Things to do in Chicago, IL
Music, Theater, Nightlife, Parks & Outdoors · evening Clear
Area
1,634 events · Music, Theater, Nightlife, Parks & Outdoors · evening
Monday, October 26
Tuesday, October 27
Tue · Oct 27 · 6:30 PM
SiM - HOOMAN WORLD TOUR
House of Blues Chicago · Chicago
↻ RecurringTue · Oct 27 · 7:00 PM
Trivia Night
Roscoe Village Pub
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Tue · Oct 27 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Oct 27 · 7:00 PM
Trivia Night
Butch McGuire's
↻ RecurringTue · Oct 27 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
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Tue · Oct 27 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Oct 27 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
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Tue · Oct 27 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ RecurringTue · Oct 27 · 7:30 PM
Tedeschi Trucks Band: Future Soul 2026 Tour
The Chicago Theatre · Chicago
↻ RecurringTue · Oct 27 · 7:30 PM
Open Mic Comedy
Harrigan's
Tue · Oct 27 · 7:30 PM
Sienna Spiro
Riviera Theatre- IL · Chicago
Tue · Oct 27 · 8:00 PM
Tth w/ William Alexander
Sleeping Village
↻ RecurringTue · Oct 27 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Oct 27 · 8:00 PM
The Empty Pockets
Garcia's Chicago · Chicago
Tue · Oct 27 · 8:00 PM
Dylan Gossett - Live In Concert
The Salt Shed Indoors (Shed) · Chicago
Tue · Oct 27 · 8:00 PM
*SOLD OUT* This Is Lorelei with @
Thalia Hall · Chicago
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Tue · Oct 27 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
$34-$41Tue · Oct 27 · 8:00 PM
The Arcadian Wild - Make It Out Alive Tour w. Addison Agen
SPACE · Evanston
Tue · Oct 27 · 8:00 PM
Colin Miller
The Hideout
↻ RecurringTue · Oct 27 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Oct 27 · 9:00 PM
Open Mic Night
Vaughan's Pub
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Tue · Oct 27 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, October 28
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Wed · Oct 28 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Oct 28 · 7:30 PM
Shakey Graves w/ Wild Pink
Vic Theatre · Chicago
↻ RecurringWed · Oct 28 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
Wed · Oct 28 · 7:30 PM
Día de los Muertos (Day of the Dead)
Old Town School of Folk Music
Wed · Oct 28 · 8:00 PM
Phillip Phillips - Let’s Go Far Tour with Katie Lynne Sharbaugh
Thalia Hall · Chicago
↻ RecurringWed · Oct 28 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
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Wed · Oct 28 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Oct 28 · 8:00 PM
Trivia Night
Burwood Tap
↻ RecurringWed · Oct 28 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Oct 28 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ RecurringWed · Oct 28 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Oct 28 · 8:00 PM
Trivia Night
George Street Pub
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Wed · Oct 28 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
$16.99↻ RecurringWed · Oct 28 · 9:00 PM
JIMMY BURNS – Host The Jam
Buddy Guy's Legends
↻ RecurringWed · Oct 28 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Thursday, October 29
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Thu · Oct 29 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
$18↻ RecurringThu · Oct 29 · 6:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Thu · Oct 29 · 6:00 PM
ESTEMAN & DANIELA SPALLA - AMORIO USA TOUR
House of Blues Chicago · Chicago
Thu · Oct 29 · 7:00 PM
Gavn!, Tba
Reggies Rock Club · Chicago
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Thu · Oct 29 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
Thu · Oct 29 · 7:30 PM
Infinite 80s: Play The Cure
SPACE · Evanston
↻ RecurringThu · Oct 29 · 7:30 PM
Brahms Requiem
Symphony Center-IL · Chicago
Thu · Oct 29 · 7:30 PM
The Airborne Toxic Event
Vic Theatre · Chicago
↻ RecurringThu · Oct 29 · 7:30 PM
Jeopardy! Bar League
Guthries Tavern
↻ RecurringThu · Oct 29 · 8:00 PM
Trivia Night
Bucktown Pub
$12-$22Thu · Oct 29 · 8:00 PM
Iris Marlowe
Carol's Pub · Chicago
