Things to do in Chicago

Thursday, Oct 8

BROTHER JOHN – Host The Jam

Buddy Guy's Legends

Enjoy an open mic jam hosted by Brother John with live music at Buddy Guy's Legends. Perfect for music lovers and aspiring performers.

Thursday, Oct 8

JIMMY BURNS – Host The Jam

Buddy Guy's Legends

Join us for an open mic jam hosted by Jimmy Burns. Perfect for music lovers and aspiring performers.

Thursday, Oct 8

Stefan Hillesheim Band: New Album is out – Live at the Chicago Blues Festival

Rosa's Lounge

Join the Stefan Hillesheim Band for a live performance at Rosa's Lounge, featuring a late-night blues set.

Thursday, Oct 8

Stefan Hillesheim Band: New Album is out – Live at the Chicago Blues Festival

Rosa's Lounge

Catch the Stefan Hillesheim Band live at Rosa's Lounge for a night of jazz and blues music.

Thursday, Oct 8

Dario

Redhead Piano Bar

Enjoy an electrifying night with Dario at the Redhead Piano Bar. Perfect for late-night music lovers.

Thursday, Oct 8

2nd Set With Mario Abney

Andy's Jazz Club & Restaurant

Join the second set with Mario Abney at Andy's Jazz Club. Perfect for jazz enthusiasts.

Thursday, Oct 8

1st Set With Mario Abney

Andy's Jazz Club & Restaurant

Catch the first set featuring Mario Abney at Andy's Jazz Club. A must for jazz lovers.

Thursday, Oct 8

Sheryl Youngblood Band’s All-Music Jam Night

Rosa's Lounge

Join the Sheryl Youngblood Band for a lively jam session featuring blues, R&B, and more. Perfect for musicians and music fans alike.

Thursday, Oct 8

Oktoberfest at Snorkelbox

From Here On Food Hall

Celebrate Oktoberfest at Snorkelbox with drinks and snacks. Perfect for foodies and festival lovers.

Thursday, Oct 8

Vibe Thursday - October 8, 2026

ROOF on theWit

Dance the night away with world-class DJs at ROOF on theWit. A vibrant nightlife experience in Chicago.

Thursday, Oct 8

gorillaz at united center

Kaiser Tiger

Enjoy a concert by Gorillaz with complimentary shuttle service to the venue. A great event for music fans.

Thursday, Oct 8

Hinda Hoffman Quartet

Winter's Jazz Club

Enjoy a night of jazz with Hinda Hoffman Quartet at Winter's Jazz Club. Perfect for jazz lovers looking for a cozy setting.

Friday, Oct 9

Uncontrolled Variables

The Lincoln Lodge

Experience a unique blend of science and comedy at The Lincoln Lodge. Great for fans of both genres.

Friday, Oct 9

Sounds Like a Plan!: Halloween Music Edition

The Newport Theater

Join a hilarious live game show at The Newport Theater featuring music-themed games. Fun for all music fans.

Friday, Oct 9

Souvenirs: 80 Years of John Prine

The Chicago Theatre

Celebrate the legacy of John Prine with a tribute concert at The Chicago Theatre. A must for his fans.

Friday, Oct 9

Brews and Bad Movies

The Lincoln Lodge

Enjoy a night of bad movies and comedy at The Lincoln Lodge. Perfect for movie buffs and comedy fans.

Friday, Oct 9

First Date Comedy Show

Laugh Factory

The First Date is a comedic exploration of love. Ideal for those who enjoy humor and dating stories.

Friday, Oct 9

Smooie Ricahrd Gibbs

The California Clipper

Enjoy live jazz and blues with Smooie Ricahrd Gibbs at The California Clipper. A must for music lovers.

Friday, Oct 9

JW JONES

Buddy Guy's Legends

Experience an electrifying night with JW JONES at Buddy Guy's Legends. Great for blues enthusiasts and music lovers.

Friday, Oct 9

Thursday Night Live Blues: Feat. Tom Holland w/ Sumito Ariyoshi

Rosa's Lounge

Join Tom Holland and Sumito Ariyoshi for a night of blues at Rosa's Lounge. Great for blues music fans.

Friday, Oct 9

Thursday Night Live Blues: Feat. Tom Holland w/ Sumito Ariyoshi

Rosa's Lounge

Join Tom Holland and Sumito Ariyoshi for a night of blues at Rosa's Lounge. Great for blues music fans.

Friday, Oct 9

2000s Party at Howl at the Moon

Howl at the Moon Chicago

Join the 2000s Party for a night of nostalgia and live music at Howl at the Moon. Great for fans of throwback hits.

Friday, Oct 9

Kite - October 9, 2026

ROOF on theWit

Join us for an electrifying night of music and dancing at Kite at ROOF on theWit. Great for nightlife enthusiasts.

Friday, Oct 9

Bulls at United Center (Preseason)

Kaiser Tiger

Catch the Bulls in action during their preseason game at United Center. Ideal for basketball fans and sports enthusiasts.

Friday, Oct 9

2000's Party (Chicago)

Howl at the Moon Chicago

Join the 2000's Party at Howl at the Moon for a night of Y2K music and drink specials. A fun night for nostalgia lovers.

Saturday, Oct 10

FRIDAY OCTOBER 9: PAUL ELIA

The Comedy Bar

Join comedian Paul Elia for a night of laughter at The Comedy Bar in Chicago, perfect for comedy fans.

Saturday, Oct 10

Jerry Seinfeld

The Chicago Theatre

See Jerry Seinfeld perform live at The Chicago Theatre. A great event for comedy lovers.

Saturday, Oct 10

Raks Inferno: Halloween Cirque Burlesque

The Newport Theater

Experience Raks Inferno, a Halloween burlesque circus at The Newport Theater. Enjoy spectacular performances in a unique setting.

Saturday, Oct 10

Thirst Trap Comedy Show

The Lincoln Lodge

Enjoy the hottest comedy at The Lincoln Lodge in Chicago. A fun night for comedy enthusiasts.

Saturday, Oct 10

RED LIGHT THERAPY

RED ROOM Comedy Club

Experience Red Light Therapy at RED ROOM Comedy Club. A unique comedy night in Chicago's West Ridge neighborhood.