Things to do in Chicago, IL
Music, Comedy, Theater, Food & Drink, Nightlife · afternoon/evening Clear
Area
1,794 events · Music, Comedy, Theater, Food & Drink, Nightlife · afternoon/evening
Monday, September 28
↻ RecurringMon · Sep 28 · 8:00 PM
Sara Bareilles: The Good Grief Tour
The Chicago Theatre · Chicago
Mon · Sep 28 · 8:00 PM
Elder (17 and Over)
Avondale Music Hall · Chicago
↻ RecurringMon · Sep 28 · 8:00 PM
Open Mic Night
Riddles Comedy Club
Mon · Sep 28 · 8:00 PM
Kota the Friend
Garcia's Chicago · Chicago
$21Mon · Sep 28 · 8:00 PM
Blue Monday: Fernando Jones & My Band! w. Felton Crews and Patrick McFowler ft. 2 of Fernando's star blues students
SPACE · Evanston
Tuesday, September 29
Tue · Sep 29 · 5:30 PM
Thant Myint-U, "Peacemaker"
The Book Cellar
Tue · Sep 29 · 6:00 PM
MICO - Running From A Feeling Tour
House of Blues Chicago · Chicago
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Butch McGuire's
↻ Recurring
Tue · Sep 29 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ Recurring
Tue · Sep 29 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ Recurring
Tue · Sep 29 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
$15.77Tue · Sep 29 · 7:30 PM
Ruth Theodore Damsel. Sgt. Starling
Cole's Bar
Tue · Sep 29 · 7:30 PM
Vinto Van Go Album Release W/ the Cynz
Reggies Music Joint · Chicago
↻ RecurringTue · Sep 29 · 7:30 PM
Open Mic Comedy
Harrigan's
Tue · Sep 29 · 7:30 PM
Mon Rovîa - Bloodline Tour
The Salt Shed Indoors (Shed) · Chicago
Tue · Sep 29 · 7:30 PM
Sunny War
SPACE · Evanston
Tue · Sep 29 · 8:00 PM
Lambchop
Old Town School of Folk Music
$35-$486Tue · Sep 29 · 8:00 PM
ARLO PARKS - DESIRE TOUR with Baird
Thalia Hall · Chicago
↻ RecurringTue · Sep 29 · 8:00 PM
Open Mic Night
Emerald Isle
↻ RecurringTue · Sep 29 · 8:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
Tue · Sep 29 · 8:00 PM
VIDEOHEAD VIDEO: 9 to 5 & Elvira Mistress of the Dark on the Patio
Sleeping Village
Tue · Sep 29 · 8:00 PM
Iguana Death Cult
Beat Kitchen · Chicago
Tue · Sep 29 · 8:00 PM
Johnny Blue Skies & the Dark Clouds - Mutiny for the Masses 2026 Tour
United Center · Chicago
Tue · Sep 29 · 8:00 PM
Torn Light Presents - Simon Joyner, David Nance
The Hideout
Tue · Sep 29 · 8:00 PM
Lambrini Girls (18 and Over)
Vic Theatre · Chicago
↻ Recurring
Tue · Sep 29 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
Tue · Sep 29 · 8:00 PM
Arlo Parks (17 and Over)
Thalia Hall · Chicago
↻ RecurringTue · Sep 29 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Sep 29 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Sep 29 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ Recurring
Tue · Sep 29 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, September 30
Wed · Sep 30 · 6:00 PM
The Linda Lindas
House of Blues Chicago · Chicago
Wed · Sep 30 · 6:00 PM
Knocked Loose & Denzel Curry
The Salt Shed Outdoors (Fairgrounds) · Chicago
Wed · Sep 30 · 6:30 PM
Patricia Barber
Winter's Jazz Club
Wed · Sep 30 · 7:00 PM
Never Too Old: The YA Book Club
The Book Cellar
Wed · Sep 30 · 7:00 PM
Humboldt Jungle Pop-up [early ]
The Hideout
↻ Recurring
Wed · Sep 30 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Sep 30 · 7:00 PM
Steve Lacy: Oh yeah? Tour
Aragon Ballroom · Chicago
Wed · Sep 30 · 7:15 PM
Chaunté Wayans
The Den Theatre
$27Wed · Sep 30 · 7:30 PM
Ella Boh - Blurry Tour w. Psylosia
SPACE · Evanston
Wed · Sep 30 · 7:30 PM
40 Fingers
George Van Dusen Theatre at North Shore Center · Skokie
Wed · Sep 30 · 7:30 PM
Lionel Richie and Earth, Wind & Fire - Sing a Song All Night Long
United Center · Chicago
↻ RecurringWed · Sep 30 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
↻ RecurringWed · Sep 30 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ Recurring
Wed · Sep 30 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
George Street Pub
Wed · Sep 30 · 8:00 PM
Dr. Goldfoot & the Bikini MacHine, Saffron Menace, Bog Bawdy
Reggies Music Joint · Chicago
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
