Things to do in Chicago

Saturday, Dec 26

AFROBEATS SATURDAYZ @ MASADA: Last Last 2026

Masada Nightclub

Dance at Chicago's top Afrobeats party. A vibrant night for music lovers and partygoers.

Sunday, Dec 27

Sunday Brunch Stand Up Comedy

Laugh Factory

Catch some laughs at the Sunday brunch stand-up comedy show. Great for comedy fans looking for a fun afternoon.

Sunday, Dec 27

Sabeen Sadiq: Live in Chicago 12/27/26

The Lincoln Lodge

Enjoy a night of comedy with Sabeen Sadiq at The Lincoln Lodge. A special performance for comedy enthusiasts.

Sunday, Dec 27

Mommy Issues Comedy Show

The Lincoln Lodge

Enjoy a standup showcase exploring childhood and the women who shaped us. A fun night for comedy lovers.

Sunday, Dec 27

DAVE SPECTER

Buddy Guy's Legends

Join Dave Specter for a night of live music at Buddy Guy's Legends. Ideal for jazz and blues enthusiasts.

Wednesday, Dec 30

SINGO Music Bingo - Christmas Edition!

Timothy O'Toole's Pub Chicago

Join us for Christmas SINGO Music Bingo at Timothy O'Toole's Pub. A fun twist on bingo with holiday music and prizes.

Wednesday, Dec 30

TBA- Host The Jam

Buddy Guy's Legends

Join an exciting open mic night at Buddy Guy's Legends featuring acoustic performances and jamming. Perfect for music lovers.

Thursday, Dec 31

New Year’s Eve

Lush Wine & Spirits - Roscoe Village

Celebrate New Year’s Eve at Lush Wine & Spirits. Enjoy drinks and festivities as the new year approaches.

Thursday, Dec 31

New Year's Eve Dinner

Siena Tavern

Ring in 2027 with a special 4-course dinner at Siena Tavern. Ideal for those looking to celebrate the new year in style.

Thursday, Dec 31

New Year's Eve

5 Rabanitos Restaurante & Taqueria

Join us for New Year’s Eve at 5 Rabanitos. Celebrate the arrival of the new year with great food and drinks.

Thursday, Dec 31

New Year's Eve

5 Rabanitos Hyde Park

Celebrate New Year's Eve with food and drinks at 5 Rabanitos. A festive gathering for those looking to ring in the new year.

Thursday, Dec 31

Jenny & Brad

Redhead Piano Bar

Celebrate New Year's Eve with Jenny & Brad at The Redhead Piano Bar. A memorable night filled with live music in Chicago.

Thursday, Dec 31

New Years Eve 2027 I|O at The Godfrey Hotel Chicago

IO Godfrey Rooftop Lounge

Celebrate the New Year with stunning views and great food at IO Godfrey Rooftop Lounge in Chicago.

Thursday, Dec 31

District Brew Yards Chicago NYE 2027 –New Year's Eve Party -Open Bar & BBQ

District Brew Yards

Join the New Year's Eve party at District Brew Yards with an open bar, BBQ buffet, and a live DJ for an unforgettable night.

Thursday, Dec 31

NYE CHAMPAGNE SHOWERS Afrobeats, Amapiano, Dancehall, Hiphop & RnB Classic

Masada Nightclub

Ring in the new year in style at Masada Nightclub with a night of Afrobeats, Amapiano, and more. A vibrant party for music lovers.

Thursday, Dec 31

New Year’s Eve: Sparkle Into The New Year | Trump Chicago | River North

Trump International Hotel & Tower® Chicago

Ring in the new year with skyline views and live entertainment at Trump Chicago. Ideal for those seeking a glamorous celebration.

Thursday, Dec 31

New Year’s Eve Party at Brickhouse Tavern in Wrigleyville (NYE 2027)

Budweiser Brickhouse Tavern

Ring in 2027 with a DJ and drink package at Brickhouse Tavern in Wrigleyville. Ideal for party-goers looking to celebrate.

Thursday, Dec 31

Sparkling Queen!: New Year’s Eve

Metro

Join the Sparkling Queen! New Year’s Eve event at Metro for a night of music and performances. Perfect for party-goers.

Thursday, Dec 31

Sheryl Youngblood Band — Rings In 2027: A Soul-Blues-Soaked New Year’s Eve Bash!

Rosa's Lounge

Celebrate New Year’s Eve with the Sheryl Youngblood Band at Rosa's Lounge for a night of soul and blues. Great for music fans.

Thursday, Dec 31

Rachel & Mike

Redhead Piano Bar

Celebrate New Year's Eve with live music from Rachel & Mike at The Redhead Piano Bar. Enjoy a festive night of great tunes and vibes.

Friday, Jan 1

New Year’s Day

Lush Wine & Spirits - Roscoe Village

Enjoy fine wine on New Year’s Day at Lush Wine & Spirits. A relaxed gathering for wine lovers to start the year right.

Friday, Jan 1

Kaleen & Darrel

Redhead Piano Bar

Join Kaleen & Darrel for a live music performance at The Redhead Piano Bar. Enjoy drinks and a vibrant atmosphere to kick off the new year.

Friday, Jan 1

FRIDAY THE 1ST @ MASADA: Afrobeats, Amapiano, Dancehall, RnB

Masada Nightclub

Dance to Afrobeats and more at Masada Nightclub on January 1st. Great for fans of lively music and dance parties.

Friday, Jan 1

Seasons Greetings! We are closed!

Rosa's Lounge

Saturday, Jan 2

Powerpoint Night Live!

The Lincoln Lodge

Join us for an evening of fun and laughter at Powerpoint Night Live! at The Lincoln Lodge.

Saturday, Jan 2

AFROBEATS SATURDAYZ @ MASADA: Welcome 2027

Masada Nightclub

Join the #1 Afrobeats dance party in Chicago at Masada. Perfect for dance enthusiasts and fans of vibrant music.

Sunday, Jan 3

Dr. Fix Me LIVE in Chicago!

The Lincoln Lodge

Enjoy the longest running improv show, Dr. Fix Me, at The Lincoln Lodge. Perfect for fans of unscripted comedy.

Monday, Jan 4

Standup Seminary // MONDAYS // Jan 4-Feb 8

The Lincoln Lodge

Join Standup Seminary for a beginners standup comedy course at The Lincoln Lodge, ideal for new talent.

Monday, Jan 4

Fem Com // MONDAYS // Jan 4-Feb 8

The Lincoln Lodge

Enroll in Fem Com, a beginners standup comedy course at The Lincoln Lodge, designed for new comedians.

Monday, Jan 4

Fem Com presents: The Punch Up // MONDAYS // Jan 4-Feb 6

The Lincoln Lodge

Join Fem Com for an all-female advanced standup comedy course at The Lincoln Lodge, perfect for aspiring comedians.