Things to do in Chicago, IL
Music, Comedy, Nightlife, Parks & Outdoors · morning/evening Clear
Area
1,734 events · Music, Comedy, Nightlife, Parks & Outdoors · morning/evening
Friday, September 25
Fri · Sep 25 · 7:30 PM
The Wellermen
North Theatre at North Shore Center for the Performing Arts · Skokie
Fri · Sep 25 · 7:30 PM
Don McLean
George Van Dusen Theatre at North Shore Center · Skokie
Fri · Sep 25 · 7:30 PM
Bosman Twins Quintet
Winter's Jazz Club
Fri · Sep 25 · 8:00 PM
Satin Jackets
Outset · Chicago
↻ RecurringFri · Sep 25 · 8:00 PM
Open Mic Night
O'Donnell's
$33Fri · Sep 25 · 8:00 PM
Franklin Jonas & The Byzantines - First of Many Tour with Polyglam
Joe's Live Rosemont · Rosemont
$53-$144Fri · Sep 25 · 8:00 PM
Paula Cole - THIS FIRE: 30 with Rett Madison
Thalia Hall · Chicago
Fri · Sep 25 · 8:00 PM
Donna Herula
Old Town School of Folk Music
$34Fri · Sep 25 · 8:00 PM
Devon Gilfillian – Time Will Tell Tour w. Jon Muq
SPACE · Evanston
Fri · Sep 25 · 8:00 PM
Drake White
Joe's on Weed Street · Chicago
Fri · Sep 25 · 8:00 PM
Matute - Stereo Tour
Rosemont Theatre · Rosemont
Fri · Sep 25 · 8:00 PM
Ravyn Lenae Presents: Blue Island
The Salt Shed Indoors (Shed) · Chicago
↻ Recurring
Fri · Sep 25 · 8:00 PM
JEFF NEWELL'S NEW TRAD OCTET
Green Mill Cocktail Lounge
Fri · Sep 25 · 8:30 PM
Chicago Soul Jazz Collective ft. FREE Dance Floor!
FITZGERALDS NIGHTCLUB · Berwyn
$16Fri · Sep 25 · 8:30 PM
Rat Johnson Persian Cowboy Waterpennies
Cole's Bar
Fri · Sep 25 · 8:30 PM
Friday Night in SIDEBAR w/ NEPTUNE'S CORE
FITZGERALDS SIDEBAR · Berwyn
$27.30Fri · Sep 25 · 9:00 PM
KID AND JOHNNY RAMOS with CHICAGO BLUES ANGELS
Buddy Guy's Legends
Fri · Sep 25 · 9:00 PM
Pat Egan & the Heavy Hearts, Nature Club
Reggies Music Joint · Chicago
$14-$28Fri · Sep 25 · 9:00 PM
Lauren Watkins - If I’m Being Honest Tour with Jordan Cobb
Carol's Pub · Chicago
Fri · Sep 25 · 9:00 PM
Ali w/ Junegrass, Andrew Harper
Sleeping Village
Fri · Sep 25 · 9:00 PM
Echoes of Pompeii
Reggies Rock Club · Chicago
Fri · Sep 25 · 9:00 PM
Reggaetón Y2K
House of Blues Chicago · Chicago
Fri · Sep 25 · 9:00 PM
Two Runner, Maisy Owen
The Hideout
20Fri · Sep 25 · 9:00 PM
Hyryder - Grateful Dead Tribute, Featuring Joe Marcinek
Martyrs'
Fri · Sep 25 · 9:30 PM
Theo Katzman
Garcia's Chicago · Chicago
Fri · Sep 25 · 10:00 PM
San Holo (18+ Event)
Radius - Chicago · Chicago
Saturday, September 26
↻ Recurring
Sat · Sep 26 · 1:00 AM
RIGHTEOUS ROOSTER ORGAN TRIO
Green Mill Cocktail Lounge
Free↻ RecurringSat · Sep 26 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
↻ Recurring
Sat · Sep 26 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Sat · Sep 26 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
↻ Recurring
Sat · Sep 26 · 10:30 AM
U of I Extension Ask a Master Gardener
Garfield Park Conservatory Alliance
↻ Recurring
Sat · Sep 26 · 11:00 AM
Budding Botanist
Garfield Park Conservatory Alliance
↻ Recurring
Sat · Sep 26 · 11:00 AM
Sensory Play Workshop with Luna Y Cielo Play Cafe.
