Things to do in Chicago
2.2k+ things to do in Chicago this month
Category
Area
3,414 eventsAll venues in Chicago
Tickets: $7Fri · Oct 16 · 9:30 PM
SunFallen
SunFallen
Carol's Pub · Chicago
Sat · Oct 17 · 6:00 PM
Judah & The Lion
Judah & The Lion +2
Park West · Chicago
Fri · Oct 16
Andrew Pond NO SMALL MURDERS
Author: Andrew Pond
Middles Used Books
Thu · Oct 22 · 7:00 PM
Sylvan Esso - Ow ∞ Tour
Sylvan Esso +1
Vic Theatre · Chicago
Fri · Oct 16 · 10:00 PM
In The Groove
Boy Alberto
Replay Lakeview
$9.30Sun · Oct 25 · 7:30 PM
Dead Pink Radio LIVE!
Dead Pink Radio
Q Bar · Darien
Fri · Oct 16 · 7:00 PM
HEY, NOTHING – THE HOUND TOUR
HEY, NOTHING +1
Park West · Chicago
Sun · Oct 18 · 5:30 PM
Jon LampleyWith opening act Dylan ChambersDoors 5:30PM 7:00PM
Jon Lampley
Garcia's · Chicago
$31Fri · Oct 16 · 7:00 PM
Medium Build: The King of Having Fun on Tour
Medium Build: The King of Having Fun on Tour +2
Metro · Chicago
Sat · Oct 17 · 11:00 PM
Omega Moos Jamie Shields of The New Deal with Brendan Bayliss, Ryan Stasik, and Scotty Zwang of Umphrey’s McGee 11:00PM 11:30PM
Omega Moos +4
Garcia's · Chicago
Wed · Oct 21 · 6:30 PM
SUSTOSolo showDoors 6:30PM 8:00PM
Susto +1
Garcia's · Chicago
Sat · Oct 17 · 6:00 PM
Judah & The Lion
Judah & The Lion +2
Vic Theatre · Chicago
Sat · Oct 17 · 9:00 PM
Joe Wortell
Joe Wortell
Broken Hearts · Chicago
Sun · Oct 18 · 6:30 PM
Rapsody
Rapsody
Riviera Theatre- IL · Chicago
Tue · Oct 27 · 6:30 PM
The Empty Pockets 6:30PM 8:00PM
The Empty Pockets
Garcia's · Chicago
Sun · Oct 18 · 6:30 PM
The Toxhards
The Toxhards
Riviera Theatre- IL · Chicago
Sat · Oct 17 · 6:00 PM
Judah & The Lion
Judah & The Lion +2
Riviera Theatre- IL · Chicago
$45Sun · Oct 18 · 7:00 PM
Digable Planets – Blowout Comb 30th Anniversary Tour
Digable Planets – Blowout Comb 30th Anniversary Tour +1
Metro · Chicago
FreeWed · Oct 21 · 12:00 AM
The Office Trivia Night
Heroes West · Lemont
$3-$9Mon · Oct 19 · 2:00 PM
All Day Happy Hour Mondays
Replay Lakeview
Mon · Oct 19 · 7:00 PM
Disney Descendants, Zombies, & Camp Rock
Malachi Barton +7
United Center · Chicago
Sun · Oct 25 · 5:30 PM
Cris Jacobs Tribute to the legendary Pirate's Ball 5:30PM 7:00PM
Cris Jacobs
Garcia's · Chicago
Sun · Oct 25 · 7:00 PM
Demi Clara Band
Demi Clara Band
Broken Hearts · Chicago
Thu · Oct 15 · 6:30 PM
Daði Freyr
Daði Freyr +1
Park West · Chicago
$10Sat · Oct 17 · 9:30 PM
Bourbon N Brass Speakeasy Live Jazz With Donny Demarco Tune Town 4
DONNY DeMARCO & TUNE TOWN
The Des Plaines Theatre · Des Plaines
Free↻ RecurringTue · Oct 20 · 11:00 PM
Bingo Tuesdays at Heroes West Lemont
Heroes West · Lemont
Wed · Oct 21 · 6:30 PM
DJ Shadow Celebrates 30 Years of Endtroducing
DJ Shadow +1
Vic Theatre · Chicago
Fri · Oct 23 · 6:30 PM
