Things to do in Chicago, IL
Music, Comedy, Nightlife, Parks & Outdoors · morning/afternoon/evening Clear
Area
1,914 events · Music, Comedy, Nightlife, Parks & Outdoors · morning/afternoon/evening
Saturday, October 3
Sat · Oct 3 · 8:00 PM
Boy Harsher w/ Choir Boy
Metro · Chicago
Sat · Oct 3 · 8:00 PM
The Dream Syndicate
Old Town School of Folk Music
Sat · Oct 3 · 8:00 PM
Jaripeo Ranchero
Allstate Arena · Rosemont
Sat · Oct 3 · 8:00 PM
Leonid & Friends
George Van Dusen Theatre at North Shore Center · Skokie
↻ RecurringSat · Oct 3 · 8:00 PM
Brand New
Aragon Ballroom · Chicago
$30-$139Sat · Oct 3 · 8:00 PM
Alana Springsteen's I Hope This Helps Tour with Erin Kinsey
Joe's on Weed Street · Chicago
Sat · Oct 3 · 8:00 PM
Cristian Castro: Nada Solo Exitos Tour 2026
Rosemont Theatre · Rosemont
Sat · Oct 3 · 8:00 PM
Amélie Farren, Lilith Max, Rabbitology - The Three Wishes Tour
SPACE · Evanston
Sat · Oct 3 · 8:00 PM
Bruce Hornsby & the Noisemakers
Cahn Auditorium · Evanston
Sat · Oct 3 · 8:00 PM
Mt. Joy 2026: Celebrating 10 Years Of Mt. Joy
Huntington Bank Pavilion at Northerly Island · Chicago
Sat · Oct 3 · 8:00 PM
Edith Marquez
Copernicus Center · Chicago
↻ RecurringSat · Oct 3 · 8:00 PM
Fuerza Regida - This Is Our Dream Tour 2026
Credit Union 1 Amphitheatre · Tinley Park
25Sat · Oct 3 · 8:00 PM
El Ten Eleven, Tall Tall Trees
Martyrs'
Sat · Oct 3 · 8:30 PM
Mourning Star, Rachel Is Kozi, Atta Guns
Reggies Bananna's Shack · Chicago
$26-$190Sat · Oct 3 · 8:30 PM
ELIZABETH MOEN Returns to FITZGERALDS Nightclub
FITZGERALDS NIGHTCLUB · Berwyn
↻ RecurringSat · Oct 3 · 8:30 PM
THE CHICKS - TAKING THE LONG WAY
Cahn Auditorium · Evanston
Sat · Oct 3 · 9:00 PM
2000s Rave
Outset · Chicago
$27.30Sat · Oct 3 · 9:00 PM
CURTIS SALGADO
Buddy Guy's Legends
$14-$33Sat · Oct 3 · 9:30 PM
David Graham & The Eskimo Brothers
Carol's Pub · Chicago
Sat · Oct 3 · 10:00 PM
Rupaul (18 and Over with Valid Government ID)
Radius - Chicago · Chicago
Sunday, October 4
↻ Recurring
Sun · Oct 4 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Sun · Oct 4 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
Free↻ Recurring
Sun · Oct 4 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
Sun · Oct 4 · 3:00 PM
AFROFUTURIST WEEKEND 11: africlassical futures presents Autophysiopsychic Millennium’s ‘White Flowers’ (Detroit), BSA Gold [offsite at bronzeville’s blanc gallery]
Elastic Arts
↻ RecurringSun · Oct 4 · 3:00 PM
The Hoyle Brothers
Martyrs'
↻ RecurringSun · Oct 4 · 3:00 PM
M??kel?? Conducts Mahler 9
Symphony Center-IL · Chicago
Sun · Oct 4 · 4:00 PM
NEW MUSIC CONCERT
Green Mill Cocktail Lounge
Sun · Oct 4 · 5:00 PM
Cactus and Canyons: A Tribute to the Sun-Drenched Country-Rock of Laurel Canyon
SPACE · Evanston
$18↻ RecurringSun · Oct 4 · 5:30 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
↻ RecurringSun · Oct 4 · 5:30 PM
Open Mic Night
aliveOne
Sun · Oct 4 · 6:30 PM
The Revivalists with Robert Randolph presented by Jack Daniel's
The Salt Shed Outdoors (Fairgrounds) · Chicago
Sun · Oct 4 · 7:00 PM
Angelo De Augustine
Old Town School of Folk Music
Sun · Oct 4 · 7:00 PM
AJJ, Greet Death
Bottom Lounge · Chicago
Sun · Oct 4 · 7:00 PM
The Bad Plus
Old Town School of Folk Music
Sun · Oct 4 · 7:00 PM
Jenna Raine
Chop Shop · Chicago
↻ RecurringSun · Oct 4 · 7:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
$16Sun · Oct 4 · 7:30 PM
Origami Summer Gunk Lung
Cole's Bar
↻ Recurring
Sun · Oct 4 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
↻ RecurringSun · Oct 4 · 8:00 PM
Brand New
Aragon Ballroom · Chicago
Sun · Oct 4 · 8:00 PM
Sinclair Noire, [Melter], Crash Davidian, Voltaic Planes, DJ Veganinbl
Reggies Music Joint · Chicago
↻ RecurringSun · Oct 4 · 8:00 PM
Fuerza Regida - This Is Our Dream Tour 2026
Credit Union 1 Amphitheatre · Tinley Park
Sun · Oct 4 · 8:00 PM
Chris Housman - The Hell Out Of Dodge Tour
Carol's Pub · Chicago
↻ RecurringSun · Oct 4 · 8:30 PM
THE CHICKS - TAKING THE LONG WAY
Cahn Auditorium · Evanston
↻ Recurring
Sun · Oct 4 · 9:00 PM
Open Mic Night
My Buddy's
$16.99Sun · Oct 4 · 9:00 PM
DAVE WELD
Buddy Guy's Legends
↻ Recurring
Sun · Oct 4 · 10:00 PM
