trumpet Summit
Andy's Jazz Club
Wednesday, September 16
Wed · Sep 16 · 6:30 PM
Abigail Riccards & Friends - A Night of Soul Jazz Blues Favorites
Winter's Jazz Club
Wed · Sep 16 · 6:30 PM
$uicideboy$ Present Grey Day Tour 2026 W. Destroy Lonely & More
Credit Union 1 Amphitheatre · Tinley Park
Wed · Sep 16 · 6:30 PM
Claire Sundbye
Zanies Comedy Club Chicago
↻ Recurring
Wed · Sep 16 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Sep 16 · 7:00 PM
Tinlicker North America 2026
House of Blues Chicago · Chicago
Wed · Sep 16 · 7:00 PM
Cleyvis Natera, "The Grand Paloma Resort"
The Book Cellar
Wed · Sep 16 · 7:00 PM
Tove Lo - ESTRUS TOUR
The Salt Shed Outdoors (Fairgrounds) · Chicago
Wed · Sep 16 · 7:30 PM
Bolokada Conde
Old Town School of Folk Music
Wed · Sep 16 · 7:30 PM
Ronnie Baker Brooks
North Theatre at North Shore Center for the Performing Arts · Skokie
↻ RecurringWed · Sep 16 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
Wed · Sep 16 · 7:30 PM
Kat and the Hurricane, Half Ivory, Dutch Cove, Naked Brunch
Reggies Music Joint · Chicago
Wed · Sep 16 · 7:30 PM
Altin Gun (18+)
Vic Theatre · Chicago
Wed · Sep 16 · 7:30 PM
Andy Irvine
Martyrs'
Wed · Sep 16 · 7:30 PM
Melvin Taylor
SPACE · Evanston
↻ RecurringWed · Sep 16 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ RecurringWed · Sep 16 · 8:00 PM
Trivia Night
Burwood Tap
↻ RecurringWed · Sep 16 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
↻ RecurringWed · Sep 16 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Sep 16 · 8:00 PM
Carly Pearce – Honest Woman: Up Close – Presented by Conundrum Wines
Joe's on Weed Street · Chicago
↻ Recurring
Wed · Sep 16 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
↻ RecurringWed · Sep 16 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Sep 16 · 8:00 PM
Trivia Night
George Street Pub
Wed · Sep 16 · 8:00 PM
Grelley Dance Party
The Hideout
↻ Recurring
Wed · Sep 16 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
Wed · Sep 16 · 8:30 PM
Jazz in the Sidebar w/ Aval Stanley Zaucha Organ Trio!
FITZGERALDS SIDEBAR · Berwyn
↻ RecurringWed · Sep 16 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Wed · Sep 16 · 9:00 PM
Metro Presents… upsammy & Valentina Magaletti * composuresquad * Mithra
Sleeping Village
$16.99↻ RecurringWed · Sep 16 · 9:00 PM
JIMMY BURNS – Host The Jam
Buddy Guy's Legends
Wed · Sep 16
Relax Attack Jazz Series: Kehsin Xu
The Whistler
20↻ RecurringWed · Sep 16
1st Set With Charles Heath
Andy's Jazz Club
Wed · Sep 16
Chapbook Launch with Lucy Xiang-fu Wainger
The Whistler
Wed · Sep 16
Bethany Pickens
Jazz Showcase
Wed · Sep 16
Rosa's Blues Jam hosted by David Levit
Rosa's Lounge
20↻ RecurringWed · Sep 16
2nd Set With Charles Heath
Andy's Jazz Club
10↻ RecurringWed · Sep 16
Late Night Concert Series w/Ben Paterson
Andy's Jazz Club
Thursday, September 17
Thu · Sep 17 · 1:00 PM
Rachel Walther, "Born to Lose" @ Music Box Theater
The Book Cellar
Thu · Sep 17 · 4:00 PM
Michael E. Sawyer - "The of No Return: Being-As-Black"
Seminary Co-op Bookstore
↻ Recurring
Thu · Sep 17 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
↻ RecurringThu · Sep 17 · 5:00 PM
Jam's Market & Deli Food Pop-Up
Burning Bush Brewery
Thu · Sep 17 · 6:00 PM
Alexander McCall Smith, 'The Big Cats Dance Party' @ Harold Washington Library
The Book Cellar
$18Thu · Sep 17 · 6:00 PM
Mike Wheeler Blues Band/Nicholas Alexander Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Thu · Sep 17 · 6:00 PM
Liz Phair & Sleater-Kinney: The Flannel and The Fury 2026
The Salt Shed Outdoors (Fairgrounds) · Chicago