Patrick Droney
Patrick Droney +1
Vic Theatre · Chicago
Mon · Oct 19 · 6:30 PM
Eggy: The Final Tour (of 2026) – A Special Acoustic PerformanceDoors 6:30PM 8:00PM
Eggy: The Final Tour (of 2026) - A Special Acoustic Performance +5
Garcia's · Chicago
FreeThu · Oct 22 · 7:00 PM
Spooky Coochie Cabaret
Egypt Bfree +6
Dorothy · Chicago
Fri · Oct 16 · 6:30 PM
Grateful String Band Bluegrass Grateful Dead 6:30PM 8:00PM
Grateful String Band
Garcia's · Chicago
Sun · Oct 18 · 1:00 PM
Good Hang with Amy Poehler Live
Good Hang with Amy Poehler Live +1
Park West · Chicago
Thu · Oct 15 · 7:30 PM
Robert Plant with Saving Grace and Suzi Dian with special guest Rosie Flores
Robert Plant +3
Vic Theatre · Chicago
↻ RecurringSat · Oct 17 · 11:30 AM
LENNY PEARCE
LENNY PEARCE
Park West · Chicago
FreeTue · Oct 20 · 6:00 PM
Social Sessions in the Lounge: Music by Olya Prohorova & Guest
Olya Prohorova
Hey Nonny · Arlington Heights
$45.00Wed · Oct 21 · 6:00 PM
Ghouls Night Out Paint & Sip
Timothy O'Toole's Pub Chicago
Thu · Oct 15 · 6:30 PM
Carbon LeafDoors 6:30PM 8:00PM
Carbon Leaf
Garcia's · Chicago
$45.6Fri · Oct 16 · 7:30 PM
Bob Schneider with Chris Trapper
Bob Schneider +1
City Winery Chicago
$15Thu · Oct 22 · 7:00 PM
Second Shot Doll Apartments We Hate Rowan Gina Marï
Second Shot +3
Cobra Lounge · Chicago
Fri · Oct 16 · 6:30 PM
Grateful String BandBluegrass Grateful DeadDoors 6:30PM 8:00PM
Grateful String Band
Garcia's · Chicago
$20Sat · Oct 17 · 7:00 PM
Arcwelder Deep Tunnel Project New Age Healers
Arcwelder +2
Cobra Lounge · Chicago
Sat · Oct 17 · 7:00 PM
Harry Hmura Duo
Harry Hmura Duo
Ed n Joe's Restaurant & Pizzeria · Tinley Park
$23↻ RecurringSat · Oct 17 · 7:00 PM
TBD/TBD
Kingston Mines - Chicago Blues Center · Chicago
Free↻ RecurringWed · Oct 21
The Feud Trivia – FREE PIZZA 🍕
The Brazen Head · Crestwood
Fri · Oct 16 · 6:00 PM
Mike D 5D
Mike D 5D +1
Riviera Theatre- IL · Chicago
$19.50Fri · Oct 16 · 10:00 PM
NOTD
Notd +2
Concord Music Hall · Chicago
Thu · Oct 22 · 7:00 PM
Open Books & Laugh: A Standup Comedy Show for Literacy
Open Books · West Loop
$102↻ RecurringSun · Oct 18 · 8:30 PM
Chris Botti
Chris Botti
City Winery Chicago
Starts at…Fri · Oct 23 · 7:00 PM
Ian Bagg
Ian Bagg
Chicago Improv · Schaumburg
Thu · Oct 15 · 7:30 PM
Kenny Wayne Shepherd Band Ledbetter Heights 30Th Anniversary Tour
Kenny Wayne Shepherd Band
The Des Plaines Theatre · Des Plaines
$15Sun · Oct 18 · 6:00 PM
Antillion Lucky Girl Syndrome Solemn Grey
Antillion +2
Cobra Lounge · Chicago
$5Tue · Oct 20 · 8:00 PM
Two Step Tuesdays: 3rd Tuesday with Wild Earp
Wild Earp
Broken Hearts · Chicago
Sun · Oct 18 · 2:00 PM
celebrations with zach good
zach good +2
Athenaeum Center for Thought & Culture · Chicago
Free↻ RecurringFri · Oct 23
