Free Jazz Shows in Chicago

(3pm – 5pm) PAPER MACHETE Saturday September 19 3:00pm - 5:00pm FREE Doors open at 1pm

About FITZGERALDS PATIO PRESENTS: GROOVE WITNESS FREE SHOW! Groove Witness is a 7 piece funk band from Chicago featuring, vocalist VERONICA KOTT , PAUL GULEZIAN on trumpet, MARCUS RANUCCI on tenor sax, NICOLAS RANUCCI on bari & alto sax, DAN PARKER on bass, MIKE AMANDES on drums, and ROB ZETTL on guitar. ***PARKING*** There is rather limited street parking in the area, we recommend arriving by rideshare, bicycle, or rickshaw.

FITZGERALDS SIDEBAR PRESENTS: BEN BRANDA TRIO! Ben Branda is a Saxophonist, Composer, and Educator based in Chicago, IL. Branda's original music is deeply rooted in the jazz tradition, but draws heavy inspiration from the Blues, Soul, R&B, and Hip-Hop. Branda can be heard performing in music venues across the Chicago-land area including The Jazz Showcase, Clara's, The Whistler, Beat Kitchen, and Phyllis' Musical Inn. In 2024, Branda received his Bachelor's degree from the University of Illinois at Chicago (UIC) where he studied with Jon Irabagon & Chris Madsen, and was named a Presser Scholar in 2024. FREE SHOW! Click , "rdquo" -> Book Now" to RSVP for guaranteed entry. Grab dinner before the show at BABYGOLD BARBECUE ***PARKING*** There is rather limited street parking in the area, we recommend arriving by rideshare, bicycle, or rickshaw. ***AGE RESTRICTIONS*** 21+, Minors admitted with guardian

Sun, Sep 20, 7:00 PM

BIG BAND & BBQ: Chicago Skyliner’s w/ Bill O’Connell

FitzGerald's / Berwyn / Map

FITZGERALDS Presents · FITZGERALDS NIGHTCLUB · (Doors: 6:00 pm )

Mon, Sep 21, 7:00 PM

The Monday Jam | Hosted by Danny G Felix

Le Piano / Rogers Park / Map

Join us every Monday for our weekly jam session at Le Piano! We welcome musicians, vocalists, and artists of all kinds to step up, share their talent, and celebrate the joy of live music. $10 Cover

Tue, Sep 22, 5:30 PM

Jazz on the PATIO STAGE with DC AND THE LOVE!

FitzGerald's / Berwyn / Map

FITZGERALDS PATIO Presents: · FITZGERALDS PATIO · (Doors: 5:00 pm )

Tue, Sep 22, 9:00 PM

Relax Attack Jazz Series: Lizzi Trumbore Quartet

The Whistler / Logan Square / Map

Back to All Events Relax Attack Jazz Series: Lizzi Trumbore Quartet Tuesday, September 22, 2026 9:00 PM 10:00 PM Google Calendar ICS Award-winning jazz composer, vocalist, and pianist Lizzi Trumbore is known for her emotive voice, rhythmic drive, and her holistic approach to improvisation. Her compositions create a familiar canvas for new and unexpected ideas to be explored. She is a published composer/ arranger, emerging jazz educator, and a 2026 recipient of the Luminarts Jazz fellowship. Every Tuesday and Wednesday at the Relax Attack Jazz Series , we present Chicago’s top jazz artists in a lively atmosphere, full of cocktail-shaking and spirited conversation. 6pm doors / 9pm show / 2 sets / no cover / 21+ Tagged: Tuesday Previous Previous September 20 The Black Poetry Experience Next Next September 23 UIC Off Campus Reading Series: Homecoming Reading

Wed, Sep 23, 9:00 PM

Relax Attack Jazz Series: Solar Sails

The Whistler / Logan Square / Map

Back to All Events Relax Attack Jazz Series: Solar Sails Wednesday, September 23, 2026 9:00 PM 10:00 PM Google Calendar ICS Jack Macklin - guitar Aaron Brenton - bass Ryan Gowdy - drums Every Tuesday and Wednesday, we present Chicago’s top jazz artists in a lively atmosphere, full of cocktail-shaking and spirited conversation. 6pm doors / 9pm show / no cover Tagged: Wednesday Previous Previous September 23 UIC Off Campus Reading Series: Homecoming Reading Next Next September 24 Prosperity Room (September 2026 Edition)