What to do in South Loop, Chicago: which venues?

Busiest venues: Reggies Music Joint (28), Jazz Showcase (14).

What to do in South Loop, Chicago: which day has the most?

Wednesday, November 4, 2026, with 3 events.

What to do in South Loop, Chicago?

42 events from Tuesday, October 27 to Wednesday, November 25, 2026. Highlights: Sabertooth Organ Quartet (Jazz Showcase, Wednesday, October 28), Mike Stern Quintet (Jazz Showcase, Thursday, October 29), Forbidden (Reggies Music Joint, Friday, October 30). Busiest venues: Reggies Music Joint, Jazz Showcase.

Tuesday, October 27, 2026

Music
Oct 27 · 8 PM

WDCB 90.9FM Fundraising Concert - Isaiah Spencer Quartet tribute to John Coltrane — Jazz Showcase | Official Site

Jazz Showcase · South Loop
- Music
- Concert
- Jazz
Going Interested

Wednesday, October 28, 2026

Music
Oct 28 · 8 PM

Sabertooth Organ Quartet

Jazz Showcase · South Loop
- Music
- Organ
Going Interested

Thursday, October 29, 2026

Music
until Nov 1

Mike Stern Quintet

Jazz Showcase · South Loop
- Music
Going Interested

Friday, October 30, 2026

Music
Oct 30 · 7 PM

Forbidden

Reggies Music Joint · South Loop
- Music
Going Interested

Sunday, November 1, 2026

Music
Nov 1 · 8 PM

King Sickabilly

Reggies Music Joint · South Loop
- Music
- Punk
Going Interested

Tuesday, November 3, 2026

Music
Nov 3 · 8 PM

Gabriel Wade Quintet - Birthday Eve

Gabriel Wade Quintet

Jazz Showcase · South Loop
- Music
Going Interested

Wednesday, November 4, 2026

Music
Nov 4 · 8 PM

Ho99o9

Reggies Music Joint · South Loop
- Music
- Hardcore punk
- Punk
Going Interested
Music
Nov 4 · 8 PM

Joe Sonnefeldt

Jazz Showcase · South Loop
- Music
Going Interested
Music
Nov 4 · 8 PM

Viano and the Wave

Viano and the Wave · D'Funk and the Grease Monkeys · Blacc Kristoff

Reggies Music Joint · South Loop
- Music
- Funk
Going Interested

Thursday, November 5, 2026

Music
Nov 5 · 7 PM

Matt Koziol

Reggies Music Joint · South Loop
- Music
Going Interested
Music
until Nov 8

Monty Alexander Trio

Jazz Showcase · South Loop
- Music
Going Interested
Music
Nov 5 · 9 PM

Dogma Society

Dogma Society · Noah Weiland

Reggies Music Joint · South Loop
- Music
Going Interested
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Friday, November 6, 2026

Music
Nov 6 · 8 PM

Ancient Entities

Ancient Entities · Internal Decay

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 6 · 8 PM

Little Image

Little Image · Gabrielle Grace

Reggies Music Joint · South Loop
- Music
Going Interested

Saturday, November 7, 2026

Music
Nov 7 · 8 PM

Archgoat

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 7 · 8:30 PM

The Messenger Birds

The Messenger Birds · Guardrail · Medanos

Reggies Music Joint · South Loop
- Music
Going Interested

Wednesday, November 11, 2026

Music
Nov 11 · 7:30 PM

Keenan TreVon

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 11 · 8 PM

Soul Message Trio

Jazz Showcase · South Loop
- Music
- Soul
Going Interested

Thursday, November 12, 2026

Music
Nov 12 · 7 PM

Psycroptic

Psycroptic · Inferi · Cognitive · Summoning the Lich

Reggies Music Joint · South Loop
- Music
- Metal
- Metalcore
Going Interested
Music
Nov 12 · 8 PM

