Skyline Blues is an auditioned, extracurricular ensemble that draws its members from Skyline's four choir classes:

• Bel Canto Treble Chorus — This is Skyline's audition treble choir, composed of soprano and alto voices. Bel Canto is known for their tendency toward world music. They've been invited to perform at the Michigan Music Conference multiple times. At MMC 2018, they performed the world premier of "The Laugh of a Child" by Stuart Scott. Bel Canto receives consistently high marks at MSVMA District and State Choral Festivals.

• A Cappella Select Mixed Chorus — This is Skyline's audition mixed choir, composed of all voice parts. A Cappella is known for their stirring spirituals and annual collaborations with Skyline's orchestra. A Cappella receives consistently high marks at MSVMA District and State Choral Festivals.

• Cantare/Cantando — These are Skyline's entry-level choirs, composed mostly of ninth graders. Incoming freshmen are encouraged to audition for Blues, although most Blues members sing in one of Skyline's advanced choirs. Cantare and Cantando students who are not in Blues can participate in The Cantandres. Cantare and Cantando receive consistently high marks at MSVMA District and State Choral Festivals.

Throughout the years, Skyline Blues has been invited to perform at countless events across the state of Michigan, at all levels of formality. 

Through 2017, Blues attended MSVMA Solo & Ensemble, and received consistently high marks at both the District and State competitions. In 2017, they were invited to the National A Cappella Convention (NACC) in Memphis, TN, where they performed their competition set, attended a cappella classes and workshops, and worked with industry professionals. While there, they watched a performance of "Boys in the Street" (opb. Greg Holden) which inspired their 2018 ICHSA competition set. They've been invited by Chelsea High School's Company C show choir to perform at the Chelsea Showcase. In 2017 and 2018, Skyline Blues and Bel Canto were invited to perform at the Michigan Music Conference (MMC) in Grand Rapids. In 2018, Blues performed for state legislators at the state capitol building in Lansing for MMEA Music Education Advocacy Day. Also in 2018, Blues performed at TEDxYouth@AnnArbor to make a case for LGBTQ+ rights and public school music education. In the fall of 2018, Blues attended and performed at the Kevin's Song Conference, a suicide awareness event in Plymouth. Skyline Blues advanced to finals in 2019, where they placed 2nd in the nation. In 2020, ICHSA competitions were cancelled due to the shutdown. However,  in 2021, Skyline Blues participated in the online ICHSA, where they advanced to the semifinals. After 2021, Skyline Blues advanced to the ICHSA semifinals twice. Skyline Blues was honored with a performance at the MSVMA Specialized Choral Hour and also traveled to Memphis for the Briarcrest OneVoice invitational in 2024, performing their set onstage at the Sparks Chapel. They also were able to perform some of their songs at the world-famous Sun Studios.