Things to do in Chicago, IL
Music, Comedy, Theater, Nightlife, Parks & Outdoors Clear
Area
2,168 events · Music, Comedy, Theater, Nightlife, Parks & Outdoors
Sunday, September 27
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
20Sun · Sep 27
1st Set With Russ Phillips Quartet
Andy's Jazz Club
20↻ RecurringSun · Sep 27
Late Night Concert Series w/Sunday Soul
Andy's Jazz Club
20Sun · Sep 27
2nd Set With Russ Phillips Quartet
Andy's Jazz Club
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
20Mon · Sep 28
1st Set With The Shout Section Big Band
Andy's Jazz Club
Mon · Sep 28
Diego Hedez & Marion Mallard Quartet
Jazz Showcase
20Mon · Sep 28
2nd Set With The Shout Section Big Band
Andy's Jazz Club
Mon · Sep 28
Super Six
Zanies Comedy Club Chicago
↻ Recurring
Mon · Sep 28
JOEL PATERSON & FRIENDS
Green Mill Cocktail Lounge
Tuesday, September 29
Free↻ RecurringTue · Sep 29 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
Tue · Sep 29 · 6:00 PM
MICO - Running From A Feeling Tour
House of Blues Chicago · Chicago
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Sheffield's Wine & Beer Garden
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Timothy O'Toole's Pub Chicago
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Butch McGuire's
↻ Recurring
Tue · Sep 29 · 7:00 PM
Trivia Night
Jake Melnick's Corner Tap
↻ Recurring
Tue · Sep 29 · 7:00 PM
Open Mic / Blues Jam
Gallery Cabaret
↻ RecurringTue · Sep 29 · 7:00 PM
Trivia Night
Roscoe Village Pub
↻ Recurring
Tue · Sep 29 · 7:00 PM
Trivia Night
Punch Bowl Social Chicago
$15.77Tue · Sep 29 · 7:30 PM
Ruth Theodore Damsel. Sgt. Starling
Cole's Bar
Tue · Sep 29 · 7:30 PM
Vinto Van Go Album Release W/ the Cynz
Reggies Music Joint · Chicago
↻ RecurringTue · Sep 29 · 7:30 PM
Open Mic Comedy
Harrigan's
Tue · Sep 29 · 7:30 PM
Mon Rovîa - Bloodline Tour
The Salt Shed Indoors (Shed) · Chicago
Tue · Sep 29 · 7:30 PM
Sunny War
SPACE · Evanston
Tue · Sep 29 · 8:00 PM
Lambchop
Old Town School of Folk Music
$35-$486Tue · Sep 29 · 8:00 PM
ARLO PARKS - DESIRE TOUR with Baird
Thalia Hall · Chicago
↻ RecurringTue · Sep 29 · 8:00 PM
Open Mic Night
Emerald Isle
↻ RecurringTue · Sep 29 · 8:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
Tue · Sep 29 · 8:00 PM
VIDEOHEAD VIDEO: 9 to 5 & Elvira Mistress of the Dark on the Patio
Sleeping Village
Tue · Sep 29 · 8:00 PM
Iguana Death Cult
Beat Kitchen · Chicago
Tue · Sep 29 · 8:00 PM
Johnny Blue Skies & the Dark Clouds - Mutiny for the Masses 2026 Tour
United Center · Chicago
Tue · Sep 29 · 8:00 PM
Torn Light Presents - Simon Joyner, David Nance
The Hideout
Tue · Sep 29 · 8:00 PM
Lambrini Girls (18 and Over)
Vic Theatre · Chicago
↻ Recurring
Tue · Sep 29 · 8:00 PM
CHICAGO CELLAR BOYS
Green Mill Cocktail Lounge
Tue · Sep 29 · 8:00 PM
Arlo Parks (17 and Over)
Thalia Hall · Chicago
↻ RecurringTue · Sep 29 · 9:00 PM
Open Mic Night
Cubby Bear · Chicago
↻ RecurringTue · Sep 29 · 9:00 PM
Open Mic Night
Vaughan's Pub
↻ RecurringTue · Sep 29 · 9:00 PM
Open Mic Night
Laugh Factory Chicago
↻ Recurring
Tue · Sep 29 · 10:00 PM
Open Mic Night
Subterranean · Chicago
20↻ RecurringTue · Sep 29
1st Set With Tenor Time
Andy's Jazz Club
Tue · Sep 29
Dave Herrero Feat. Pete Galanis special guest Adam Hernacki
Rosa's Lounge
20↻ RecurringTue · Sep 29
