 | June 2Joe WrayA mainstay in the Milwaukee music scene, local guitarist and singer Joe Wray brings his unique and crowd-pleasing style to the 411 East Wisconsin Center courtyard. |
 | June 9Andy BraunLocal guitarist and singer Andy Braun plays a variety of covers and originals to the likes of Neil Young, Johnny Cash, and Jimmy Buffet. Braun was nominated for a WAMI award in 2020. |
 | June 16Keshena ArmonThe self-taught instrumentalist and singer Keshena Armon began her musical career attending gospel services at a young age. Keshena performs her soulful renditions of familiar tunes and originals. |
 | June 23Dan KolesariA father, teacher, and musician, local pianist and vocalist Dan Kolsari performs a mix of originals and covers featuring The Beatles, John Prine, and Bruce Springsteen. |
 | June 30Cole HeinrichLocal guitarist and vocalist Cole Heinrich received his BFA degree in Fingerstyle Guitar Performance from UW-Milwaukee. His performance features a range of genres, including Americana, Rockabilly, classic country, and folk. |
 | July 7Next Paperback HeroNext Paperback Hero features emotive indie-rock by songwriter and multi-instrumentalist Nathan Honoré. |

| July 14Ethan KellerLocal singer-songwriter Ethan Keller was voted Solo Artist of the Year in the 2011 Radio Milwaukee Music Awards and Pop Artist of the Year in the 2011 WAMI awards. He produces many blends of original music, often melding folk, blues, and rock, with funk, jazz, and hip-hop. |
 | July 21Joe WrayA mainstay in the Milwaukee music scene, local guitarist and singer Joe Wray brings his unique and crowd-pleasing style to the 411 East Wisconsin Center courtyard. |
 | July 28FrogwaterFrogwater is the acoustic pairing of John "Jack" & Susan Nicholson. Renowned for their virtuosity and exuberant live performances, their repertoire spans from Celtic to Delta blues. |
 | August 4Fressure PointFressure Point is a newer local duo featuring familiar faces. The veteran lineup, featuring singer Aftin Warren and guitarist Jack Beyler, features a fresh, smooth, and funky sound with their lush guitars and soulful vocals. |
 | August 11Roxie BeaneFrequenting a variety of intimate local venues, Roxie has spent over a decade performing a mixture of unique covers that span a plethora of eras and genres, expressing her renditions through neo-soul thump-driven style she's labeled "Acoustic Funk Rock." |
 | August 18Jon HintzLead singer of The Rumskis, Jon Hintz performs a stripped-down, acoustic take on some of your favorite songs. |
 | August 25Shuga BluThe self-taught instrumentalist and singer Keshena Armon began her musical career attending gospel services at a young age. Keshena and her trio, Shuga Blu, perform their soulful renditions of familiar tunes and originals. |
 | September 1Texas Dave DuoThe Texas Dave Duo performs an original blend of folk, blues, and classic '50s and '60s style rock and roll. |