Things to do in Chicago, IL
Music, Comedy, Theater, Nightlife, Parks & Outdoors · morning/evening Clear
Area
1,772 events · Music, Comedy, Theater, Nightlife, Parks & Outdoors · morning/evening
Friday, October 9
↻ RecurringFri · Oct 9 · 8:00 PM
Rufus Wainwright
Old Town School of Folk Music
$45-$72Fri · Oct 9 · 8:00 PM
Jahnavi Harrison
SPACE · Evanston
$30-$221Fri · Oct 9 · 8:30 PM
ROBERT ELLIS Band at FITZGERALDS w/ special guest Philip Bowen
FITZGERALDS NIGHTCLUB · Berwyn
Fri · Oct 9 · 8:30 PM
Fighting for Scraps, Hunting Lions, Squared Off
Reggies Bananna's Shack · Chicago
Fri · Oct 9 · 9:00 PM
Carrie Nation and the Speakeasy, the Fabulous Cowboys
Reggies Music Joint · Chicago
Fri · Oct 9 · 9:00 PM
Kiefer w/ Shibo
Sleeping Village
$27.30Fri · Oct 9 · 9:00 PM
WILL TILLON
Buddy Guy's Legends
$12-$22Fri · Oct 9 · 9:30 PM
Brady Lee
Carol's Pub · Chicago
Saturday, October 10
↻ Recurring
Sat · Oct 10 · 1:00 AM
RIGHTEOUS ROOSTER ORGAN TRIO
Green Mill Cocktail Lounge
Sat · Oct 10 · 10:30 AM
John Prine 80th Birthday Celebration
Old Town School of Folk Music
↻ Recurring
Sat · Oct 10 · 11:00 AM
Budding Botanist
Garfield Park Conservatory Alliance
Sat · Oct 10 · 11:30 AM
The Rock and Roll Playhouse plays Music of Grateful Dead for Kids
Thalia Hall · Chicago
Sat · Oct 10 · 5:00 PM
Next case presents Mark Hubbard's 60th Birthday Celebration
Foundation Room at House of Blues Chicago · Chicago
Sat · Oct 10 · 6:00 PM
Yes I Guess They Oughta Name a Drink After You: The Old Town Sch…
Old Town School of Folk Music
Sat · Oct 10 · 6:30 PM
Symphony Ball with Klaus M??kel??
Symphony Center-IL · Chicago
Sat · Oct 10 · 7:00 PM
FilipinX
Outset · Chicago
$23↻ RecurringSat · Oct 10 · 7:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Sat · Oct 10 · 7:00 PM
Switchfoot with special guest Anberlin - Forever Now Tour
House of Blues Chicago · Chicago
Sat · Oct 10 · 7:30 PM
JPEGMAFIA: the Experimental Rap Tour
Aragon Ballroom · Chicago
Sat · Oct 10 · 7:30 PM
Book of Love (18 and Over)
Metro · Chicago
Sat · Oct 10 · 7:30 PM
The Petty Kings: A Tribute to Tom Petty & the Heartbreakers
Beverly Arts Center
$28Sat · Oct 10 · 7:30 PM
Wind Walkers - The "I Don't Belong Here" Tour w/ If Not For Me & True North
Bottom Lounge · Chicago
Sat · Oct 10 · 7:30 PM
Face 2 Face
George Van Dusen Theatre at North Shore Center · Skokie
↻ RecurringSat · Oct 10 · 8:00 PM
Rufus Wainwright
Old Town School of Folk Music
Sat · Oct 10 · 8:00 PM
Copeland w. Special Guest Jenny Dee
SPACE · Evanston
$34-$330Sat · Oct 10 · 8:00 PM
Armand Hammer with Quelle Chris and Open Mike Eagle
Thalia Hall · Chicago
Sat · Oct 10 · 8:00 PM
Failure (18 and Over)
Park West · Chicago
Sat · Oct 10 · 8:00 PM
BECK: RIDE LONESOME TOUR
Cahn Auditorium · Evanston
Sat · Oct 10 · 8:00 PM
Mariachi Vargas de Tecalitlán & Mariachi Nuevo Tecalitlan
Rosemont Theatre · Rosemont
Sat · Oct 10 · 8:30 PM
Lily Vakili & Her Band, Mighty Joe Castro and the Gravamen, Tba
Reggies Bananna's Shack · Chicago
$16Sat · Oct 10 · 8:45 PM
Blind Season Palmer Hoverboard
Cole's Bar
Sat · Oct 10 · 9:00 PM
Orange Dog Club, Tba
Reggies Music Joint · Chicago
$27.30Sat · Oct 10 · 9:00 PM
DEMETRIA TAYLOR
Buddy Guy's Legends
Sat · Oct 10 · 9:30 PM
Alice Smith
Garcia's Chicago · Chicago
$12Sat · Oct 10 · 9:30 PM
Riplock
Carol's Pub · Chicago
Sat · Oct 10 · 10:00 PM
BUMP. DISCO w/ NAOMI SMALLS
Sleeping Village
Sat · Oct 10 · 10:00 PM
Hamdi (18 and Over with Valid Government ID)
Radius - Chicago · Chicago
Sunday, October 11
Sun · Oct 11 · 11:30 AM
5th ANNUAL HONKY TONKTOBERFEST Hosted by WILD EARP
FitzGerald's · Berwyn
$18↻ RecurringSun · Oct 11 · 5:30 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
↻ RecurringSun · Oct 11 · 5:30 PM
Open Mic Night
aliveOne
Sun · Oct 11 · 6:00 PM
TASTE OF CHAOS
Aragon Ballroom · Chicago
↻ RecurringSun · Oct 11 · 7:00 PM
Olivia Rodrigo: The Unraveled Tour
United Center · Chicago
Sun · Oct 11 · 7:00 PM
Heavy Temple, Crystal Spiders, Shadow of Jupiter
Reggies Music Joint · Chicago
Sun · Oct 11 · 7:00 PM
Interpol - North America Tour 2026 with DIIV
The Salt Shed Outdoors (Fairgrounds) · Chicago
Sun · Oct 11 · 7:30 PM
EMEI - Night at the Opera Tour with googly eyes
Thalia Hall · Chicago
Sun · Oct 11 · 7:30 PM
