Things to do in Chicago, IL
Music, Comedy, Food & Drink, Nightlife · evening Clear
Area
1,676 events · Music, Comedy, Food & Drink, Nightlife · evening
Saturday, September 12
Sat · Sep 12 · 7:00 PM
Dan + Shay: The Young Tour
Credit Union 1 Amphitheatre · Tinley Park
Sat · Sep 12 · 7:00 PM
Emarosa w/ Veaux
Bottom Lounge · Chicago
Sat · Sep 12 · 7:00 PM
anees
House of Blues Chicago · Chicago
Sat · Sep 12 · 7:00 PM
Cult Member
Outset · Chicago
Sat · Sep 12 · 7:00 PM
Alison Krauss and Union Station
Ravinia · Highland Park
Sat · Sep 12 · 7:30 PM
Chief Keef Live 2026
Huntington Bank Pavilion at Northerly Island · Chicago
Sat · Sep 12 · 7:30 PM
Chicago Soul Jazz Collective with Boyce Hudson
Winter's Jazz Club
Sat · Sep 12 · 7:30 PM
Sons of Legion
Vic Theatre · Chicago
Sat · Sep 12 · 7:30 PM
Robyn - The Sexistential Tour
United Center · Chicago
Sat · Sep 12 · 7:30 PM
Black Label Society
Aragon Ballroom · Chicago
↻ RecurringSat · Sep 12 · 8:00 PM
Garth Brooks - Blame It All On My Roots Arena Tour
Allstate Arena · Rosemont
Sat · Sep 12 · 8:00 PM
Senorita x Garcia's End of Summer Party
Garcia's Chicago · Chicago
Sat · Sep 12 · 8:00 PM
Madeleine Peyroux
Old Town School of Folk Music
Sat · Sep 12 · 8:00 PM
Binomio De Oro De America
Rosemont Theatre · Rosemont
↻ Recurring
Sat · Sep 12 · 8:00 PM
MIKE JONES TRIO
Green Mill Cocktail Lounge
FreeSat · Sep 12 · 8:30 PM
VANHELLIG MORS VITAQUE MORTLACH
Cole's Bar
Sat · Sep 12 · 8:30 PM
Hurray for the Riff Raff w. Free Range: Evanston Folk Festival Afterpresented by Bluegrass Situation
SPACE · Evanston
Sat · Sep 12 · 8:30 PM
The Waco Brothers, Trash Kickers
Reggies Bananna's Shack · Chicago
Sat · Sep 12 · 8:30 PM
Parlour Magic, Course, Nae
The Hideout
Sat · Sep 12 · 9:00 PM
JEMBAA GROOVE w/ Dark Canyon
Sleeping Village
$27.30Sat · Sep 12 · 9:00 PM
IVAN SINGH
Buddy Guy's Legends
$12Sat · Sep 12 · 9:30 PM
Billy Gray
Carol's Pub · Chicago
Sat · Sep 12 · 10:00 PM
Oskar med K (18+ event)
Radius - Chicago · Chicago
Sunday, September 13
Sun · Sep 13 · 5:00 PM
The Phil Angotti Four: POWER POP!
FITZGERALDS PATIO · Berwyn
$18Sun · Sep 13 · 5:30 PM
Mike Wheeler Blues Band/Rico McFarland Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Sun · Sep 13 · 5:30 PM
Bruce Henry Quartet with special guest Kevin King - The Great Male Voices of Jazz: Armstrong, Cole, Hendricks, Jarreau
Winter's Jazz Club
↻ RecurringSun · Sep 13 · 5:30 PM
Open Mic Night
aliveOne
Sun · Sep 13 · 6:00 PM
Matt Torres
Zanies Comedy Club Chicago
Sun · Sep 13 · 7:00 PM
Sequinox: A Ritual Cycle with Secrets of the Beehive and Mehtab Kirtan’s Death Songs
Elastic Arts
Sun · Sep 13 · 7:00 PM
Los Tigres del Norte
Ravinia · Highland Park
Sun · Sep 13 · 7:00 PM
Big Band & BBQ w/ SHOUT SECTION BIG BAND
FITZGERALDS NIGHTCLUB · Berwyn
Sun · Sep 13 · 7:00 PM
Bettye LaVette
Old Town School of Folk Music
Sun · Sep 13 · 7:00 PM
Venjent
Outset · Chicago
Sun · Sep 13 · 8:00 PM
Pitbull - I'm Back with special guest Lil Jon
Credit Union 1 Amphitheatre · Tinley Park
↻ Recurring
Sun · Sep 13 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
Sun · Sep 13 · 8:00 PM
Lily Allen Performs West End Girl
The Chicago Theatre · Chicago
Sun · Sep 13 · 8:00 PM
Joey Harkum, Zack Fedor & the Long Goodbyes, Russ Baum
Reggies Music Joint · Chicago
Sun · Sep 13 · 8:30 PM
Chávez Ismaily Saunier
Constellation
Sun · Sep 13 · 8:30 PM
A Tribute to John Prine's Bruised Orange: Evanston Folk Festival Afterpresented by Bluegrass Situation
SPACE · Evanston
$17.84Sun · Sep 13 · 8:30 PM
Sex Mex Won't Stay Dead King Sans
Cole's Bar
Sun · Sep 13 · 9:00 PM
Rempis Hatcher Johnson Wagner Corsano
Hungry Brain
↻ Recurring
Sun · Sep 13 · 9:00 PM
Open Mic Night
My Buddy's
$16.99Sun · Sep 13 · 9:00 PM
MIXX COMPANY
Buddy Guy's Legends
↻ Recurring
Sun · Sep 13 · 10:00 PM
Open Mic Night
Reed's Local
Monday, September 14
Mon · Sep 14 · 5:30 PM
Afterwords Book Club
The Book Cellar
Mon · Sep 14 · 6:30 PM
Racial Justice Book Club (Online)
The Book Cellar
↻ RecurringMon · Sep 14 · 6:30 PM
Trivia Night
City Winery Chicago
↻ RecurringMon · Sep 14 · 7:00 PM
Trivia Night
Guinness Open Gate Brewery
Mon · Sep 14 · 7:00 PM
