Arts & Entertainment
Local Live Music Recommendations for Apr. 23-29

Each Wednesday, WTTW News producer Josh Terry presents must-see live music shows from indie rock to jazz, country, hip-hop and more.
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Wednesday, April 23:
Natural Information Society and Bitchin Bajas at Constellation. Tickets.
These two local experimental acts merge jazz and electronic for a record release show in Roscoe Village.
Ty Segall, Mikal Cronin at Thalia Hall. Tickets.
The rock ’n’ roll veterans play a stripped-down acoustic show in Pilsen.
Thursday, April 24:
Whitney Johnson, Lia Kohl at Three Top Lounge. Tickets.
Located on the roof of Salt Shed, Three Top Lounge is a more intimate bar venue that will be perfect for two of the city’s best musical improvisers.
Husbands, Jaguar Sun at Lincoln Hall. Tickets.
Big hooks and anthemic choruses are this pop-rock band’s specialty.
Miya Folick, Olivia Kaplan at Subterranean. Tickets.
The Los Angeles songwriter released a lovely new album in February.
Steely Dead at Martyrs. Tickets.
Exactly how it sounds: the cover band combines the iconic sounds of the Grateful Dead and Steely Dan.
Friday, April 25:
Fort Frances at Hideout. Tickets.
This long-running local folk-rock band is more charming and exciting than ever.
Bill Callahan at Old Town School of Folk Music. Sold out.
The Texas crooner and folk songwriter makes his return to Chicago.
Jane Remover, DAZEGXD, D0LLYWOOD1 at Lincoln Hall. Sold out.
This experimental artist is one of music’s buzziest acts. They also live in Chicago now.
Bob Mould Band, J. Robbins at Metro. Tickets.
The Hüsker Dü and Sugar frontman and punk-rock lifer returns to Chicago for two shows in Lakeview.
Saturday, April 26:
Rosali, David Nance and Mowed Sound, Rich Ruth, Minor Moon, Frank Hurricane and more at iO Theatre. Tickets.
This stacked lineup is a new single-day music festival called Thawed Out at the Lincoln Park comedy club.
Bob Mould Band, J. Robbins at Metro. Sold out.
The Hüsker Dü and Sugar frontman and punk-rock lifer returns to Chicago for the second of two shows in Lakeview.
Sunday, April 27:
Cactus Lee, Toadvine at Hideout. Tickets.
If you like gentle Americana and classic country, don’t miss this show.
Tuesday, April 29:
Saya Gray at Lincoln Hall. Tickets.
The adventurous Canadian songwriter’s new LP “Saya” is one of 2025’s early standouts.