Burwood Tap
Wed · Sep 30 · 8:00 PM
Metro Presents… Olof Dreijer (Live)
Sleeping Village
↻ RecurringWed · Sep 30 · 8:00 PM
Comedy Open Mic
Cole's Bar
Wed · Sep 30 · 8:00 PM
Drag Talk, Zoon
Reggies Rock Club · Chicago
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
↻ RecurringWed · Sep 30 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Sep 30 · 8:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
Wed · Sep 30 · 8:00 PM
Bayonne
Lincoln Hall · Chicago
↻ Recurring
Wed · Sep 30 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
Wed · Sep 30 · 9:00 PM
Beisel Jesalva Wagster Zerang
Hungry Brain
$16.99↻ RecurringWed · Sep 30 · 9:00 PM
JIMMY BURNS – Host The Jam
Buddy Guy's Legends
↻ RecurringWed · Sep 30 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Wed · Sep 30 · 9:15 PM
Humboldt Jungle Pop-up [late ]
The Hideout
Thursday, October 1
↻ Recurring
Thu · Oct 1 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
Thu · Oct 1 · 6:00 PM
Africa Out West
Old Town School of Folk Music
Thu · Oct 1 · 6:00 PM
AfroFuturist Weekend 11: "What's In the Cipher?" [Offsite AT THE.BLKROOM] Dark Matter Residents Panel & Performance
Elastic Arts
$18↻ RecurringThu · Oct 1 · 6:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Thu · Oct 1 · 6:00 PM
Spotlight On: Alfonso Ponticelli
Winter's Jazz Club
↻ Recurring
Thu · Oct 1 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
Thu · Oct 1 · 7:30 PM
156/Silence, Aviana, Heavensgate, Fromjoy
Reggies Rock Club · Chicago
↻ RecurringThu · Oct 1 · 7:30 PM
M??kel?? Conducts Mahler 9
Symphony Center-IL · Chicago
↻ RecurringThu · Oct 1 · 7:30 PM
Jeopardy! Bar League
Guthries Tavern
Thu · Oct 1 · 7:45 PM
Chris Siebold & Friends, Tautologic
Reggies Bananna's Shack · Chicago
Thu · Oct 1 · 8:00 PM
Vieux Farka Touré
Old Town School of Folk Music
$18-$97Thu · Oct 1 · 8:00 PM
FITZGERALDS & Skeleton Key Brewery Present: The SPECTRAL SILHOUETTE Radio !
FITZGERALDS NIGHTCLUB · Berwyn
↻ Recurring
Thu · Oct 1 · 8:00 PM
ALAN GRESIK'S SWING ORCHESTRA
Green Mill Cocktail Lounge
Thu · Oct 1 · 8:00 PM
United Forces, Texas Toast Chainsaw Massacre, Tba
Reggies Music Joint · Chicago
$27-$111Thu · Oct 1 · 8:00 PM
Ashley Cooke: The Baby Blues Tour with McCoy Moore
Joe's Live Rosemont · Rosemont
↻ RecurringThu · Oct 1 · 8:00 PM
Trivia Night
Bucktown Pub
Thu · Oct 1 · 8:00 PM
Ashley Cooke w/ McCoy Moore
Joe's Live Rosemont · Rosemont
Thu · Oct 1 · 8:30 PM
AMY LAVERE & WILL SEXTON Live in the SIDEBAR!
FITZGERALDS SIDEBAR · Berwyn
Thu · Oct 1 · 9:00 PM
Cain Culto w/ Chillona, Neila
Sleeping Village
$16.99Thu · Oct 1 · 9:00 PM
SONIC SOUL
Buddy Guy's Legends
Friday, October 2
↻ Recurring
Fri · Oct 2 · 1:00 AM
GREEN MILL JAM SESSION with MARQUIS HILL
Green Mill Cocktail Lounge
↻ RecurringFri · Oct 2 · 1:30 PM
M??kel?? Conducts Mahler 9
Symphony Center-IL · Chicago
↻ Recurring
Fri · Oct 2 · 5:00 PM
Chris Foreman
Green Mill Cocktail Lounge
Fri · Oct 2 · 7:00 PM
Oakwood
Outset · Chicago
$23↻ RecurringFri · Oct 2 · 7:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Fri · Oct 2 · 7:00 PM
Revocation, Defeated Sanity, Fuming Mouth, Weeping
Reggies Rock Club · Chicago
Fri · Oct 2 · 7:00 PM
gnash
House of Blues Chicago · Chicago
Fri · Oct 2 · 7:30 PM
LE SSERAFIM - 2026 LE SSERAFIM 'PUREFLOW' TOUR IN CHICAGO
United Center · Chicago
↻ RecurringFri · Oct 2 · 7:30 PM
Better Together - Music to Move Your Soul!
Winter's Jazz Club
Fri · Oct 2 · 7:30 PM
Mastodon w/ Deafheaven
Riviera Theatre- IL · Chicago
$16Fri · Oct 2 · 7:30 PM
Good Morning Bedlam, Winter TV, Sam Roethgen
Cole's Bar
$38-$64Fri · Oct 2 · 7:30 PM
Ripe presented by Thalia Hall & Deep Cut
Thalia Hall · Chicago
Fri · Oct 2 · 7:30 PM
Isaiah Falls w/ RAAHiiM
Park West · Chicago
Fri · Oct 2 · 7:30 PM
DJ Shadow (18+ Event)
Vic Theatre · Chicago
Fri · Oct 2 · 8:00 PM
The Lagoons
Bottom Lounge · Chicago
↻ RecurringFri · Oct 2 · 8:00 PM
Open Mic Night
O'Donnell's
$34Fri · Oct 2 · 8:00 PM
MARO w. Pedro Altério, Carbeau, & Manuel Rocha
SPACE · Evanston