EMEI - Night at the Opera Tour
Thalia Hall · Chicago
$15.77Sun · Oct 11 · 7:45 PM
Biitchseat Empty Heaven Molly O'Malley
Cole's Bar
↻ Recurring
Sun · Oct 11 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
Sun · Oct 11 · 8:00 PM
Metaphor: ReFantazio Orchestra Concert
Cahn Auditorium · Evanston
Sun · Oct 11 · 8:00 PM
An Evening With Steve Dawson with special guests Jason Adasiewicz, Jason Roebke, Diane Christiansen and Alton Smith
SPACE · Evanston
Sun · Oct 11 · 8:00 PM
Big Fat Head, Heavy Sleeper, Shy Bronco
The Hideout
↻ Recurring
Sun · Oct 11 · 9:00 PM
Open Mic Night
My Buddy's
$16.99Sun · Oct 11 · 9:00 PM
LUKE PYTEL
Buddy Guy's Legends
$56Sun · Oct 11 · 10:00 PM
Paul Banks (DJ Set)
Three Top Lounge · Chicago
↻ Recurring
Sun · Oct 11 · 10:00 PM
Open Mic Night
Reed's Local
Monday, October 12
↻ RecurringMon · Oct 12 · 6:30 PM
Trivia Night
City Winery Chicago
Mon · Oct 12 · 6:30 PM
INOHA
Metro · Chicago
↻ RecurringMon · Oct 12 · 7:00 PM
Olivia Rodrigo: The Unraveled Tour
United Center · Chicago
↻ RecurringMon · Oct 12 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
Mon · Oct 12 · 7:30 PM
Indigenous Peoples' Day
Old Town School of Folk Music
↻ RecurringMon · Oct 12 · 8:00 PM
Open Mic Night
Riddles Comedy Club
Tuesday, October 13
Tue · Oct 13 · 6:30 PM
SLIFT
Outset · Chicago
↻ Recurring
Tue · Oct 13 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Oct 13 · 7:00 PM
Trivia Night
Butch McGuire's
↻ Recurring
Tue · Oct 13 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ RecurringTue · Oct 13 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ RecurringTue · Oct 13 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ Recurring
Tue · Oct 13 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Oct 13 · 7:00 PM
Trivia Night
Roscoe Village Pub
$41Tue · Oct 13 · 7:30 PM
White Denim w. Arc Iris
SPACE · Evanston
↻ RecurringTue · Oct 13 · 7:30 PM
Open Mic Comedy
Harrigan's
Free↻ RecurringTue · Oct 13 · 7:30 PM
rocknite presents!
Cole's Bar
Tue · Oct 13 · 8:00 PM
2026 MONSTA X WORLD TOUR [THE X : NEXUS] IN ROSEMONT
Rosemont Theatre · Rosemont
Tue · Oct 13 · 8:00 PM
Jessie Ware: The Superbloom Tour
Aragon Ballroom · Chicago
Tue · Oct 13 · 8:00 PM
FREE TUESDAY w/ Hell Is Real & Degenerate Synapse [presented by Still Austin Whiskey Co.]
Sleeping Village
↻ Recurring
Tue · Oct 13 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
↻ RecurringTue · Oct 13 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Oct 13 · 8:00 PM
Will Varley, Beans On Toast
Reggies Bananna's Shack · Chicago
↻ RecurringTue · Oct 13 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Oct 13 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ RecurringTue · Oct 13 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ Recurring
Tue · Oct 13 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, October 14
↻ Recurring
Wed · Oct 14 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Oct 14 · 7:00 PM
Joe Dombrowski
The Den Theatre
Wed · Oct 14 · 7:30 PM
The Bolero Project
Old Town School of Folk Music
Wed · Oct 14 · 7:30 PM
Michael Franti
Park West · Chicago
↻ RecurringWed · Oct 14 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
Wed · Oct 14 · 8:00 PM
Acid Mothers Temple, Magick Potion, Spiral Galaxy
Reggies Rock Club · Chicago
↻ RecurringWed · Oct 14 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ RecurringWed · Oct 14 · 8:00 PM
Comedy Open Mic
Cole's Bar
Wed · Oct 14 · 8:00 PM
Deraps, Reflexicon
Reggies Music Joint · Chicago
↻ Recurring
Wed · Oct 14 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
Wed · Oct 14 · 8:00 PM
ALVARO DIAZ - OMAKASE TOUR
Riviera Theatre- IL · Chicago
Wed · Oct 14 · 8:00 PM
The Smashing Pumpkins: The Rats In A Cage Tour
United Center · Chicago
↻ RecurringWed · Oct 14 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
Wed · Oct 14 · 8:00 PM
CHRONO TRIGGER Orchestra Concert: Melodies Across Time
Cahn Auditorium · Evanston
↻ Recurring
Wed · Oct 14 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
↻ RecurringWed · Oct 14 · 8:00 PM
Trivia Night
Burwood Tap
Wed · Oct 14 · 8:00 PM
Joshua Burnside
Old Town School of Folk Music
↻ RecurringWed · Oct 14 · 8:00 PM
Trivia Night
George Street Pub