2nd Set With Tenor Time
Andy's Jazz Club
↻ RecurringTue · Sep 29
Steve Schneck Quartet
Jazz Showcase
Wednesday, September 30
Wed · Sep 30 · 7:00 AM
Ballaké Sissoko and Piers Faccini Minyo Crusaders
Old Town School of Folk Music
Free↻ RecurringWed · Sep 30 · 8:30 AM
Movie - Indiana Dunes: Nature's Masterpiece - Visitor Center
Indiana Dunes National Park
↻ Recurring
Wed · Sep 30 · 10:00 AM
The Oracle of Evergreen: A BLACK PLANT IT EXHIBITION 2026
Garfield Park Conservatory Alliance
↻ Recurring
Wed · Sep 30 · 10:00 AM
Soul of the Stone
Garfield Park Conservatory Alliance
Free↻ Recurring
Wed · Sep 30 · 1:00 PM
Daily Ranger Guided Tours
Pullman National Historical Park
Wed · Sep 30 · 6:00 PM
The Linda Lindas
House of Blues Chicago · Chicago
Wed · Sep 30 · 6:00 PM
Knocked Loose & Denzel Curry
The Salt Shed Outdoors (Fairgrounds) · Chicago
Wed · Sep 30 · 6:30 PM
Patricia Barber
Winter's Jazz Club
Wed · Sep 30 · 7:00 PM
Humboldt Jungle Pop-up [early ]
The Hideout
↻ Recurring
Wed · Sep 30 · 7:00 PM
Geeks Who Drink Trivia
Fado Irish Pub
Wed · Sep 30 · 7:00 PM
Healing Roots: Medicinal Plants and Ancestral Memory | Raices que Sanan: Plantas Medicinales y Memoria Ancestral
Garfield Park Conservatory Alliance
Wed · Sep 30 · 7:00 PM
Steve Lacy: Oh yeah? Tour
Aragon Ballroom · Chicago
Wed · Sep 30 · 7:15 PM
Chaunté Wayans
The Den Theatre
↻ Recurring
Wed · Sep 30 · 7:30 PM
Whimsy Wednesday
Garfield Park Conservatory Alliance
$27Wed · Sep 30 · 7:30 PM
Ella Boh - Blurry Tour w. Psylosia
SPACE · Evanston
Wed · Sep 30 · 7:30 PM
40 Fingers
George Van Dusen Theatre at North Shore Center · Skokie
Wed · Sep 30 · 7:30 PM
Lionel Richie and Earth, Wind & Fire - Sing a Song All Night Long
United Center · Chicago
↻ RecurringWed · Sep 30 · 7:30 PM
Geeks Who Drink Trivia
Commonwealth Tavern
↻ RecurringWed · Sep 30 · 8:00 PM
Geeks Who Drink Trivia
Dante's Tavern
↻ Recurring
Wed · Sep 30 · 8:00 PM
Karaoke Night
Sidekick's Entertainment Lounge
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
George Street Pub
Wed · Sep 30 · 8:00 PM
Dr. Goldfoot & the Bikini MacHine, Saffron Menace, Bog Bawdy
Reggies Music Joint · Chicago
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
Burwood Tap
Wed · Sep 30 · 8:00 PM
Metro Presents… Olof Dreijer (Live)
Sleeping Village
↻ RecurringWed · Sep 30 · 8:00 PM
Comedy Open Mic
Cole's Bar
Wed · Sep 30 · 8:00 PM
Drag Talk, Zoon
Reggies Rock Club · Chicago
↻ RecurringWed · Sep 30 · 8:00 PM
Trivia Night
Carol's Pub · Chicago
↻ RecurringWed · Sep 30 · 8:00 PM
Karaoke Night
Rabbit Hole Wrigley
↻ RecurringWed · Sep 30 · 8:00 PM
Ben Harper & The Innocent Criminals
Garcia's Chicago · Chicago
Wed · Sep 30 · 8:00 PM
Bayonne
Lincoln Hall · Chicago
↻ Recurring
Wed · Sep 30 · 8:00 PM
ALFONSO PONTICELLI
Green Mill Cocktail Lounge
Wed · Sep 30 · 9:00 PM
Beisel Jesalva Wagster Zerang
Hungry Brain
$16.99↻ RecurringWed · Sep 30 · 9:00 PM
JIMMY BURNS – Host The Jam
Buddy Guy's Legends
↻ RecurringWed · Sep 30 · 9:00 PM
Karaoke Wednesdays
Replay Lakeview
Wed · Sep 30 · 9:15 PM
Humboldt Jungle Pop-up [late ]
The Hideout
Wed · Sep 30
Sheryl Youngblood Band’s All-Music Jam Night
Rosa's Lounge
10Wed · Sep 30
Late Night Concert Series w/Kevin Nabors Jr.
Andy's Jazz Club
↻ RecurringWed · Sep 30
Sabertooth Organ Quartet
Jazz Showcase