Thu · Oct 29 · 8:00 PM
The Tallest Man On Earth with Gwenifer Raymond
Thalia Hall · Chicago
Thu · Oct 29 · 8:00 PM
Alicia Villarreal - Bendita Locura Tour 2026
Cahn Auditorium · Evanston
↻ Recurring
Thu · Oct 29 · 8:00 PM
ALAN GRESIK'S SWING ORCHESTRA
Green Mill Cocktail Lounge
Thu · Oct 29 · 8:00 PM
Alice In Chains "Dirt", Pearl Jam "VS"
Reggies Music Joint · Chicago
Thu · Oct 29 · 8:00 PM
Tommy Lefroy
The Hideout
Thu · Oct 29 · 8:00 PM
The Dresden Dolls
The Salt Shed Indoors (Shed) · Chicago
15Thu · Oct 29 · 8:00 PM
The Clearwater Swimmers, Pebbles Inc
Martyrs'
Thu · Oct 29 · 8:00 PM
The Tallest Man on Earth
Thalia Hall · Chicago
Thu · Oct 29 · 8:00 PM
Little Barrie
Old Town School of Folk Music
Thu · Oct 29 · 9:00 PM
Flamingosis w/ Pure Colors
Sleeping Village
$16.99Thu · Oct 29 · 9:00 PM
NIGEL MACK
Buddy Guy's Legends
Thu · Oct 29 · 9:00 PM
Paul Bielatowicz's Nosferatu Live
Reggies Bananna's Shack · Chicago
Friday, October 30
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Fri · Oct 30 · 1:00 AM
GREEN MILL JAM SESSION with MARQUIS HILL
Green Mill Cocktail Lounge
↻ RecurringFri · Oct 30 · 5:00 PM
Dom Dolla
Navy Pier · Chicago
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Fri · Oct 30 · 5:00 PM
Chris Foreman
Green Mill Cocktail Lounge
Fri · Oct 30 · 6:00 PM
Periphery - A Pale White Dot US Tour
Ramova Theatre · Chicago
↻ RecurringFri · Oct 30 · 6:30 PM
Weston Estate
Outset · Chicago
$23↻ RecurringFri · Oct 30 · 7:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Fri · Oct 30 · 7:00 PM
Winyah
House of Blues Chicago · Chicago
$46↻ RecurringFri · Oct 30 · 7:00 PM
Sanctum Dark Music Festival
Thalia Hall · Chicago
Fri · Oct 30 · 7:00 PM
Forbidden, Heathen, Void
Reggies Rock Club · Chicago
$40Fri · Oct 30 · 7:00 PM
Three Floyds 30th Anniversary Event with Pig Destroyer, Necrot, Eternal Champion, and Lair of The Minotaur
Bottom Lounge · Chicago
$101Fri · Oct 30 · 7:00 PM
Sanctum Dark Music Festival - 2 DAY PASS
Thalia Hall · Chicago
Fri · Oct 30 · 8:00 PM
Grupo Niche y Adolescentes Orquesta - Niche Disco Tour
Rosemont Theatre · Rosemont
Fri · Oct 30 · 8:00 PM
MANÁ: VIVIR SIN AIRE TOUR
Allstate Arena · Rosemont
↻ RecurringFri · Oct 30 · 8:00 PM
Open Mic Night
O'Donnell's
15Fri · Oct 30 · 8:00 PM
Street Pony, Modern Joey, Stan P Band
Martyrs'
Fri · Oct 30 · 8:00 PM
The Sinatra Experience With Dave Halston
George Van Dusen Theatre at North Shore Center · Skokie
Fri · Oct 30 · 8:00 PM
Taper's Choice
Garcia's Chicago · Chicago
Fri · Oct 30 · 8:00 PM
The Living Tombstone - The Multiplayer Tour
Aragon Ballroom · Chicago
Fri · Oct 30 · 8:00 PM
Halloween eve with THE MODEL CITIZENS
Green Mill Cocktail Lounge
Fri · Oct 30 · 8:30 PM
The Cle Elum, the Midnight Calls, the Handcuffs
Reggies Bananna's Shack · Chicago
$27.30Fri · Oct 30 · 9:00 PM
BLUES PEOPLE
Buddy Guy's Legends
Fri · Oct 30 · 9:00 PM
The Symposium w/ mtvghosts
Sleeping Village
Fri · Oct 30 · 9:00 PM
The Goddamn Gallows, Go Hang
Reggies Music Joint · Chicago
$10Fri · Oct 30 · 9:30 PM
Kurtis James Band
Carol's Pub · Chicago
Fri · Oct 30 · 10:00 PM
ATLiens (18 and Over with Valid Government ID)
Radius - Chicago · Chicago
Saturday, October 31
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Sat · Oct 31 · 1:00 AM
RIGHTEOUS ROOSTER ORGAN TRIO
Green Mill Cocktail Lounge
↻ RecurringSat · Oct 31 · 5:00 PM
Dom Dolla
Navy Pier · Chicago
Sat · Oct 31 · 5:00 PM
Gods of Chaos Halloween
Aragon Ballroom · Chicago
↻ RecurringSat · Oct 31 · 6:30 PM
Weston Estate
Outset · Chicago
$53↻ RecurringSat · Oct 31 · 7:00 PM
Sanctum Dark Music Festival
Thalia Hall · Chicago
Sat · Oct 31 · 7:00 PM
Akeem Ali - The Texture Tour
House of Blues Chicago · Chicago
$23↻ RecurringSat · Oct 31 · 7:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Sat · Oct 31 · 7:30 PM
THE ROCKY HORROR PICTURE ORIGINAL CAST SPOOKTACULAR TOUR
The Chicago Theatre · Chicago
$16Sat · Oct 31 · 7:30 PM
Talker OK Cool Snowcuffs DJ Atlas Aurora
Cole's Bar
↻ RecurringSat · Oct 31 · 7:30 PM
Brahms Requiem
Symphony Center-IL · Chicago
Sat · Oct 31 · 7:30 PM
Allison Russell w/ Autumn Nicholas
Vic Theatre · Chicago
Sat · Oct 31 · 8:00 PM
Arcángel - La 8va Maravilla World Tour
Rosemont Theatre · Rosemont