Entertainment events in Chicago
Check out happening entertainment events all around Chicago, IL
Raekwon, Mobb Deep, Havoc in Chicago
Fri, 28 Nov at 07:30 pm
Riviera Theatre
CHICAGO NERDLESQUE: Sci-Fi, Pop Culture Burlesque Show!
Sat, 08 Nov at 10:30 pm
Stars and Garters Theater
USD 20 to 40
2026 Chicago All Access New Years Eve (NYE) Bar Crawl AE
Wed, 31 Dec at 08:00 pm
Downtown Chicago
USD 10 to 20
BACKWOODS & CUTWATER HALLOWEEN PARTY
Sat, 01 Nov at 10:00 pm
60651
USD 18 to 29
The R&B Trolley - Party Tour
Fri, 07 Nov at 08:00 pm
Chalet
USD 69 to 85
Thundercat in Chicago
Fri, 07 Nov at 08:00 pm
Byline Bank Aragon Ballroom
Silvestre y La Naranja in Chicago
Sun, 02 Nov at 07:00 pm
Beat Kitchen
CHICAGO HALLOWEEN BAR CRAWL - 10+ Bars - Nov 1st
Sat, 01 Nov at 07:00 pm
Wrigleyville
USD 19 to 35
Shovels & Rope in Chicago
Fri, 21 Nov at 08:00 pm
Garcia's Chicago
Billy Marchiafava, TuffLuckKid in Chicago
Sat, 08 Nov at 08:00 pm
Subterranean
Karaoke Thursdays with Dr. K at The Old Plank
Thu, 02 Jan
The Old Plank
Free
David Garrett in Chicago
Thu, 13 Nov at 08:00 pm
Auditorium Theatre
The Wood Brothers in Chicago
Sat, 15 Nov at 08:00 pm
Riviera Theatre
Big Gigantic in Chicago
Sat, 15 Nov at 08:00 pm
The Salt Shed Indoors (Shed)
De Dia Los Muertos Halloween Rooftop Party
Sat, 01 Nov at 09:00 pm
Selva
USD 30 to 108
Chicago Exotic Paintings BYOB Sip and Paint with Male Models
Fri, 26 Feb at 08:00 pm
5425 W Lawrence Ave
USD 22
Britney Spears Big Top Drag Brunch w/ Derrick Barry- Chicago
Sat, 08 Nov at 12:00 pm
Teatro ZinZanni (Chicago)
Tropical Halloween Studio Party 2025
Sat, 01 Nov at 08:30 pm
Latin Street Music & Dancing
AfroSocaLove : Chicago One Love Festival (Feat Maga Stories )
Sat, 06 Dec at 05:00 pm
The Venue Chicago
USD 0 to 534
SOCA IN THE CITY: "FREAK SHOW" Halloween Edition
Sat, 01 Nov at 09:00 pm
BASSLINE || 2239 - CHICAGO
USD 0 to 400
Tantra Speed Date® - Chicago! (Meet Singles Speed Dating)
Sat, 15 Nov at 05:30 pm
Moksha Yoga Center
USD 49 to 140
Festival of Wood and Barrel-Aged Beers 2025
Fri, 07 Nov at 01:00 pm
Credit Union 1 Arena
Chicago SantaCon 2025
Sat, 20 Dec at 01:00 pm
PB&J: Pizza Beer and Jukebox
USD 0 to 31
Grizzly Bear in Chicago
Sat, 08 Nov at 08:00 pm
The Salt Shed Indoors (Shed)
Yelawolf, J. Michael Phillips, J.T. Loux in Chicago
Sun, 23 Nov at 07:00 pm
House of Blues Chicago
KPOP RAVE Chicago
Sat, 08 Nov at 07:00 pm
Electric Hotel
USD 12 to 27
Born Of Osiris, The Browning, VCTMS in Chicago
Sun, 09 Nov at 06:30 pm
Bottom Lounge
Afrobeats Saturdayz: Halloween costume party (Up to $1000 in prizes)
Sat, 01 Nov at 10:00 pm
Masada
Chicago Thanksgiving Parade 2025
Thu, 27 Nov at 08:00 am
East Ida B. Wells Drive
GASHI in Chicago
Sat, 08 Nov at 06:00 pm
The Promontory
Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier
Sat, 06 Dec at 05:00 pm
Old Crow Smokehouse - Wrigleyville
Haunted Rooftop Party
Fri, 31 Oct at 11:00 am
The Riu Rooftop Chicago
Free
X CLUB., HOTPRETTY in Chicago
Sat, 08 Nov at 10:00 pm
Smoke & Mirrors
Shovels & Rope in Chicago
Sat, 22 Nov at 08:00 pm
Garcia's Chicago
Howl at the Moon Chicago's Halloween Party November 1st
Sat, 01 Nov at 05:00 pm
Howl at the Moon Chicago
Free
The New Mastersounds
Sat, 15 Nov at 07:00 pm
Garcia's Chicago
Grizzly Bear in Chicago
Sun, 09 Nov at 08:00 pm
The Salt Shed Indoors (Shed)
The Haunt, HIMALAYAS in Chicago
Sun, 09 Nov at 08:30 pm
Reggie's Rock Club
The Wood Brothers
Sat, 15 Nov at 08:00 pm
The Riviera Theatre
The R&B Trolley - Party Tour
Fri, 14 Nov at 08:00 pm
Chalet
USD 69 to 85
Black Social Dance: Virtual and Emphatically Live!