Alenia

Alenia · Stolen Sun · Mel Senese

Reggies Music Joint · South Loop
- Music
Going Interested
Music
until Nov 15

Pharez Whitted Quintet

Jazz Showcase · South Loop
- Music
Going Interested

Friday, November 13, 2026

Music
Nov 13 · 8 PM

Expo'76

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 13 · 9 PM

Sicard Hollow

Reggies Music Joint · South Loop
- Music
Going Interested

Saturday, November 14, 2026

Music
Nov 14 · 8 PM

9th Annual Slackfest 2026

The Crombies

Reggies Music Joint · South Loop
- Music
Going Interested
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Monday, November 16, 2026

Music
Nov 16 · 8 PM

Bob Lark Septet

Jazz Showcase · South Loop
- Music
Going Interested

Tuesday, November 17, 2026

Music
Nov 17 · 8 PM

Burnout Syndromes

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 17 · 8 PM

Petra's Recession Seven

Jazz Showcase · South Loop
- Music
Going Interested

Wednesday, November 18, 2026

Music
Nov 18 · 7 PM

Hellripper

Reggies Music Joint · South Loop
- Music
- Black metal
- Metal
Going Interested
Music
Nov 18 · 8 PM

Dorian Phelps Quartet

Jazz Showcase · South Loop
- Music
Going Interested

Thursday, November 19, 2026

Music
until Nov 22

Cyrus Chestnut Trio

Jazz Showcase · South Loop
- Music
- Jazz
Going Interested
Music
Nov 19 · 8 PM

Filthy Heathens

Reggies Music Joint · South Loop
- Music
Going Interested

Friday, November 20, 2026

Music
Nov 20 · 8 PM

In the Company of Serpents

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 20 · 9:30 PM

Wookiefoot

Wookiefoot · Heatbox

Reggies Music Joint · South Loop
- Music
Going Interested

Saturday, November 21, 2026

Music
Nov 21 · 8 PM

Vethaken

Vethaken · We Used to Cut the Grass · COCOJOEY · Trust Fund Ozu

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 21 · 9:30 PM

Wookiefoot

Wookiefoot · Heatbox

Reggies Music Joint · South Loop
- Music
Going Interested

Sunday, November 22, 2026

Music
Nov 22 · 8 PM

Doom Scroll

Doom Scroll · Constant Headache

Reggies Music Joint · South Loop
- Music
- Doom metal
Going Interested
Music
Nov 22 · 8 PM

Ok Goodnight

Ok Goodnight · Snooze

Reggies Music Joint · South Loop
- Music
Going Interested

Monday, November 23, 2026

Music
Nov 23 · 6:30 PM

Rotting Out

Rotting Out · Fuerza Bruta · Majesty

Reggies Music Joint · South Loop
- Music
Going Interested

Tuesday, November 24, 2026

Music
Nov 24 · 7:30 PM

Koffin Kats

Koffin Kats · Voodoo Glow Skulls

Reggies Music Joint · South Loop
- Music
- Punk
Going Interested
Music
Nov 24 · 8 PM

Kyle Swan Trio

Jazz Showcase · South Loop
- Music
Going Interested

Wednesday, November 25, 2026

Music
Nov 25 · 8 PM

Exhumed

Reggies Music Joint · South Loop
- Music
Going Interested
Music
Nov 25 · 8 PM

Sabertooth Organ Quartet

Jazz Showcase · South Loop
- Music
- Organ
Going Interested

Everything on in Chicago

Questions and answers

What to do in South Loop, Chicago: how many events?: 42 events from Tuesday, October 27 to Wednesday, November 25, 2026.
What to do in South Loop, Chicago: what are the highlights?: Highlights: Sabertooth Organ Quartet (Jazz Showcase, Wednesday, October 28), Mike Stern Quintet (Jazz Showcase, Thursday, October 29), Forbidden (Reggies Music Joint, Friday, October 30).
What to do in South Loop, Chicago: which venues?: Busiest venues: Reggies Music Joint (28), Jazz Showcase (14).
What to do in South Loop, Chicago: is anything free?: Nothing is listed as free yet.
What to do in South Loop, Chicago: which day has the most?: Wednesday, November 4, 2026, with 3 events.