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

Venetian Veil 'Masquerade Fashion Show

 Fri, 14 Nov at 06:30 pm Carnivale Chicago USD 26 to 71

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

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

Memphis May Fire, Rain City Drive, Nevertel, If Not For Me in Chicago

 Sun, 30 Nov at 06:00 pm House of Blues Chicago

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

2026 Chicago New Years Eve Fireworks Cruise - The Midnight Kiss

 Wed, 31 Dec at 09:00 pm Chicago Elite Yacht USD 269 to 344

The Beths, Squirrel Flower, Phoebe Rings in Chicago

 Sun, 23 Nov at 08:00 pm The Salt Shed Indoors (Shed)

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

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

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 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

Tarot Tuesday

 Tue, 11 Nov at 08:30 pm Colvin House Free

FREAKY HOURS: HALLOWEEN PARTY @ PROMONTORY

 Sat, 01 Nov at 10:00 pm The Promontory USD 0 to 18

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

Pink Floyd Concert in the Dark with Award Winning Violinist and Vocalist

 Sun, 16 Nov at 07:00 pm Secret Location in Chicago USD 0 to 322

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

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

Kitchen Dwellers with Them Coulee Boys presented by Thalia Hall and Deep Cut in Chicago

 Fri, 21 Nov at 07:00 pm Thalia Hall

Kevin Nealon at The Den Theatre

 Fri, 30 Jan at 07:15 pm 1331 N Milwaukee Ave, Chicago, IL, United States, Illinois 60622

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

Dia De Los Muertos Drag Brunch

 Sat, 01 Nov at 11:00 am Kit Kat Club USD 79

House of Beats Vol. 9

 Sat, 06 Dec at 08:00 pm Epiphany Center for the Arts Free

The Holiday in Concert at Auditorium Theatre Chicago

 Sat, 20 Dec at 07:30 pm Auditorium Theatre Chicago

28th Annual Jeff Buckley Tribute Concerts: Night 2

 Mon, 17 Nov at 06:00 pm UncommonGround - Lakeview USD 71