Garfield Park Conservatory Alliance
$40-$282Sat · Sep 26 · 5:30 PM
DELVON LAMARR ORGAN TRIO @ FITZGERALDS! Early (1 of 2)
FITZGERALDS NIGHTCLUB · Berwyn
$52Sat · Sep 26 · 6:00 PM
Beyond the Gate featuring Russian Circles Pelican @ Bohemian National Cemetery
Bohemian Nat'l Cemetery (Outside) · Chicago
Sat · Sep 26 · 6:00 PM
Thee Sacred Souls, La Lom and the Womack Sisters presented by Heineken
The Salt Shed Outdoors (Fairgrounds) · Chicago
Sat · Sep 26 · 6:30 PM
YG: THE GENTLEMEN'S CLUB TOUR
House of Blues Chicago · Chicago
$23↻ RecurringSat · Sep 26 · 7:00 PM
Nora Jean Wallace Blues Band/Joanna Connor Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Sat · Sep 26 · 7:00 PM
Medical Miracle ÖPermanenceâ Album Release W/ Elemantra + Mid
Reggies Bananna's Shack · Chicago
Sat · Sep 26 · 7:00 PM
BK Dhaliwal
Outset · Chicago
Sat · Sep 26 · 7:00 PM
Saturday Night on the Patio w/ LOS GALLOS!
FITZGERALDS PATIO · Berwyn
Sat · Sep 26 · 7:30 PM
Jimmie Allen
North Theatre at North Shore Center for the Performing Arts · Skokie
$15-$82Sat · Sep 26 · 7:30 PM
The Generations
Nellie's Gastropub & ConcertHub · Palatine
Sat · Sep 26 · 7:30 PM
Jazz Is Dead Presents - Cortex (18+)
Vic Theatre · Chicago
$37-$50Sat · Sep 26 · 7:30 PM
Alicia Witt: Album Release - Between Heaven and Earth (and David Lynch)
SPACE · Evanston
Sat · Sep 26 · 7:30 PM
EsDeeKid - Council House Rat Tour
Aragon Ballroom · Chicago
Sat · Sep 26 · 7:30 PM
Chicago Soul Jazz Collective with LaShera Ellis
Winter's Jazz Club
↻ RecurringSat · Sep 26 · 7:30 PM
M??kel?? Conducts Sibelius & Shostakovich
Symphony Center-IL · Chicago
Sat · Sep 26 · 7:30 PM
Alicia Witt
SPACE · Evanston
↻ Recurring
Sat · Sep 26 · 8:00 PM
JEFF NEWELL'S NEW TRAD OCTET
Green Mill Cocktail Lounge
Sat · Sep 26 · 8:00 PM
AIRMW Arts Initiatives Presents: Aine Nakamura
Elastic Arts
Sat · Sep 26 · 8:00 PM
Foster The People: Good Mourning Sunshine Tour
Huntington Bank Pavilion at Northerly Island · Chicago
↻ RecurringSat · Sep 26 · 8:00 PM
The Polish Ambassador
Garcia's Chicago · Chicago
Sat · Sep 26 · 8:00 PM
Sera Cahoone, Edie McKenna
The Hideout
Sat · Sep 26 · 8:00 PM
Greenleaf, Howling Giant, Tba
Reggies Rock Club · Chicago
Sat · Sep 26 · 8:00 PM
Juanes North America Tour 2026
Rosemont Theatre · Rosemont
$35Sat · Sep 26 · 8:00 PM
Cheekface, Apes of the State
Bottom Lounge · Chicago
$40-$282Sat · Sep 26 · 8:30 PM
DELVON LAMARR ORGAN TRIO @ FITZGERALDS! Evening (2 of 2)
FITZGERALDS NIGHTCLUB · Berwyn
$16Sat · Sep 26 · 8:30 PM
Dravin and the Ravens Friendly Faces Jack Moony & The Sun Drops
Cole's Bar
Sat · Sep 26 · 9:00 PM
Gordi w/ Gracie and Rachel
Sleeping Village
Sat · Sep 26 · 9:00 PM
Jake Stirn and the Dogpack, Tim Hort & the Radio Hour, Mike Moroney
Reggies Music Joint · Chicago
$27.30Sat · Sep 26 · 9:00 PM
CHICAGO BLUES ALLSTARS
Buddy Guy's Legends
Sat · Sep 26 · 9:00 PM
Bricktown Sound
Hungry Brain
Sunday, September 27
Free↻ RecurringSun · Sep 27 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
