Legends of Chamberlain Heights

The series focuses on three teenagers Jamal, Milk, and Grover. They are benchwarmers on the high school basketball team, but legends in their own minds.

• Josiah Johnson as
  • Grover Cummings, one of the three main protagonists and brother of Malik and Montrel.
  • Milton "Milk" Chambers, one of the main protagonists and a black man in the body of a white man.
  • Shea Butta, Montrel's best friend, or at least the one he hangs out with the most, who usually tags along with him.
• Quinn Hawking as
  • Jamal Anderson, one of the main protagonists with an overweight look and a very high-pitched voice.
  • Shamal Anderson, Jamal's twin sister and equivalent who has a crush on Milk, but Milk finds her repulsive and calls her "a d*ckless version of Jamal".
  • Rodrigo, one of Malik's friends who helps him sell drugs to people.
• Michael Starrbury as
  • Malik Cummings, the intelligent younger brother of Grover and Montrel, and a father-like role in the family.
• Jay Pharoah as
  • Montrel Cummings, the older brother of Grover and Malik and a retired basketball player.
  • Randy, the leaders of the jocks and a bully to Grover, Milk and Jamal.
• Jamie Kennedy as
  • Dave "Uncle Joey" Couliers, Milk's step-dad
  • Officer Jaime Kennedy
• Carl Jones as
  • Coach Bundy, the short-tempered basketball coach and gym teacher at School.
• Tiffany Haddish as
  • Cindy, the head cheerleader, Randy's off-and-on girlfriend and Grover's love interest.
• Poochie Jackson as
  • Medina, an extremely overweight but aggressive girl and Jamal's on-and-off girlfriend.
    • Erykah Badu provides Medina's singing voice

Recurring characters

• Lavell Crawford as:
  • LeDante, a student at Duncan High School
  • Jarvis "Jank Eyed Jarvis" Mitchell, a student at Duncan High School

• Elise Marie Dubois as:
  • Hunny Chambers, the mother of Milk and the wife of Uncle Joey
  • Ms. Noble, one of the teachers at Duncan High

• Tisha Campbell-Martin as:
  • Patricia "Cracky" Sheldon, a student and cheerleader at Duncan High

Notable guest stars

• Tupaquia (voiced by Richie Loco) appears in S1's "The Legend of Tupaquia".
• Derek Fisher / Coach Fisher (voiced by Piotr Michael) appears in S2's "Coach Fishy".
• MC Eiht (voiced by himself) appears in S1's "Inspired by Isis".
• Brad Deekenmouf (voiced by Tom Kenny) appears in S1's "Inspired by Isis".

Season 1 (2016)

Season 2 (2017)

The series gained mainstream attention in early 2020 due to the episode "End of Days" which included a scene that depicted NBA star Kobe Bryant crawling out of a crashed helicopter before it explodes. After the real Bryant was killed in a helicopter crash in January 2020, the episode was removed from the Comedy Central website, and the creators of the show asked people to refrain from sharing the clip on social media out of respect for Bryant.