Entertainment events in Chicago

Check out happening entertainment events all around Chicago, IL

Samay Raina "Still Alive" - Chicago - 27th Feb, 2026

 Fri, 27 Feb at 07:30 pm Copernicus Center USD 55 to 110

Chicago's BYOB Party Bus Holiday Light's Tour 'Tis The Season

 Sat, 29 Nov Headquarters Beercade USD 60 to 85

Ornament Painting at Café Con Leche

 Thu, 11 Dec at 06:00 pm Cafe Con Leche USD 45

Brunch Like A Diva at The Piggery

 Sun, 07 Dec at 12:00 pm The Piggery USD 25

CHICAGO'S HAAYE SARDI BOLLYWOOD PARTY@LORE NIGHTCLUB

 Sat, 13 Dec at 10:00 pm Lore Chicago USD 20 to 180

🎄 The Elfed Up Christmas Crawl 🎅🏻

 Sat, 20 Dec at 02:00 pm 60610 USD 10 to 20

CHICAGO BOLLYWOOD NYE 2026 @SEVEN NIGHTCLUB

 Wed, 31 Dec at 10:00 pm Seven Nightclub Chicago USD 30 to 270

2026 Chicago All Access New Years Eve (NYE) Bar Crawl AE

 Wed, 31 Dec at 08:00 pm Downtown Chicago USD 10 to 20

Chicago's Byob Party Bus Holiday Lights Tour 'Tis The Season | Navy Pier

 Sat, 06 Dec Santa's Workshop at Old Crow Smokehouse USD 75 to 105

AfroSocaLove : Chicago One Love Festival (Feat Maga Stories )

 Sat, 06 Dec at 05:00 pm The Venue Chicago USD 0 to 534

Chicago SantaCon 2025

 Sat, 20 Dec at 01:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

Feliz Año Nuevo! Café Con Leche NYE Party

 Wed, 31 Dec at 10:00 pm Cafe Con Leche Free

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

Cumbia Catedral 3 - Cumbia Festival

 Sat, 06 Dec at 07:30 pm Epiphany Center for the Arts

THE DOSE: A Psychedelic Comedy Show

 Sat, 20 Dec at 08:00 pm The Lincoln Lodge USD 24

The Official Christmas Bar Crawl - Chicago

 Sat, 20 Dec at 04:00 pm SPIN USD 7 to 35

Christmas in Chicago Concert

 Sat, 13 Dec at 02:30 pm The Moody Church Free

SMOKUS POCUS: Chicago, IL

 Fri, 12 Dec at 08:00 pm The Edge Theater USD 42 to 67

The Holiday in Concert at Auditorium Theatre Chicago

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

Tantra Speed Date® - Chicago! (Meet Singles Speed Dating)

 Sat, 06 Dec at 05:30 pm Moksha Yoga Center USD 49 to 140

Billie Marten, Núria Graham in Chicago

 Sat, 13 Dec at 08:00 pm Thalia Hall

Local Area Network World Premiere - Chicago! Sat., 12/13/25 @ 7pm

 Sat, 13 Dec at 07:00 pm The Lake Street Screening Room - Chicago USD 10

Art Show & Sip

 Sat, 06 Dec at 07:00 pm AnySquared Projects & Studio Free

Chicago Beefsteak 2026 [Two Nights]

 Fri, 23 Jan at 07:00 pm DANK Haus German Cultural Center USD 258

Country Legends Tour comes to Chicago

Fri, 16 Jan at 06:00 pm Chicago

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

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

 Sat, 27 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville

Naughty or Nice Speed Dating

 Sat, 13 Dec at 09:00 pm 6947 S South Chicago Ave USD 32 to 44

New Year's Eve Masquerade Ball

 Wed, 31 Dec at 08:00 pm Bellagio 223 USD 34 to 55

Baila Habibi Featuring DJ Habibi Beats - World Renowned DJ & Producer

 Fri, 12 Dec at 09:00 pm Stereo Nightclub USD 35 to 1,247

Legends in The Mix Vol 1feat. Mike Dunn & DJ Pharris

 Sat, 06 Dec at 08:00 pm Haven Entertainment Center USD 13 to 215

Bridgerton Ball

 Sat, 10 Jan at 08:00 pm Ballroom Dance Chicago USD 100

NEW YEAR'S EVE BLACK TIE AFFAIR (5TH ANNUAL)