Karaoke Friday
C Real
The Brazen Head · Crestwood
Free↻ RecurringTue · Oct 27 · 11:00 PM
Bingo Tuesdays at Heroes West Lemont
Heroes West · Lemont
Sat · Oct 17 · 11:00 PM
Omega MoosJamie Shields of The New Deal with Brendan Bayliss, Ryan Stasik, and Scotty Zwang of Umphrey’s McGeeDoors 11:00PM 11:30PM
Omega Moos +4
Garcia's · Chicago
$35Thu · Oct 22 · 6:30 PM
Whitney
Whitney
Metro · Chicago
32.77Thu · Oct 15 · 7:30 PM
Stanley Simmons
Stanley Simmons +1
Chop Shop · Chicago
Tickets: $10…Thu · Oct 29 · 8:00 PM
Iris Marlowe
Iris Marlowe
Carol's Pub · Chicago
Fri · Oct 16 · 9:00 PM
Rosedale Ramblin' Band
Rosedale Ramblin' Band
Broken Hearts · Chicago
FreeWed · Oct 28 · 7:30 PM
Schtick
Schtick +8
Lincoln Hall · Chicago
Starts at…Sun · Oct 18 · 6:00 PM
La Mole (En Español)
La Mole (En Español) +1
Chicago Improv · Schaumburg
$25Fri · Oct 30 · 8:00 PM
Proyecto Sur Live 🎸🎶
Proyecto Sur
Sabor A Café Niles - Steakhouse & Live Music Venue · Niles
FreeSat · Oct 31 · 12:30 AM
ALTraWAVE Performs LIVE at Heroes West Lemont
ALTRaWAVE
Heroes West · Lemont
Thu · Oct 15 · 7:00 PM
Blake Whiten: Something to Say Tour
Blake Whiten
Joe's on Weed St. · Chicago
$7.18-$225.93Thu · Oct 22 · 7:00 PM
SPECIAL EVENT: Open Books and Laugh: Stand Up For Literacy!
Laugh Factory Chicago
$5 - $6Thu · Oct 22 · 7:30 PM
Bourbon N Brass Speakeasy Live Blues With The Downtown Charlie Brown Band 7
the DOWNTOWN CHARLIE BROWN BAND
The Des Plaines Theatre · Des Plaines
$26.00Thu · Oct 22 · 7:30 PM
Gary Thomas: Sinatra '56-Songs for Swingin’ Lovers
Gary Thomas
Hey Nonny · Arlington Heights
Starts at…Thu · Oct 29 · 7:00 PM
Keith Pedro
Keith Pedro
Chicago Improv · Schaumburg
$25Sat · Oct 17 · 6:30 PM
Keya Sansguiri Memorial Fund Presents: Kauto Charity Benefit Concert with Special Guest Deej
Keya Sansguiri Memorial Fund Presents: Kauto Charity Benefit Concert +1
Q Bar · Darien
FreeFri · Oct 16 · 10:00 PM
Sapphic Serenade: Friday Night Feelings
Host: E
Dorothy · Chicago
$20Wed · Oct 21 · 6:30 PM
The Rat Utopia Experiment Broken Demeanor
The Rat Utopia Experiment +1
Cobra Lounge · Chicago
Thu · Oct 22 · 6:30 PM
WHITNEY
Whitney +1
Park West · Chicago
$23.18-$23.18Fri · Oct 30 · 11:30 PM
Rocket Force Comedy
Shane Anthony +5
Laugh Factory Chicago
Free↻ RecurringWed · Oct 28 · 6:00 PM
Wednesday Bingo Night
Q Bar · Darien
Thu · Oct 15 · 5:30 PM
Numbers on the Board Podcast
Numbers on the Board Podcast +4
Riviera Theatre- IL · Chicago
↻ RecurringSun · Oct 18 · 11:30 AM
Lenny Pearce
Lenny Pearce
Park West · Chicago
$25Sat · Oct 24 · 10:00 PM
Edward Carpio y Su Clave Maestra Live 🔥
Edward Carpio y Su Clave Maestra
Sabor A Café Niles - Steakhouse & Live Music Venue · Niles
Fri · Oct 16 · 6:00 PM
Mike D 5D
Mike D 5D +1