Thu, 06 Nov at 06:00 pm
Abbott Hall
Free
Acid Bath, High On Fire, Weedeater in Chicago
Fri, 12 Dec at 08:00 pm
The Salt Shed Indoors (Shed)
SMOKUS POCUS: Chicago, IL
Fri, 12 Dec at 08:00 pm
The Edge Theater
USD 42 to 67
Boris in Chicago
Sun, 09 Nov at 07:00 pm
Metro Chicago
Franky Rizardo in Chicago
Sat, 15 Nov at 10:00 pm
SERUM @ PRYSM
Sal Vulcano at Chicago Theatre
Fri, 14 Nov
Chicago Theatre
Venetian Veil 'Masquerade Fashion Show
Fri, 14 Nov at 06:30 pm
Carnivale Chicago
USD 26 to 71
Sweet Treats Sweet Cause: Cake Painting Party
Sun, 09 Nov at 01:00 pm
2020 W North Ave
USD 0 to 50
Film Screening: From That Small Island
Tue, 04 Nov at 07:00 pm
Logan Center for the Arts
Free
How to Train Your Dragon in Concert
Fri, 28 Nov at 07:30 pm
220 S Michigan Ave, Chicago, IL, United States, Illinois 60604
New Year's Eve Party 2026 at Congress Plaza Hotel
Wed, 31 Dec at 09:00 pm
The Congress Plaza Hotel & Convention Center
USD 115 to 3,360
3RD ANNUAL FREEDOM CONCERT
Sun, 02 Nov at 01:00 pm
Willye B. White Park
Free
ThxSoMch, re6ce in Chicago
Wed, 05 Nov at 08:30 pm
Reggie's Rock Club
Chicago Beefsteak 2026 [Two Nights]
Fri, 23 Jan at 07:00 pm
DANK Haus German Cultural Center
USD 258
Corridos, Mexican House, New Reggaeton Party (DIA de MUERTOS Edition)
Sat, 01 Nov at 09:00 pm
Simone's
Free
SABAI, Au5, BOTCASH in Chicago
Fri, 14 Nov at 10:00 pm
Outset
HIMALAYAS in Chicago
Sun, 09 Nov at 06:00 pm
Reggies Rock Club
Holiday Gift Party at Oliva Gallery
Fri, 19 Dec at 05:00 pm
Oliva Gallery
Free
Dia De Los Muertos Drag Brunch
Sat, 01 Nov at 11:00 am
Kit Kat Club
USD 79
2026 Chicago New Years Eve Fireworks Cruise - The Midnight Kiss
Wed, 31 Dec at 09:00 pm
Chicago Elite Yacht
USD 269 to 344
Fit For A King, Make Them Suffer, Spite in Chicago
Fri, 14 Nov at 07:00 pm
Riviera Theatre
Duke Dumont in Chicago
Sat, 29 Nov at 10:00 pm
Radius
The Crotty Group Presents: Wicked 2 Private Screening
Fri, 21 Nov at 06:30 pm
AMC NEWCITY 14
Free
Sammy Virji, Sam Alfred in Chicago
Fri, 14 Nov at 10:00 pm
Radius
Bingo Loco: The Ultimate Bingo Party
Fri, 07 Nov at 07:30 pm
Recess
USD 35
Chicago Halloween Bar Crawl 2025 | Saturday, November 1st
Sat, 01 Nov at 07:30 pm
Joy District
USD 18 to 39
2025 Chicago Skechers Hot Chocolate Run
Sun, 02 Nov at 07:00 am
301 S Columbus Dr, Chicago, IL 60604, United States
Kitchen Dwellers presented by Thalia Hall and Deep Cut - TWO DAY PASS in Chicago
Sat, 22 Nov at 07:00 pm
Thalia Hall
bar italia in Chicago
Fri, 14 Nov at 08:00 pm
Thalia Hall
MGZAVREBI - folk Georgian band is coming to Chicago
Thu, 11 Dec at 07:00 pm
Logan Square Auditorium
The Beths, Squirrel Flower, Phoebe Rings in Chicago
Sun, 23 Nov at 08:00 pm
The Salt Shed Indoors (Shed)
The Frights, Remo Drive in Chicago
Sat, 08 Nov at 08:00 pm
Bottom Lounge