Open Mic Night
Reed's Local
Monday, October 5
↻ RecurringMon · Oct 5 · 6:30 PM
Trivia Night
City Winery Chicago
↻ RecurringMon · Oct 5 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
$34-$67Mon · Oct 5 · 7:30 PM
Paris Chansons
SPACE · Evanston
Mon · Oct 5 · 7:30 PM
bunii - BUNIIVERSITY TOUR presented by Thalia Hall and Kickstand Productions
Thalia Hall · Chicago
Mon · Oct 5 · 7:30 PM
JOURNEY - Final Frontier Tour (An Evening With)
United Center · Chicago
↻ RecurringMon · Oct 5 · 8:00 PM
Open Mic Night
Riddles Comedy Club
Tuesday, October 6
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ Recurring
Tue · Oct 6 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ Recurring
Tue · Oct 6 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ RecurringTue · Oct 6 · 7:00 PM
Trivia Night
Butch McGuire's
↻ Recurring
Tue · Oct 6 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Oct 6 · 7:30 PM
Open Mic Comedy
Harrigan's
↻ RecurringTue · Oct 6 · 7:30 PM
Malcolm Todd: Do That Again Tour (MOVED TO THE SALT SHED OUTDOORS)
The Salt Shed Outdoors (Fairgrounds) · Chicago
Tue · Oct 6 · 7:30 PM
The Chicago Rock Exchange: The Music of 1967
SPACE · Evanston
↻ Recurring
Tue · Oct 6 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
Tue · Oct 6 · 8:00 PM
Kelela
Vic Theatre · Chicago
Tue · Oct 6 · 8:00 PM
Chayse Porter & his Palace , Captain Kudzu, Free Times, Sunglow
The Hideout
↻ RecurringTue · Oct 6 · 8:00 PM
Open Mic Night
Emerald Isle
$26Tue · Oct 6 · 8:00 PM
Giovannie & The Hired Guns
Joe's on Weed Street · Chicago
$34-$46Tue · Oct 6 · 8:00 PM
Mind Enterprises with Fred Fancy
Thalia Hall · Chicago
↻ RecurringTue · Oct 6 · 8:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
↻ RecurringTue · Oct 6 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ RecurringTue · Oct 6 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Oct 6 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ Recurring
Tue · Oct 6 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, October 7
Free↻ Recurring
Wed · Oct 7 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
Wed · Oct 7 · 6:00 PM
EPIK HIGH 3.0 NORTH AMERICAN TOUR
House of Blues Chicago · Chicago
Wed · Oct 7 · 6:30 PM
The Jungle Giants
Outset · Chicago
Wed · Oct 7 · 7:00 PM
Starbomb featuring DJ Commander Meouch - Probably The Only Tour Ever
Aragon Ballroom · Chicago
↻ Recurring
Wed · Oct 7 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
↻ RecurringWed · Oct 7 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
↻ RecurringWed · Oct 7 · 7:30 PM
Malcolm Todd: Do That Again Tour (MOVED TO THE SALT SHED OUTDOORS)
The Salt Shed Outdoors (Fairgrounds) · Chicago
Wed · Oct 7 · 8:00 PM
Sweet Pill
Thalia Hall · Chicago
↻ Recurring
Wed · Oct 7 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
Wed · Oct 7 · 8:00 PM
Wayne Hancock, Three Blue Teardrops
Reggies Music Joint · Chicago
↻ RecurringWed · Oct 7 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
10↻ RecurringWed · Oct 7 · 8:00 PM
Beat The Meatles (2 Sets!), First Wednesday of the Month
Martyrs'
↻ RecurringWed · Oct 7 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ RecurringWed · Oct 7 · 8:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
Wed · Oct 7 · 8:00 PM
Eddie JobsonâS U.K. Revisited
Reggies Rock Club · Chicago
↻ RecurringWed · Oct 7 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
↻ Recurring
Wed · Oct 7 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
↻ RecurringWed · Oct 7 · 8:00 PM
Trivia Night
Burwood Tap
↻ RecurringWed · Oct 7 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Oct 7 · 8:00 PM
Trivia Night
George Street Pub
Wed · Oct 7 · 8:00 PM
Elizabeth Nichols - I Don't Kiss & Tell, I Kiss & Tour with Soren Anderson
Carol's Pub · Chicago
$35-$305Wed · Oct 7 · 8:00 PM
Sweet Pill with Heart to Gold and Emily How
Thalia Hall · Chicago
$26-$190Wed · Oct 7 · 8:30 PM
Celebrate John Prine's Birthday w/ The ILLEGAL SMILES
FITZGERALDS NIGHTCLUB · Berwyn
$16.99↻ RecurringWed · Oct 7 · 9:00 PM
BROTHER JOHN – Host The Jam
Buddy Guy's Legends
↻ RecurringWed · Oct 7 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview