Evolve is the most select group at Chesapeake--an a cappella group typically between 10-16 singers. Founded in 2017 by former CHS Director Michael Brisentine, Evolve quickly burst into the a cappella scene, placing 4th at ICHSA Finals in 2019 with an award for Outstanding Choreography. In 2021 at ICHSA, they advanced to the Mid-Atlantic Semifinals. In 2020, Evolve was featured on the BOHSA (Best of High School A Cappella) album, singing “Just Like Me” by Betty Who. You can find Evolve's EPs on your favorite streaming services worldwide!

Evolve is run as an academic choir class during the school day, in addition to a few after-school rehearsals (typically from 3-4:30pm). Evolve performs the most often of the groups at Chesapeake, with performances spanning typical CHS functions, community events, international competitions, and more. They have also occasionally recorded & released EP's!