↻ Recurring
Sun · Sep 27 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Sun · Sep 27 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
Sun · Sep 27 · 5:30 PM
DYING FETUS & SANGUISUGABOGG
House of Blues Chicago · Chicago
Sun · Sep 27 · 5:30 PM
Spider Saloff Quintet - Chet Baker: The Cool Jazz of the 50’s
Winter's Jazz Club
↻ RecurringSun · Sep 27 · 5:30 PM
Open Mic Night
aliveOne
$18Sun · Sep 27 · 5:30 PM
Mike Wheeler Blues Band/Sheryl Youngblood Blues Band
Kingston Mines - Chicago Blues Center · Chicago
Sun · Sep 27 · 7:00 PM
Cavetown with Chloe Moriondo - Running With Scissors Tour
The Salt Shed Indoors (Shed) · Chicago
Sun · Sep 27 · 7:00 PM
An Evening of Simon & Garfunkel with Phil Angotti & Tommi Zender
SPACE · Evanston
↻ RecurringSun · Sep 27 · 7:00 PM
The Polish Ambassador
Garcia's Chicago · Chicago
Sun · Sep 27 · 7:00 PM
Vader, Jungle Rot, Fleshcrawl, Trash Panda
Reggies Rock Club · Chicago
Sun · Sep 27 · 7:30 PM
Mari Froes
Thalia Hall · Chicago
Sun · Sep 27 · 7:30 PM
Bryson Tiller Presents: The Neo Trapsoul Tour
Credit Union 1 Amphitheatre · Tinley Park
Sun · Sep 27 · 7:30 PM
2026 JAY B tape: roots
Copernicus Center · Chicago
Sun · Sep 27 · 8:00 PM
Jake Manzi and Casey McDonough
The Hideout
Sun · Sep 27 · 8:00 PM
Charming Disaster, the God Awful Small Affairs, Super Secret Cult Band
Reggies Bananna's Shack · Chicago
↻ Recurring
Sun · Sep 27 · 8:00 PM
SOUL MESSAGE
Green Mill Cocktail Lounge
10Sun · Sep 27 · 8:00 PM
ifwewait. - Album Release!, Woonds, Sana All, Twila Ping
Martyrs'
Sun · Sep 27 · 8:00 PM
The Inspector Cluzo, Uncle Sexy and the Nephews
Reggies Music Joint · Chicago
↻ RecurringSun · Sep 27 · 8:00 PM
Sara Bareilles: The Good Grief Tour
The Chicago Theatre · Chicago
$33Sun · Sep 27 · 8:00 PM
Laci Kaye Booth - Love Ain't For The Faint Of Heart Tour with Harper O'Neill
Carol's Pub · Chicago
↻ Recurring
Sun · Sep 27 · 9:00 PM
Open Mic Night
My Buddy's
$16.99Sun · Sep 27 · 9:00 PM
NICHOLAS ALEXANDER
Buddy Guy's Legends
Sun · Sep 27 · 9:00 PM
Deceits w/ Computer Kill, Fantasma Negra
Sleeping Village
↻ Recurring
Sun · Sep 27 · 10:00 PM
Open Mic Night
Reed's Local
Monday, September 28
Free↻ RecurringMon · Sep 28 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
↻ RecurringMon · Sep 28 · 6:30 PM
Trivia Night
City Winery Chicago
Free↻ RecurringMon · Sep 28 · 7:00 PM
MissSpoken
Cole's Bar
↻ RecurringMon · Sep 28 · 7:00 PM
Trivia Night
Fatpour Tap Works - Wicker Park
↻ RecurringMon · Sep 28 · 8:00 PM
Sara Bareilles: The Good Grief Tour
The Chicago Theatre · Chicago
Mon · Sep 28 · 8:00 PM
Elder (17 and Over)
Avondale Music Hall · Chicago
↻ RecurringMon · Sep 28 · 8:00 PM
Open Mic Night
Riddles Comedy Club
Mon · Sep 28 · 8:00 PM
Kota the Friend
Garcia's Chicago · Chicago
$21Mon · Sep 28 · 8:00 PM
Blue Monday: Fernando Jones & My Band! w. Felton Crews and Patrick McFowler ft. 2 of Fernando's star blues students
SPACE · Evanston
