Restaurants with Live Music in Chicago, IL

Chicago, IL's best restaurants with live music include Andy's Jazz Club and Restaurant ($10-15), Bronzeville Winery ($15-45), Buddy Guy's Legends ($20-30), City Winery Chicago ($25-200), and Empty Bottle ($10-25). Most performances are Thursday through Saturday — reservations recommended.

10 placesOct 2026
Empty Bottle

Free Monday shows. Dive bar vibe. The underground music scene runs through here since 1992.

1035 N Western Ave, Chicago, IL 60622 · Mon-Sat 5pm-2am, Sun varies

$10-25
The Hideout

100 capacity. Prohibition-era bar. Shows sell out fast. Regulars are fiercely loyal.

1354 W Wabansia Ave, Chicago, IL 60642 · Wed-Sat shows, doors vary

$10-20
Buddy Guy's Legends

Buddy Guy's own club. Live blues nightly. The man himself plays every January.

700 S Wabash Ave, Chicago, IL 60605 · Mon-Thu 11am-2am, Fri-Sat 11am-3am, Sun 12pm-2am

$20-30
Metro Chicago

Smashing Pumpkins played their first big shows here. 1,100 capacity. Still going since 1982.

3730 N Clark St, Chicago, IL 60613 · Show nights, doors vary

$20-50
Andy's Jazz Club and Restaurant

Live jazz since 1951. Two sets nightly. $10-15 cover. Downtown location.

11 E Hubbard St, Chicago, IL 60611 · Mon-Sat 5pm-1am, Sun 5pm-12am

$10-15
Thalia Hall

1892 opera house turned concert hall. Ornate interior. Czech and Mexican neighborhood heritage.

1807 S Allport St, Chicago, IL 60608 · Show nights, doors vary

$15-45
City Winery Chicago

Working winery + 300-seat concert hall. Wine served to your seat during shows.

1200 W Randolph St, Chicago, IL 60607 · Show times vary, restaurant opens at 5pm

$25-200
Bronzeville Winery

South Side wine bar with live music Wed & Sun, Ron Trent-curated 360 sound system.

4420 S Cottage Grove Ave, Chicago, IL 60653 · Wed-Thu 4pm-9pm, Fri-Sat 4pm-11pm, Sun 10am-2:30pm & 4pm-9pm, closed Mon-Tue

$15-45
Winter's Jazz Club

Intimate jazz room two blocks from Navy Pier. $7-20 cover. One-drink minimum.

465 N McClurg Ct, Chicago, IL 60611 · Wed-Thu 5pm-10:30pm, Fri-Sat 6pm-11:30pm, Sun 4pm-9:30pm, closed Mon-Tue

$7-20
Tortoise Supper Club

Live jazz Fri & Sat — no cover. Prime rib and steaks in a swanky jazz-era room.

350 N State St, Chicago, IL 60654 · Tue-Thu 5pm-9pm, Fri-Sat 5pm-10pm dining / 5pm-11:30pm lounge

$35-65