Park West · Chicago
19-24Fri · Oct 16 · 6:30 PM
La Cantera
La Cantera +1
The California Clipper · Chicago
Sat · Oct 24 · 6:30 PM
Oh He Dead With opening act Akili Ni Mali 6:30PM 8:00PM
Oh He Dead +1
Garcia's · Chicago
$20Sat · Oct 17 · 6:00 PM
Mudtomb Protrusion Firmly Grasped Durt Nap
Mudtomb +3
Cobra Lounge · Chicago
Wed · Oct 21 · 7:00 PM
Chinchilla
Chinchilla +1
Park West · Chicago
FreeFri · Oct 23 · 12:30 AM
Eleven & BiPolar Bear
Eleven +1
Heroes West · Lemont
General…Sat · Oct 24 · 7:00 PM
jimmy pre-release screening
Athenaeum Center for Thought & Culture · Chicago
FreeMon · Oct 26 · 7:00 PM
Sapphic Serenade: Dorothy's Karaoke Night hosted by E.
Host: E
Dorothy · Chicago
$10Sat · Oct 24 · 9:00 PM
Dorothy Pop! x Strapped!
Memoirs +4
Dorothy · Chicago
Thu · Oct 22 · 3:30 PM
Workshop: From Research to Real World Impact: IP & Commercialization Strategies.
DePaul University · Chicago
$25Fri · Nov 6 · 8:00 PM
Día de los Muertos at Sabor A Café: Luisa María Live in Concert 🕯️🌺
Luisa María
Sabor A Café Niles - Steakhouse & Live Music Venue · Niles
Thu · Oct 15 · 7:30 PM
Robert Plant with Saving Grace and Suzi Dian with special guest Rosie Flores
Robert Plant with Saving Grace and Suzi Dian with special guest Rosie Flores +4
Park West · Chicago
Fri · Oct 16 · 6:30 PM
Off Book: Tour de Force (A Force of Tour)
Off Book: Tour de Force (A Force of Tour) +2
Park West · Chicago
Tickets: $6Fri · Oct 23 · 9:30 PM
The Messengers
The Messengers
Carol's Pub · Chicago
Fri · Oct 16 · 8:00 PM
Taylor Dayne
Taylor Dayne
The Des Plaines Theatre · Des Plaines
Fri · Oct 16 · 10:00 AM
Girls Just Wanna Have Brunch - Nashville 🎤
Hampton Social River North · Chicago
$20.00Sat · Oct 17 · 9:00 PM
Dave Tamkin & Co. w/ Jacky Dustin(Late Show)
Dave Tamkin & Co +1
Hey Nonny · Arlington Heights
Starts at…Thu · Oct 15 · 7:00 PM
Damitas Histeria (En Español)
Damitas Histeria (En Español) +2
Chicago Improv · Schaumburg
$28.27Sun · Oct 25 · 8:00 PM
Nate Mercereau presents Fantastic Thoughts with Carlos Niño & Austin Williamson
Nate Mercereau +3
Three Top Lounge · Chicago
$18.34Sun · Oct 18 · 7:30 PM
BrioChe Duo: Colors of the Violin Sonata
BrioChe Duo
The CheckOut · Chicago
$50.00Sat · Oct 24 · 12:00 PM
Timmy's Tailgate for a Cause
Timothy O'Toole's Pub Chicago
$10 - $15Sun · Oct 25 · 7:00 PM
Spooky & Gay: a queer horror storytelling cabaret!
Bruce Ryan Costella
Dorothy · Chicago
Events in Chicago, IL
Concerts, comedy, theater, author readings and community happenings, collected straight from local venue calendars and updated daily. Chicago has the deepest improv and blues benches in the country — Second City and iO, Kingston Mines and Buddy Guy's Legends — plus Lincoln Hall, Thalia Hall, the Lyric and the CSO.