Hamza Walker: The Renaissance Society Years
Constellation
Mon · Sep 14 · 7:00 PM
Bikini Kill with Ganser
The Salt Shed Indoors (Shed) · Chicago
↻ RecurringMon · Sep 14 · 7:00 PM
Trivia Night
Pilot Project Brewing - Logan Square
Mon · Sep 14 · 7:00 PM
Up Chicago
The Hideout
↻ RecurringMon · Sep 14 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
Mon · Sep 14 · 7:30 PM
Dominique Fils-Aimé
SPACE · Evanston
Mon · Sep 14 · 8:00 PM
Bob Log III
Beat Kitchen · Chicago
Mon · Sep 14 · 8:00 PM
Industry Night Market
Sleeping Village
FreeMon · Sep 14 · 8:00 PM
Video Game Night with DJs Equip & Mukqs
Cole's Bar
Mon · Sep 14 · 8:00 PM
Dirty Sound Magnet , Gran Moreno, Tombstone Eyes, Ricky Liontones
Reggies Music Joint · Chicago
Mon · Sep 14 · 8:00 PM
Susanna Hoffs
Old Town School of Folk Music
Mon · Sep 14 · 8:00 PM
Industry Night w/ Saggitari
Sleeping Village
↻ RecurringMon · Sep 14 · 8:00 PM
Open Mic Night
Riddles Comedy Club
Tuesday, September 15
Tue · Sep 15 · 5:00 PM
Football Themed Trivia + Taco Tuesday
Burning Bush Brewery
Tue · Sep 15 · 6:00 PM
Stand-up for the Homeless
Zanies Comedy Club Chicago
Tue · Sep 15 · 6:30 PM
BRENN! - AMATEUR AT BEST WORLD TOUR
Outset · Chicago
Tue · Sep 15 · 6:30 PM
Dane Bahr, "The Dead Ringer" with conversation partner Michael Welch
The Book Cellar
↻ Recurring
Tue · Sep 15 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
25Tue · Sep 15 · 7:00 PM
Tony Rogers & Friends - The Significant Birthday
Martyrs'
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ Recurring
Tue · Sep 15 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
↻ Recurring
Tue · Sep 15 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Butch McGuire's
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ RecurringTue · Sep 15 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ RecurringTue · Sep 15 · 7:30 PM
Open Mic Comedy
Harrigan's
$27-$41Tue · Sep 15 · 7:30 PM
The 24th Annual Chicago Gypsy Jazz Fest
SPACE · Evanston
$15.77Tue · Sep 15 · 7:30 PM
My Autumn Attic Super Brick Never Been Won't Go
Cole's Bar
↻ RecurringTue · Sep 15 · 8:00 PM
Open Mic Night
Emerald Isle
Tue · Sep 15 · 8:00 PM
Paul Cauthen w/ Ben Chapman
Thalia Hall · Chicago
Tue · Sep 15 · 8:00 PM
Metro Presents… Avalon Emerson & the Charm w/ Lipsticism
Sleeping Village
↻ Recurring
Tue · Sep 15 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
$46-$611Tue · Sep 15 · 8:00 PM
Paul Cauthen with Ben Chapman
Thalia Hall · Chicago
Tue · Sep 15 · 8:00 PM
Jay Park with special guest LNGSHOT: Serenades & Body Rolls
Aragon Ballroom · Chicago
Tue · Sep 15 · 8:00 PM
LP - All Is Not Lost Tour
The Salt Shed Indoors (Shed) · Chicago
Tue · Sep 15 · 8:00 PM
Thomas Dollbaum, Glass Beagle
The Hideout
Tue · Sep 15 · 8:30 PM
Dead Pink Radio, the Charlie Berry Project
Reggies Music Joint · Chicago
↻ RecurringTue · Sep 15 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Sep 15 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Sep 15 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ Recurring
Tue · Sep 15 · 10:00 PM
Open Mic Night
Subterranean · Chicago
Wednesday, September 16
Wed · Sep 16 · 6:30 PM
Abigail Riccards & Friends - A Night of Soul Jazz Blues Favorites
Winter's Jazz Club
Wed · Sep 16 · 6:30 PM
$uicideboy$ Present Grey Day Tour 2026 W. Destroy Lonely & More
Credit Union 1 Amphitheatre · Tinley Park
Wed · Sep 16 · 6:30 PM
Claire Sundbye
Zanies Comedy Club Chicago
↻ Recurring
Wed · Sep 16 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Sep 16 · 7:00 PM
Tinlicker North America 2026
House of Blues Chicago · Chicago
Wed · Sep 16 · 7:00 PM
Cleyvis Natera, "The Grand Paloma Resort"
The Book Cellar
Wed · Sep 16 · 7:00 PM
Tove Lo - ESTRUS TOUR
The Salt Shed Outdoors (Fairgrounds) · Chicago
Wed · Sep 16 · 7:30 PM
Bolokada Conde
Old Town School of Folk Music
Wed · Sep 16 · 7:30 PM
Ronnie Baker Brooks
North Theatre at North Shore Center for the Performing Arts · Skokie
↻ RecurringWed · Sep 16 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
Wed · Sep 16 · 7:30 PM
Kat and the Hurricane, Half Ivory, Dutch Cove, Naked Brunch
Reggies Music Joint · Chicago