Chicago Rap & Hip Hop Music

Chiraq Drill

Listen to new music and discover up-and-coming artists from Chicago.

We aim to promote music and end violence.

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There are currently 59 active gangs in Chicago.

Discover new up-and-coming artists and rap music.

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Chicago Rap Groups

Furthermore, learn about the different rap groups in Chicago. Listen to Savage Squad Records, Fly Boy Gang, OTF (Only The Family), Team 600, Bricksquad 069, and GBE (Glory Boyz Entertainment).

Savage Squad Records

Savage Squad Records.

Savage Squad Records, founded by Fredo Santana – Chief Keef’s older cousin. Rappers signed to Savage Squad Records are also members of the Black Disciples street gang – rivals of the Gangster Disciples.

Fredo Santana, CEO of Savage Squad Records left the streets of Chicago, continuing to branch out into various business ventures. Sadly, Fredo Santana struggled with his addiction to Promethazine, leading to his death in 2018. Cdai, whose real name is Courtney Ealy, is the younger brother of drill rapper and 600 rapper, Edai.

Cdai was an up-and-coming rapper and Black Disciples gang member signed to Savage Squad Records. The rapper left his cell phone at the scene of the murder of a Chicago livery driver, and convicted of murdering a taxi cab driver named Javon Boyd while he waited to pick up another passenger.

Clint Massey, a 17-year-old aspiring rapper and OTF artist who performed under the stage name, “RondoNumbaNine,” was also affiliated with Team 600, was also charged with the homicide.

Fly Boy Gang.

Fly Boy Gang, also known as Clout Boyz, is a rap group from South Side, Chicago. Rappers in FBG are also members of the Gangster Disciples street gang.

Members Lil Jay and FBG Duck aired on the popular reality television series Drugs, Inc. The name “Tooka”, praised in songs by many members of FBG. Tooka was a Gangster Disciples member in the “St. Lawrence Boyz” set.
Tooka was shot and killed on January 12, 2011 while waiting for a metro bus – he was only 15 years old at the time of his death. National media attention also covered the death of FBG associate Gakirah Barnes, known as “K.I.”, was a 17-year-old girl who may have been responsible for up to 20 gang-related murders before her own death. “Tooka” and “K.I.” were only teenagers at the time of their deaths.

Bricksquad069.

Savage Squad Records, founded by Fredo Santana – Chief Keef’s older cousin. Rappers signed to Savage Squad Records are also members of the Black Disciples street gang – rivals of the Gangster Disciples.

Fredo Santana, CEO of Savage Squad Records left the streets of Chicago, continuing to branch out into various business ventures. Sadly, Fredo Santana struggled with his addiction to Promethazine, leading to his death in 2018. Cdai, whose real name is Courtney Ealy, is the younger brother of drill rapper and 600 rapper, Edai.

Cdai was an up-and-coming rapper and Black Disciples gang member signed to Savage Squad Records. The rapper left his cell phone at the scene of the murder of a Chicago livery driver, and convicted of murdering a taxi cab driver named Javon Boyd while he waited to pick up another passenger.

Clint Massey, a 17-year-old aspiring rapper and OTF artist who performed under the stage name, “RondoNumbaNine,” was also affiliated with Team 600, was also charged with the homicide.

OTF Records. (Only The Family).

Fly Boy Gang, also known as Clout Boyz, is a rap group from South Side, Chicago. Rappers in FBG are also members of the Gangster Disciples street gang.

Members Lil Jay and FBG Duck aired on the popular reality television series Drugs, Inc. The name “Tooka”, praised in songs by many members of FBG. Tooka was a Gangster Disciples member in the “St. Lawrence Boyz” set.
Tooka was shot and killed on January 12, 2011 while waiting for a metro bus – he was only 15 years old at the time of his death. National media attention also covered the death of FBG associate Gakirah Barnes, known as “K.I.”, was a 17-year-old girl who may have been responsible for up to 20 gang-related murders before her own death. “Tooka” and “K.I.” were only teenagers at the time of their deaths.

Bricksquad069.

The number “600” is a faction of the Black Disciples street gang. Members of 600 are from South side Chicago, IL. The former 600 member Leonard Anderson, was a larger than life figure.

Chicago Rap Music History

Chicago Hip Hop & Rap Music.

Drill music exploaded in popularity when Chicago rapper Chief Keef released the music video I Don’t Like, featuring fellow artist Lil Reese, on March 11, 2012.

At the time, Chief Keef was on house arrest, performing the video directed by DGainz – in his grandmothers house.

On September 4, 2012, Lil Jojo posted a video on YouTube confronting Lil Reese saying “Imma Kill you.” Later that evening, an unidentified shooter fired bullets that struck Lil Jojo, while he was riding on the back pegs of a friends bicycle.

This tragedy brought national attention to Chicago regarding gang-related violence, and was reported by news outlets around the United States.