 Wed, 31 Dec at 09:00 pm 1612 W Division St USD 73 to 237

Chicago Artopia Presents: Chris White, A Charlie Brown Christmas Trio

 Sat, 13 Dec at 03:00 pm West Lawn Branch, Chicago Public Library Free

Chicago Official Ugly Sweater Bar Crawl

 Sat, 20 Dec at 01:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

Chicago New Year’s Eve Ball 2026 @ The Congress Plaza Hotel

 Wed, 31 Dec at 09:00 pm Congress Plaza Hotel, South Michigan Avenue, Chicago, IL, USA

Twas The Week Before Christmas in Chicago

 Fri, 05 Dec at 07:00 pm Irish American Heritage Center USD 25

The Grateful String Band

 Sat, 06 Dec at 08:00 pm Garcia's Chicago

Home Alone - 7 Course Holiday Immersive Movie & Dinner Experience

 Fri, 12 Dec at 05:00 pm The Drake USD 23 to 194

KPOP CLUB NIGHT XMAS PARTY

 Sat, 27 Dec at 09:00 pm House of Blues Chicago

Holiday Dance Party! with the "In Full Swing" Jazz Orchestra

 Wed, 10 Dec at 06:30 pm Chicago Union Station

FREE Recovery Community - Chicago - Christmas Party

 Sat, 13 Dec at 06:00 pm 3338 N Broadway, Chicago, IL 60657-3520, United States

Open Mic Night W/ Missta Lacraig

 Fri, 05 Dec at 07:00 pm 2715 W Madison St USD 13

Wrigleyville Holiday Cavalcade!

 Wed, 24 Dec at 07:00 pm The Newport Theater USD 15 to 215

Pinchas Zukerman, Amanda Forsyth in Chicago

 Sat, 07 Mar at 07:30 pm Chicago Symphony Center

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

Mamazota! Arlene MC Live in Concert!

 Fri, 05 Dec at 10:00 pm V Live Restaurant & Live Music Entertainment USD 24 to 108

Chicago St. Patrick's Day Bar Crawl

 Sat, 14 Mar at 01:00 pm Chicago USD 0 to 36

PEEP SHOW: Chicago's Finest Burlesque Show!

 Sat, 15 Apr at 10:00 pm Stars and Garters Theater USD 34 to 215

MGZAVREBI - folk Georgian band is coming to Chicago

 Thu, 11 Dec at 07:00 pm Logan Square Auditorium

DeffJam - Celebrating the Life of Ryan Deffet @ Thalia Hall

 Sat, 03 Jan at 05:00 pm Thalia Hall

Mellon Collie & The Infinite Sadness IN FULL at Cubby Bear - A benefit for PAWS Chicago

 Fri, 19 Dec at 07:30 pm Cubby Bear Wrigleyville

Dessa in Chicago

 Thu, 11 Dec at 08:00 pm Thalia Hall

UFC 323 Viewing Party at Mac’s Wood Grilled

 Sat, 06 Dec at 09:00 pm Mac's Wood Grilled Free

Chicago New Year’s Eve Countdown 2026 @ The Palmer House Hilton

 Wed, 31 Dec at 09:00 pm Palmer House a Hilton Hotel

DKV Trio *Night Two*

 Sat, 27 Dec at 08:00 pm Elastic Arts USD 29 to 45

Club Classics: Charli XCX Dance Party [Chicago]

 Sat, 20 Dec at 09:00 pm Subterranean USD 0 to 21

Gatsby's Prohibition New Years Eve Party 2026 at Morgan Manufacturing

 Wed, 31 Dec at 09:00 pm Morgan MFG USD 113 to 1,193

Tarot Tuesday

 Tue, 09 Dec at 08:30 pm Colvin House Free

Acid Bath, High On Fire, Weedeater in Chicago

 Fri, 12 Dec at 08:00 pm The Salt Shed Indoors (Shed)

Maybe It’s A Holiday Party!

 Fri, 12 Dec at 09:00 pm Lucky Horseshoe Lounge USD 12

Conscious Selling: Chicago Book Launch

 Wed, 10 Dec at 05:30 pm 100 S Wacker Dr #600 Free

December Story Luck Show

 Sun, 14 Dec at 06:30 pm Theater Wit USD 5 to 23

Watch Party: Tell Me Softly

 Fri, 12 Dec at 06:30 pm The Last Chapter Book Shop USD 17

Krampusnacht! presented by the Illumi-Naughtie Occult Burlesque

 Fri, 05 Dec at 09:30 pm The Newport Theater USD 29 to 45

DKV Trio *Night One*

 Fri, 26 Dec at 08:00 pm Elastic Arts USD 29 to 45

⚡ SpeedChicago Dating | Saturday Night Ages 25–39 | Chicago’s Speed Dating

 Sat, 13 Dec at 07:30 pm Time Out Market Chicago USD 39 to 44

Keeping It Real Estate Meetup: Holiday Party!

