Songwriter Showcase Night
2026-02-03 19:00 - 23:00 (America/Chicago)
We celebrate one year of the Songwriter Showcase Nights at Shirley’s Piano Bar on Tuesday, February 3rd!
Thanks to everyone who has performed, and to those that come to support your local musicians, for making the Songwriter Nights such a special part of Shirley’s culture. Let’s keep the music playing!
We have an amazing lineup of artists starting at 7pm! That you sure won’t want to miss!

Adam Nelson
2026-02-05 20:00 - 23:00, 2026-03-05 20:00 - 23:00, 2026-04-02 20:00 - 23:00
Adam A. Nelson brings an interactive, all-request piano performance, as well as original music, delivered with energy and audience engagement. Adam has been a big part of Shirley’s live music lineup for over 7 years and was among the first performers to help shape its vibrant entertainment tradition. With his blend of familiar favorites, creative flair, and easy rapport with the crowd, Adam’s nights at Shirley’s are a memorable mix of music and fun.

Emily Popli
2026-02-06 20:00 - 2026-02-07 01:00, 2026-02-27 20:00 - 2026-02-28 01:00
Emily Popli offers is a Chicago-based singer-songwriter whose heartfelt blend of soul, pop, and country shines through her original music and all-request sets. Emily has been a huge part of Shirley’s music scene for over 7 years, regularly delighting crowds and helping define its lively live entertainment tradition. Off the piano bar stage, she’s also released her debut album Lilith Fair Kid—a deeply personal collection crafted with Grammy-nominated producer Brandon Williams that showcases her rich vocals and compelling storytelling.

Peter Miletic
2026-02-07 20:00 - 2026-02-08 01:00, 2026-02-21 20:00 - 2026-02-22 01:00, 2026-03-07 20:00 - 2026-03-08 01:00, 2026-03-21 20:00 - 2026-03-22 01:00, 2026-04-04 20:00 - 2026-04-05 01:00
When Peter Miletic is at Shirley’s Piano Bar you are sure to expect an engaging evening of melodic piano and rich vocals from a seasoned Chicago-area pianist, whose versatile repertoire spans sing-alongs, classic standards, pop favorites, and upbeat swing that gets the crowd involved. Peter has been a cherished part of the Shirley’s music scene for over 8 years and was one of the first performers to help establish its vibrant live entertainment tradition. With his warm stage presence and audience-friendly style, Peter’s performances are a perfect blend of familiarity and flair that keep guests coming back for more.

Chris Heroldt
2026-02-10 20:00 - 23:00, 2026-03-10 20:00 - 23:00
Chris Heroldt is a Chicago-area pianist and singer with over 20 years of experience performing rock, jazz, and blues as a soloist and with bands at major venues and festivals. He’s known for his engaging performances and inclusive style that gets every crowd singing and dancing together. In addition to performing, Chris has also shared his passion for music through teaching, while bringing joy and connection to every event he plays.

Heather Dudley
2026-02-12 20:00 - 23:00
Live music tonight at Shirley’s Piano Bar. Join us as we welcome the incredible Heather Dudley to the stage.Heather is known for her soulful originals and strong voice to carry the ballads. Come for good drinks, good company & great tunes starting at 8pm!

Johnny Burnett
2026-02-13 20:00 - 2026-02-14 01:00

Stan Karcz
2026-02-14 20:00 - 2026-02-15 01:00
Celebrate Valentine’s Day at Shirley’s Piano Bar with live music by Stan Karcz starting at 8pm on 2/14. Reservations are available until 10pm—call us at (224) 888-1880 or email info@shirleyspianobar.com to reserve your table for a romantic night out. ❤️🎹

Johnny Burnett
2026-02-19 20:00 - 2026-02-20 00:00, 2026-03-19 20:00 - 2026-03-20 00:00
Every 3rd Thursday of the month at Shirley’s Piano Bar, join us for a lively night of music featuring Johnny Burnett, a versatile Chicago-area pianist, vocalist, and bandleader known for his dynamic solo sets and performances with The Johnny Burnett Band and The Pepperland Rockestra, drawing on classic rock, pop, and more from legends like Billy Joel, Elton John, and The Beatles. Over the last three years, Johnny has been a fan favorite at Shirley’s, bringing his energetic keyboard-driven show to the stage again and again. Whether you’re singing along or just enjoying the vibes with a cocktail, it’s the perfect mid-week music tradition.

Kaleen Dolan
2026-02-20 20:00 - 2026-02-21 01:00, 2026-03-27 20:00 - 2026-03-28 01:00
Every night at Shirley’s Piano Bar featuring Kaleen Dolan brings a high-energy, all-request piano experience from a talented multi-instrumentalist and Chicago native trained in voice, piano, drums, bass, and theatre who has toured and played dueling piano shows around the world. Kaleen has been a beloved part of the Shirley’s lineup for over 8 years and was one of the very first performers to grace the Shirley’s stage, helping shape its live music tradition. With a wide repertoire and engaging style, her sets keep crowds singing along and asking for more.

Brandon Covelli
2026-02-22 19:00 - 22:00, 2026-03-01 19:00 - 22:00

Chris Heroldt
2026-02-24 20:00 - 23:00, 2026-03-24 20:00 - 23:00
Chris Heroldt is a seasoned Chicago-area pianist and vocalist with over 20 years of experience performing rock, jazz, and blues as a solo artist and with bands at major venues and festivals. A longtime member of the Felix and Fingers family, he’s known for his high-energy dueling piano performances and his ability to engage every crowd in the room . Chris has also been a staple at Shirley’s Piano Bar for over seven years, where his talent, versatility, and crowd-pleasing style have made him a favorite with regulars and first-time guests alike.

Jennifer Lee Knuth
2026-02-25 20:00 - 23:00

Stan Karcz
2026-02-28 20:00 - 2026-03-01 01:00

Greg Jacks
2026-03-06 20:00 - 2026-03-07 01:00

Emily Popli
2026-03-08 19:00 - 22:00
