Things to do in Chicago

Thursday, Dec 10

What Could Go Wrong Show

Laugh Factory

Experience the What Could Go Wrong Show at Laugh Factory. Ideal for those looking for a fun night of comedy in Chicago.

Thursday, Dec 10

KENT BURNSIDE

Buddy Guy's Legends

Join us for a night with Kent Burnside at Buddy Guy's Legends, featuring live music and great vibes.

Friday, Dec 11

DR. BRADY SMITH | 5:30 PM

RED ROOM Comedy Club

Don't miss Dr. Brady Smith for a special comedy night at RED ROOM Comedy Club. Ideal for comedy lovers in Chicago.

Friday, Dec 11

FRIDAY DECEMBER 11: SIENNA HUBERT-ROSS

The Comedy Bar

Enjoy a night of stand-up comedy with Sienna Hubert-Ross at The Comedy Bar in Chicago. A must-see for comedy fans.

Friday, Dec 11

Menace To Sobriety

The Lincoln Lodge

A hilarious and deeply unhinged comedy show which benefits The Lincoln Lodge; featuring a special showcase of top comedy talent!

Friday, Dec 11

DR. BRADY SMITH | 7:30 PM

RED ROOM Comedy Club

Join Dr. Brady Smith for a special comedy night at RED ROOM Comedy Club. Perfect for comedy lovers.

Friday, Dec 11

Happy Holidays with Wicked Drawl

UncommonGround - Lakeview

Enjoy an intimate dinner show featuring Wicked Drawl at UncommonGround - Lakeview. A festive night for music lovers.

Friday, Dec 11

Montell Fish – The Nest Tour

Metro

Join Montell Fish for The Nest Tour at Metro Chicago, blending R&B and electronic sounds. A must-see for music fans.

Friday, Dec 11

MARTY MERCER

Buddy Guy's Legends

Catch Marty Mercer live at Buddy Guy's Legends for an exciting night of music. A great night for blues enthusiasts.

Friday, Dec 11

DR. BRADY SMITH | 9:30 PM

RED ROOM Comedy Club

One night only!

Friday, Dec 11

AFROBEATS RIDAYZ @ MASADA: Detty December Edition

Masada Nightclub

Join the #1 Afrobeats dance party in Chicago at Masada Nightclub. A vibrant night for dance and music lovers.

Saturday, Dec 12

Ugliest Christmas Sweater Party

Z Bar

Join the Ugliest Christmas Sweater Party at Z Bar in Chicago for a fun night of holiday spirit and prizes for the best sweaters.

Saturday, Dec 12

Breakfast With Santa

900 North Michigan Shops

Enjoy a festive buffet and holiday magic at Breakfast With Santa. A delightful event for families and kids.

Saturday, Dec 12

The Winter’s Tale

Navy Pier

Enjoy Shakespeare's The Winter’s Tale at Navy Pier. A classic tale of romance and adventure awaits.

Saturday, Dec 12

The Winter’s Tale

Snow Dragon Shavery

Experience Shakespeare’s timeless romance, The Winter’s Tale, in a fairy tale adventure at Snow Dragon Shavery. Perfect for arts and culture lovers.

Saturday, Dec 12

The Winter’s Tale

Navy Pier - Rooftop Terrace

Experience Shakespeare's The Winter's Tale, a timeless romance that takes you on a fairy tale adventure this holiday season.

Saturday, Dec 12

High School Ensemble Show

UP Comedy Club

Enjoy a night of sketch, improv, and stand-up comedy performed by talented high school students at UP Comedy Club in Chicago.

Saturday, Dec 12

Straight No Chaser

The Chicago Theatre

Enjoy the Making Spirits Bright Tour with Straight No Chaser at The Chicago Theatre, a perfect event for a night of live music.

Saturday, Dec 12

Holiday Craftathon - Presented by Spinsters

The Lincoln Lodge

Participate in a fun comedy craftathon at The Lincoln Lodge. Great for those looking to finish holiday projects.

Saturday, Dec 12

SATURDAY DECEMBER 12: SIENNA HUBERT-ROSS

The Comedy Bar

Catch Sienna Hubert-Ross performing stand-up at The Comedy Bar. Perfect for a night of laughs in Chicago.

Saturday, Dec 12

Benny Nwokeabia Live in Chicago

The Lincoln Lodge

Enjoy a night of stand-up comedy with Benny Nwokeabia at The Lincoln Lodge. Perfect for comedy fans.

Saturday, Dec 12

Jay Bragg Presents: Christmas in New Vaudeville!

UncommonGround - Lakeview

Experience an intimate dinner show with Jay Bragg at UncommonGround - Lakeview. A festive night for music lovers.

Saturday, Dec 12

JIMMY BURNS & SOUL MESSAGE BAND – Delmark Holiday Party

Buddy Guy's Legends

Enjoy soulful sounds from Jimmy Burns & Soul Message Band at Buddy Guy's Legends during the Delmark Holiday Party. A night for jazz and blues lovers.

Saturday, Dec 12

John Primer & The Real Deal Blues Band

Rosa's Lounge

Catch John Primer & The Real Deal Blues Band for a night of blues at Rosa's Lounge in Chicago.

Saturday, Dec 12

Down & Dirty: A Filthy Standup Showcase

The Lincoln Lodge

Experience a showcase of R-rated stand-up comedy at The Lincoln Lodge. Ideal for fans of edgy humor and local comedy talent.

Saturday, Dec 12

AFROBEATS SATURDAYZ @ MASADA: Detty December Edition

Masada Nightclub

Dance the night away at Chicago's top Afrobeats party. Perfect for fans of lively music and vibrant nightlife.

Saturday, Dec 12

Hot in Herre: 2000’s Dance Party

Metro

Dance the night away to Y2K hits at Metro's Hot in Herre: 2000's Dance Party. Perfect for fans of early 2000s music and nostalgia.

Saturday, Dec 12

SATURDAY DECEMBER 12: SCUFFED REALTOR LIVE - NICK ROCHEFORT & ALEX SCHULTZ

The Comedy Bar

Nick Rochefort and Alex Schultz perform Scuffed Realtor at The Comedy Bar for a night of laughs in Chicago.

Saturday, Dec 12

John Primer & The Real Deal Blues Band

Rosa's Lounge

Join John Primer & The Real Deal Blues Band for a late-night blues session at Rosa's Lounge in Chicago.

Sunday, Dec 13

CVTK Presents: Another Vegan Market

Emporium Arcade Bar

Explore plant-based vendors at our vegan market at Emporium Arcade Bar. Ideal for foodies and community lovers.