 Tue, 09 Dec at 06:30 pm Navigator Taproom Free

Holiday Party 2025

 Sat, 13 Dec at 06:00 pm 707 N Western Ave Free

All Them Witches, King Buffalo in Chicago

 Fri, 05 Dec at 08:00 pm Thalia Hall

Amazing Scavenger Hunt Adventure - Chicago, IL

 Sat, 21 Jun Dearborn Street Bridge USD 49

Cumbia Cathedral III

 Sat, 06 Dec at 08:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

Chicago Artopia Presents: Grisha Goryachev

 Sun, 22 Feb at 03:00 pm West Lawn Branch, Chicago Public Library Free

Perpetual Groove

 Fri, 12 Dec at 08:00 pm Garcia's Chicago

Rooftop Tailgate Party: Bears vs. 49ers

 Sun, 28 Dec at 07:30 pm Moe's Cantina - Wrigleyville USD 0 to 55

The Disco Biscuits 3-Night run Dec 19-21, 2025 (including the first ever powered down set!)

 Fri, 19 Dec at 06:00 pm Garcia's Chicago

The Most Christlike Star

 Fri, 05 Dec at 07:00 pm The Lincoln Lodge USD 18

New Year’s Eve Party 2026 ~ 66/67th Floor of Willis Tower @ The Metropolitan

 Wed, 31 Dec at 09:00 pm The Metropolitan

Softie: A solo comedy show about getting older

 Sat, 13 Dec at 06:00 pm The Lincoln Lodge USD 13

Andrew Bird's Gezelligheid Concerts

 Mon, 08 Dec at 08:00 pm Fourth Presbyterian Church

Sagittarius Bash Szn Finale

 Fri, 19 Dec at 09:00 pm 228 W Chicago Ave Free

Chicago Margarita Crawl: Celebrating National Margarita Day!

 Sat, 21 Feb at 04:00 pm River North's BEST Bars TBA USD 16 to 28

Jay Bragg Presents: Christmas in New Vaudeville

 Sat, 13 Dec at 08:00 pm UncommonGround - Lakeview USD 18 to 23

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

 Sat, 27 Sep at 05:00 pm Hubbard Inn USD 31 to 42

⚡ SpeedChicago Dating | Saturday Night Ages 25–39 | Chicago’s Speed Dating

 Sat, 20 Dec at 07:30 pm Tabu USD 39 to 44

Kevin Nealon at The Den Theatre

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

The Polkaholics 28 year Anniversary Party!

 Sat, 06 Dec at 09:00 pm Phyllis' Musical Inn

DKG Holiday Party!!

 Sat, 13 Dec at 07:00 pm A and N Mortgage Services, Inc. Free

Marina Satti in Chicago

 Thu, 11 Dec at 08:00 pm Schubas Tavern

⚡ SpeedChicago Dating | Ages 36–48 | Chicago’s Speed Dating

 Sun, 07 Dec at 06:00 pm Tabu USD 36 to 39

Chicago's BYOB Party Bus Holiday Lights Tour | Navy Pier

 Fri, 12 Dec at 05:00 pm Old Crow Smokehouse - Wrigleyville USD 78 to 101

Rooted Space Opening Party

 Sat, 13 Dec at 07:00 pm The Rooted Space USD 18 to 82

Klaus Mäkelä & Yunchan Lim

 Thu, 18 Dec at 07:30 pm Chicago Symphony Orchestra

DnBiD presents Free Cocktail Hour Dance Party

 Sat, 10 Jan at 07:00 pm Epiphany Center for the Arts Free

Ole' & Obrigado's WINTER WHITE (wine) PARTY is back!

 Mon, 15 Dec at 04:00 pm Alma Free

Lavern, VisionV in Chicago

 Fri, 05 Dec at 10:00 pm Outset

Boogie Wonderland at Howl at the Moon Chicago

 Fri, 19 Dec at 05:00 pm Howl at the Moon Chicago Free

Golden Hour Featuring Superfrye

 Fri, 19 Dec at 05:00 pm Epiphany Center for the Arts Free

TWISTED BEAR CHICAGO - MERRY THICKMAS!

 Sat, 13 Dec at 09:00 pm Cell Block Chicago USD 18 to 23