Live Music in the South Loop

1. Reggie's Rock Club

8.3

2109 S State St (at E 21st St), Chicago, IL

Rock Club · South Loop · 103 tips and reviews

Roosevelt Collection: Great specials. Great beer. Be sure to go upstairs and find the record store. Great selection.

Buddy Guy's Legends is one of Live Music in the South Loop.

2. Buddy Guy's Legends

8.7

700 S Wabash Ave (at Balbo Dr.), Chicago, IL

Music Venue · South Loop · 140 tips and reviews

Roosevelt Collection: Find Buddy Guy himself and go start a conversation. He's a great guy to chat with.

Donna's Cafe is one of Live Music in the South Loop.

3. Donna's Cafe

1255 S State St (Roosevelt), Chicago, IL

Café · South Loop · 19 tips and reviews

Roosevelt Collection: Great place to sit and work. They provide FREE WiFi and several outlets. Plus, the jazz music is a treat!

Jazz Showcase is one of Live Music in the South Loop.

4. Jazz Showcase

9.0

806 S Plymouth Ct (at W Polk St.), Chicago, IL

Jazz and Blues Venue · Dearborn Park · 31 tips and reviews

Roosevelt Collection: Great place to enjoy classic Jazz tunes every night of the week at an affordable price - Wednesday's are free. There isn't a bad seat in the house!

M Lounge is one of Live Music in the South Loop.

5. M Lounge

7.8

1520 S Wabash Ave (at 14th Pl), Chicago, IL

Lounge · South Loop · 31 tips and reviews

Roosevelt Collection: Some of best martinis in Chicago are served here! Stop in on Thursday for $5 martinis and live music!

Close Up 2 You Jazz is one of Live Music in the South Loop.

6. Close Up 2 You Jazz

416 S Clark St, Chicago, IL

Jazz and Blues Venue · The Loop · 9 tips and reviews

Roosevelt Collection: If you love an intimate, relaxing atmosphere and some smooth jazz tunes, this is exactly where you should be. Enjoy the music and stiff drinks!