Things to do in Chicago, IL
Music, Comedy, Food & Drink, Nightlife Clear
Area
2,000 events · Music, Comedy, Food & Drink, Nightlife
Saturday, October 17
Sat · Oct 17 · 8:00 PM
Oz Noy Trio Ft. Dave Weckl and Brian Charette
Reggies Bananna's Shack · Chicago
Sat · Oct 17 · 8:00 PM
Oso Oso, Leisure Hour, Bad Luck.
Reggies Rock Club · Chicago
Sat · Oct 17 · 8:00 PM
Grupo Duelo - GRAVEDAD TOUR 2026
Rosemont Theatre · Rosemont
Sat · Oct 17 · 8:00 PM
The Dread Crew of Oddwood, Mikey Classic and His Demons, Tba
Reggies Music Joint · Chicago
Sat · Oct 17 · 8:00 PM
True Loves
Garcia's Chicago · Chicago
$39-$52↻ RecurringSat · Oct 17 · 8:00 PM
Duane Betts & Palmetto Motel
SPACE · Evanston
Sat · Oct 17 · 8:30 PM
Heart of Chicago Soul Club
The Hideout
$46-$282Sat · Oct 17 · 8:30 PM
ROGER CLYNE & The Peacemakers Return to FITZGERALDS
FITZGERALDS NIGHTCLUB · Berwyn
$27.30Sat · Oct 17 · 9:00 PM
MAHINDRA BLUES FEST – NEW ORLEANS BEAU
Buddy Guy's Legends
Sat · Oct 17 · 9:00 PM
BLOODRAVE
Sleeping Village
↻ RecurringSat · Oct 17 · 9:00 PM
Subtronics (18 and Over)
Radius - Chicago · Chicago
$12Sat · Oct 17 · 9:30 PM
The Riley Brothers
Carol's Pub · Chicago
Sat · Oct 17
Frank Viele and Joe Gorka
Uncommon Ground
Sunday, October 18
$10Sun · Oct 18 · 10:15 AM
Halloween Family Fun in the Club w/ TUNES WITH TIM
FITZGERALDS NIGHTCLUB · Berwyn
Sun · Oct 18 · 11:00 AM
Little Miss Ann And Friends Halloween Concert!
SPACE · Evanston
↻ RecurringSun · Oct 18 · 12:30 PM
World Famous Gospel Brunch at House of Blues (CHI)
House of Blues Chicago · Chicago
$60Sun · Oct 18 · 1:00 PM
Club Romo Presents George Lamond, TKA, and The Jets!
Joe's Live Rosemont · Rosemont
↻ RecurringSun · Oct 18 · 3:00 PM
The Hoyle Brothers
Martyrs'
Sun · Oct 18 · 3:00 PM
Thibaudet, Batiashvili & Capu??on
Symphony Center-IL · Chicago
↻ Recurring
Sun · Oct 18 · 3:00 PM
UPTOWN POETRY SLAM
Green Mill Cocktail Lounge
↻ RecurringSun · Oct 18 · 5:30 PM
Open Mic Night
aliveOne
$18↻ RecurringSun · Oct 18 · 5:30 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Sun · Oct 18 · 6:00 PM
MOVEMENTS - HAPPIER NOW USA TOUR
The Salt Shed Indoors (Shed) · Chicago
Sun · Oct 18 · 6:00 PM
TWISTED SISTER Featuring Sebastian Bach on Lead Vocals
Hard Rock Live Northern Indiana · Gary
↻ RecurringSun · Oct 18 · 6:30 PM
No Bother
Martyrs'
Sun · Oct 18 · 7:00 PM
French Police (18 and Over)
Ramova Theatre · Chicago
Sun · Oct 18 · 7:00 PM
Jon Lampley
Garcia's Chicago · Chicago
Sun · Oct 18 · 7:00 PM
Frank Bang and the Secret Stash, Millie Grace Band
Reggies Bananna's Shack · Chicago
$30-$43Sun · Oct 18 · 7:30 PM
May Erlewine and Packy Lundholm
SPACE · Evanston
Sun · Oct 18 · 8:00 PM
JOHN SCOFIELD’S “ELECTROSPECTIVE” featuring OTEIL BURBRIDGE, LARRY GOLDINGS & ADAM DEITCH
Thalia Hall · Chicago
Sun · Oct 18 · 8:00 PM
Olivia and the Lovers, Stefan Weiner, Devil Said Jump
The Hideout
↻ Recurring
Sun · Oct 18 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
$32Sun · Oct 18 · 8:00 PM
Chinese Football
Bottom Lounge · Chicago
$16.99Sun · Oct 18 · 9:00 PM
ELEVATION BAND – LITTLE WALTER FOUNDATION
Buddy Guy's Legends
↻ RecurringSun · Oct 18 · 9:00 PM
Subtronics (18 and Over)
Radius - Chicago · Chicago
↻ Recurring
Sun · Oct 18 · 9:00 PM
Open Mic Night
My Buddy's
↻ Recurring
Sun · Oct 18 · 10:00 PM
Open Mic Night
Reed's Local
Monday, October 19
↻ RecurringMon · Oct 19 · 6:30 PM
Trivia Night
City Winery Chicago
Mon · Oct 19 · 7:00 PM
Disney Descendants, ZOMBIES & Camp Rock: Worlds Collide Concert Tour
United Center · Chicago
↻ RecurringMon · Oct 19 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
↻ RecurringMon · Oct 19 · 7:00 PM
Trivia Night
Guinness Open Gate Brewery
↻ RecurringMon · Oct 19 · 7:00 PM
Trivia Night
Pilot Project Brewing - Logan Square
Mon · Oct 19 · 7:30 PM
Albert Cummings
SPACE · Evanston
Mon · Oct 19 · 8:00 PM
Eggy: The Final Tour (of 2026) - A Special Acoustic Performance
Garcia's Chicago · Chicago
↻ RecurringMon · Oct 19 · 8:00 PM
Open Mic Night
Riddles Comedy Club
Mon · Oct 19 · 8:00 PM
Episodic Memory, Prisoner, Binary Star, Viz Chambers
Reggies Music Joint · Chicago
↻ Recurring
Mon · Oct 19
JOEL PATERSON & FRIENDS
Green Mill Cocktail Lounge
Mon · Oct 19
