Sidewalk Chalk stands as one of Chicago's most distinctive voices in the evolution of hip-hop, soul, and jazz. Their sound architecture weaves together MC and vocal artistry, dynamic instrumentation, and the unique flair of tap dance rhythms, creating an innovative fusion that has left its mark on the modern music landscape. The band's journey has yielded four distinctive albums: from their debut "Corner Store" (2012) to "Leaves" (2014), the live compilation "Shoulder Season " (2015), and “An Orchid is Born” (2017), produced by Grammy Award-winner Robert "Sput" Searight (Snarky Puppy, Kendrick Lamar). Their reputation for electrifying live performances has earned them spots at Afropunk, the Montreal Jazz Festival and Atlanta Jazz Festival, sharing stages with artists like D'Angelo, ?uestlove , De La Soul, and Hiatus Kaiyote. The collective includes MC Rico Sisney, vocalist Maggie Vagle, keyboardist Charlie Coffeen, and trumpet player Sam Thousand (formerly Sam Trump), whose individual pursuits have included activism and multiple corners of the music industry. Their recordings showcase an ambitious artistic vision, from the gritty explorations of "Leaves " to the transformative movements of "An Orchid Is Born ," consistently pushing the boundaries of contemporary music while remaining deeply rooted in tradition. The band's music continues to resonate with audiences worldwide, embodying the evolving spirit of Chicago's rich musical heritage.