Live Music in Chicago

Wednesday, Oct 7

Every Damn Tuesday: Dave Herrero feat. Pete Galanis

Rosa's Lounge

Enjoy a night of live blues music at Rosa's Lounge in Chicago. Perfect for blues enthusiasts and music lovers.

Wednesday, Oct 7

Carmen Stokes Quartet - Under the Influence: Exploring the Musical Influences of Roberta Flack

Winter's Jazz Club

Enjoy an evening of jazz with Carmen Stokes Quartet at Winter's Jazz Club. Great for jazz lovers and music enthusiasts.

Thursday, Oct 8

John Kimler

Broken Hearts

Enjoy an evening of live music with John Kimler, performing Americana, country, rock, and folk covers at Broken Hearts.

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

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

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

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

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

Dee Alexander featuring the Jeremy Kahn Quartet

Winter's Jazz Club

Experience the soulful vocals of Dee Alexander at Winter's Jazz Club. A night of jazz not to be missed.

Saturday, Oct 10

HOP LATE NIGHT TIL 4AM with DJ Danny Bridge + DJ Moonlanding

Hopsmith Chicago

Join us for a late-night party at Hopsmith Chicago with DJs Danny Bridge and Moonlanding for an electrifying atmosphere.

Saturday, Oct 10

WILL TILLON

Buddy Guy's Legends

Enjoy a night of live music featuring Will Tillon and the Donna Herula Trio. Great for fans of jazz and blues.

Saturday, Oct 10

The Jeff Givens Band

Broken Hearts

Saturday, Oct 10

House Prescription

The California Clipper

Enjoy a night of house music with iamBrandon and special guests at The California Clipper.

Saturday, Oct 10

Rocky Horror CONCERT Show

The Newport Theater

Experience your favorite tracks from the Rocky Horror Picture Show performed live at The Newport Theater.

Saturday, Oct 10

Mike Wheeler Band –Thats What Love Will Make You Do

Rosa's Lounge

Enjoy a late-night blues set with the Mike Wheeler Band at Rosa's Lounge. A relaxed atmosphere for blues fans.

Saturday, Oct 10

Mike Wheeler Band –Thats What Love Will Make You Do

Rosa's Lounge

Enjoy the Mike Wheeler Band at Rosa's Lounge for a night of blues and special guest performances.

Sunday, Oct 11

Thaddeus Tukes Quartet featuring Jeremy Kahn and special guest Angel Spiccia

Winter's Jazz Club

Enjoy live music from Jah Ollin at Tiki Bar. A night of great vibes and entertainment awaits.

Sunday, Oct 11

DEMETRIA TAYLOR

Buddy Guy's Legends

Join Demetria Taylor for a night of blues at Buddy Guy's Legends in Chicago. Great for blues music lovers looking for live performances.

Sunday, Oct 11

HOP LATE NIGHT TIL 5AM with DJ Moonlanding + Gudlife

Hopsmith Chicago

Dance all night at Hopsmith with DJ Moonlanding and Gudlife. A vibrant late-night experience awaits.

Sunday, Oct 11

Kent Rose and the Remedies

Broken Hearts

Enjoy original roots-country music with Kent Rose and the Remedies at Broken Hearts. A night for country music fans.

Sunday, Oct 11

Dave Herrero Featuring Pete Galanis

Rosa's Lounge

Experience live blues with Dave Herrero and Pete Galanis at Rosa's Lounge in Chicago. Perfect for blues music fans looking for a great night.