Charles Rick Heath
Jazz Showcase
Tuesday, October 20
↻ RecurringTue · Oct 20 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ RecurringTue · Oct 20 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ RecurringTue · Oct 20 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ Recurring
Tue · Oct 20 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ Recurring
Tue · Oct 20 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
Tue · Oct 20 · 7:00 PM
The Black Keys: PEACHES 'N KREAM
The Salt Shed Indoors (Shed) · Chicago
↻ Recurring
Tue · Oct 20 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Oct 20 · 7:00 PM
Trivia Night
Butch McGuire's
Tue · Oct 20 · 7:30 PM
An Evening With Richard Shindell - All Acoustic
SPACE · Evanston
↻ RecurringTue · Oct 20 · 7:30 PM
Open Mic Comedy
Harrigan's
↻ RecurringTue · Oct 20 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Oct 20 · 8:00 PM
LowDown Brass Band & Fonville x Fribush
Garcia's Chicago · Chicago
↻ Recurring
Tue · Oct 20 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
$18↻ RecurringTue · Oct 20 · 8:30 PM
Perfect Mash: A Dating
Cole's Bar
↻ RecurringTue · Oct 20 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ RecurringTue · Oct 20 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Oct 20 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ Recurring
Tue · Oct 20 · 10:00 PM
Open Mic Night
Subterranean · Chicago
↻ RecurringTue · Oct 20
Petra's Recession Seven
Jazz Showcase
Wednesday, October 21
Wed · Oct 21 · 4:00 PM
Russell P. Johnson - "Beyond Civility in Social Conflict" - Marvin Wickware
Seminary Co-op Bookstore
Wed · Oct 21 · 6:00 PM
The Army, The Navy
Chop Shop · Chicago
↻ Recurring
Wed · Oct 21 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Oct 21 · 7:00 PM
The Black Keys: PEACHES 'N KREAM
The Salt Shed Indoors (Shed) · Chicago
Wed · Oct 21 · 7:00 PM
Disney Descendants, ZOMBIES & Camp Rock: Worlds Collide Concert Tour
Allstate Arena · Rosemont
Wed · Oct 21 · 7:30 PM
DJ Shadow (18+)
Vic Theatre · Chicago
Wed · Oct 21 · 7:30 PM
Furious Desire
Old Town School of Folk Music
Wed · Oct 21 · 7:30 PM
Beat
Copernicus Center · Chicago
$21-$34Wed · Oct 21 · 7:30 PM
The Lowest Pair w. The Spine Stealers
SPACE · Evanston
↻ RecurringWed · Oct 21 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
$30-$221Wed · Oct 21 · 8:00 PM
JEFFREY FOCAULT @ FITZGERALDS HISTORIC NIGHTCLUB
FITZGERALDS NIGHTCLUB · Berwyn
Wed · Oct 21 · 8:00 PM
Herakleion, Wraith, Morbidity
Reggies Music Joint · Chicago
↻ RecurringWed · Oct 21 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
↻ Recurring
Wed · Oct 21 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Oct 21 · 8:00 PM
Trivia Night
George Street Pub
Wed · Oct 21 · 8:00 PM
Pain of Truth, 100 Demons, Shattered Realm, Killing Pace
Bottom Lounge · Chicago
↻ RecurringWed · Oct 21 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Oct 21 · 8:00 PM
Comedy Open Mic
Cole's Bar
↻ RecurringWed · Oct 21 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ RecurringWed · Oct 21 · 8:00 PM
Trivia Night
Burwood Tap
↻ Recurring
Wed · Oct 21 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
Wed · Oct 21 · 8:00 PM
2026-27 TAEMIN WORLD TOUR <LiMiNaL> in Chicago
Wintrust Arena · Chicago
$16.99↻ RecurringWed · Oct 21 · 9:00 PM
BROTHER JOHN – Host The Jam
Buddy Guy's Legends
↻ RecurringWed · Oct 21 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Wed · Oct 21 · 9:00 PM
Eleventh Dream Day
The Hideout
↻ RecurringWed · Oct 21
Christian Dillingham Quartet
Jazz Showcase
Wed · Oct 21
Fox and Bones with Haley Johnsen
Uncommon Ground
Thursday, October 22
↻ Recurring
Thu · Oct 22 · 5:00 PM
ANDY BROWN
Green Mill Cocktail Lounge
$18↻ RecurringThu · Oct 22 · 6:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
↻ Recurring
Thu · Oct 22 · 7:00 PM
Open Mic Night
Whiskey Girl Tavern
$24-$190Thu · Oct 22 · 7:00 PM
SCOTT LIGON'S ALL STAR FREAKOUT w/ special guests CHRIS LIGON & The Problems and RAMI & The Reliables
FITZGERALDS NIGHTCLUB · Berwyn
Thu · Oct 22 · 7:30 PM
Jonas Brothers: The Burning Up Tour All Over Again
Allstate Arena · Rosemont
Thu · Oct 22 · 7:30 PM
Maher Zain - USA Tour 2026
Cahn Auditorium · Evanston