Country Legends Tour comes to Chicago
Fri, 16 Jan at 06:00 pm
Chicago
Bridgerton Ball
Sat, 10 Jan at 08:00 pm
Ballroom Dance Chicago
USD 100
FREAKY HOURS: HALLOWEEN PARTY @ PROMONTORY
Sat, 01 Nov at 10:00 pm
The Promontory
USD 0 to 18
All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II
Wed, 31 Dec at 09:45 pm
Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below)
USD 113 to 217
FIRST FRIDAYS FAREWELL TO THE PROMONTORY
Fri, 07 Nov at 09:30 pm
The Promontory
Free
Robert Plant's Saving Grace feat. Suzi Dian: Roar in the Fall
Thu, 13 Nov at 07:30 pm
4544 N. Lincoln Ave., Chicago, IL, United States, Illinois 60625
New Year's Eve Party 2026 at The 101 Chicago | City Lights & Fireworks
Wed, 31 Dec at 09:00 pm
The 101 Chicago | 19th Floor Registration
USD 113 to 3,308
Tarot Tuesday
Tue, 11 Nov at 08:30 pm
Colvin House
Free
Chicago, IL | 2025 SF9 LIVE FANTASY #5 LOVE DAWN IN EUROPE & USA
Sun, 16 Nov at 07:00 pm
Concord Music Hall
Rob49 in Chicago
Thu, 13 Nov at 07:00 pm
Outset
Best In Grass Illinois 2025
Wed, 10 Dec at 07:30 pm
Park West
Chicago Official Ugly Sweater Bar Crawl
Sat, 20 Dec at 01:00 pm
PB&J: Pizza Beer and Jukebox
USD 0 to 31
Kevin Bridges - Comedian
Sat, 08 Nov at 06:00 pm
Riviera Theatre - IL
Twas The Week Before Christmas in Chicago
Fri, 05 Dec at 07:00 pm
Irish American Heritage Center
USD 25
Hot Mulligan, Drug Church, Arm's Length, Anxious in Chicago
Thu, 04 Dec at 07:00 pm
The Salt Shed Indoors (Shed)
Club Drac: Presented by Experience 868 Events
Fri, 31 Oct at 10:00 pm
868 N Franklin St
USD 29 to 518
One Funny Rican with Alex Ortiz
Sun, 16 Nov at 07:30 pm
Joe's Bar on Weed St.
USD 20 to 100
The Nasty Show: Tiny Thickemz
Fri, 31 Oct at 06:00 pm
The Laugh Factory - Chicago
Kitchen Dwellers with Them Coulee Boys presented by Thalia Hall and Deep Cut in Chicago
Fri, 21 Nov at 07:00 pm
Thalia Hall
Leif Vollebekk in Chicago
Mon, 03 Nov at 08:00 pm
Thalia Hall
[NEW DATE!] JHOOM: A Joyful Movement Mehfil ft. Harini Nilakantan
Sun, 02 Nov at 02:00 pm
Chicago Athletic Association, White City Ballroom
Free
Chromeo in Chicago
Thu, 20 Nov at 08:00 pm
Thalia Hall
Brunch Like A Dive at The Piggery
Sun, 07 Dec at 12:00 pm
The Piggery
USD 25
House of Beats Vol. 9
Sat, 06 Dec at 08:00 pm
Epiphany Center for the Arts
Free
2025 Carlson Trivia Night
Sat, 15 Nov at 07:00 pm
Irving Park Lutheran Church Gym
USD 0 to 339
The Holiday in Concert at Auditorium Theatre Chicago
Sat, 20 Dec at 07:30 pm
Auditorium Theatre Chicago
Kevin Nealon at The Den Theatre
Fri, 30 Jan at 07:15 pm
1331 N Milwaukee Ave, Chicago, IL, United States, Illinois 60622
28th Annual Jeff Buckley Tribute Concerts: Night 2
Mon, 17 Nov at 06:00 pm
UncommonGround - Lakeview
USD 71
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Events in Chicago
Entertainment events in Chicago