Category
page 1Rappers from Chicago

Kanye West
Ye is an American rapper, songwriter, and record producer. He has been listed among the greatest rappers of all time and referred to as one of the most prominent figures in hip-hop. His music, characterized by frequent stylistic shifts, has been credited with facilitating the emergence of rappers who did not conform to gangster rap conventions. He is also known for his controversial public persona, including his polarizing cultural and political commentary.

Ludacris
Christopher Brian Bridges (born September 11, 1977), known professionally as Ludacris (), is an American rapper and actor. Born in Champaign, Illinois, Ludacris moved to Atlanta, Georgia, where he first began rapping. Starting out with a brief stint as a DJ, he formed the record label Disturbing tha Peace in the late 1990s to release his debut studio album Incognegro (1999). After its single, "What's Your Fantasy" (featuring Shawnna), became a top 40 hit on the Billboard Hot 100, the album was re-released by Def Jam Recordings as his major label debut, Back for the First Time (2000). The latte

Juice Wrld
American rapper and singer (1998–2019)

Chief Keef
American rapper and record producer (born 1995)

Gil Scott-Heron
American soul and jazz poet, musician, and author (1949–2011)
Common
American rapper and actor (born 1972)

Lupe Fiasco
American rapper and record producer (born 1982)

Soulja Boy
American rapper and record producer (born 1990)

Chance the Rapper
American rapper, singer and record producer (born 1993)
King Von
American rapper (1994–2020)

Polo G
American rapper
Earl Sweatshirt
American rapper

CupcakKe
Elizabeth Eden Harris (born May 31, 1997), known professionally as Cupcakke (often stylized as cupcakKe; pronounced "cupcake"), is an American rapper and singer-songwriter known for her hypersexualized, brazen, and often comical persona and music.
Lil Durk
American rapper

Twista
Carl Terrell Mitchell (born November 27, 1973), better known by his stage name Twista (also known as Tung Twista), is an American rapper. He is best known for his chopper style of rapping and for once holding the title of fastest English-speaking rapper in the world according to Guinness World Records in 1992, being able to pronounce 598 syllables in 55 seconds.
Smokepurpp
Omar Jeffery Pineiro (born May 15, 1997), known professionally as Smokepurpp, is an American rapper. He released his commercial debut single, "Audi", in 2017; it would go on to receive platinum certification by the Recording Industry Association of America (RIAA). In March of that year, he signed with Alamo and Interscope Records to release the song and his debut mixtape for which it served as the lead single, Deadstar (2017). It peaked at number 42 on the Billboard 200, while his debut studio album and the mixtape's sequel, Deadstar 2 (2019), narrowly entered the chart. His second album, Flor
Young Dolph
American rapper (1985–2021)
Cashis
Ramone Johnson (born October 10, 1982), better known by his stage name Cashis (stylized as Ca$his), is an American rapper who was born and raised in Chicago, but moved to Irvine, California. He was most notably featured on the Shady Records album Eminem Presents: The Re-Up with Eminem and the record label, and released The County Hound EP in 2007. The County Hound EP sold 6,700 copies in its first week and debuted on the US Billboard 200 at number 106. He's best known for appearing on Eminem's song, "You Don't Know", featuring 50 Cent and Lloyd Banks.
Da Brat
American rapper
Skee-Lo
Antoine Roundtree (born March 27, 1975), better known by his stage name Skee-Lo, is an American rapper best known for his 1995 song "I Wish", which became a hit in several countries and reached No. 13 on the Billboard Hot 100.
Fredo Santana
American rapper (1990-2018)
Peniel Shin
South Korean-American rapper and singer
Boots Riley
American rapper
No I.D.
American music producer
G Herbo
American rapper (born 1995)
Dreezy
Seandrea Sledge (born March 28, 1994), better known by her stage name Dreezy, is an American rapper, singer, and songwriter. She signed with Interscope Records in 2014 where she released the studio albums No Hard Feelings (2016) and Big Dreez (2019). In 2020, she split from the label and released Hitgirl (2022), a collaboration album with Hit-Boy.

Vic Mensa
American rapper and singer (born 1993)
Noname
American rapper
Mick Jenkins
American rapper

Lil Reese
American rapper from Illinois
Famous Dex
American rapper (born 1993)
Hitmaka
Christian Ward (born September 9, 1984), known professionally as Hitmaka, is an American record producer.
Chali 2na
American rapper
2hollis
Hollis Parker Frazier-Herndon (born January 5, 2004), known professionally as 2hollis, is an American rapper and producer.
Young Chop
American record producer and rapper from Illinois (1993-)
Shawnna
Rashawnna Guy (born January 3, 1978), better known by her stage name Shawnna, is an American rapper and singer from Chicago, Illinois. She is best known for her guest appearances on Ludacris' 2000 single "What's Your Fantasy", as well as his 2003 single "Stand Up"; the songs peaked at numbers 21 and one on the Billboard Hot 100, respectively. She signed with his record label Disturbing tha Peace, an imprint of Def Jam South to release her debut studio album, Worth tha Weight (2004) and its follow-up, Block Music (2006). The former spawned the single "Shake Dat Shit" (featuring Ludacris), while
Ta'Rhonda Jones
American rapper, actor and television actor
Kid Sister
American rapper
The Outhere Brothers
American hip hop group
Lil Bibby
American rapper (born 1994)

Open Mike Eagle
American hip hop artist and comedian
Saba
American rapper

MC Chris
American rapper
Rhymefest
Che Armond Smith (born July 6, 1977), known professionally as Rhymefest, is an American rapper and songwriter from Chicago, Illinois. He is best known for his work with fellow Chicago rapper Kanye West, having co-written West's "Jesus Walks" (which won Best Rap Song) in 2004 and "New Slaves" in 2013. He also co-wrote "Glory", for Common and John Legend in 2014, which received a Golden Globe Award for Best Original Song and an Academy Award for Best Original Song.

Lucki
Lucki Camel Jr. (born May 30, 1996), known mononymously as Lucki (stylized as LUCKI, formerly as Lucki Eck$), is an American rapper and record producer from Chicago, Illinois. Regarded as an influential figure in underground hip-hop, he initially came to public attention in 2013 after releasing his debut mixtape, Alternative Trap. He followed with a number of projects, including his sixth mixtape Freewave 3 (2019); he later followed with the EPs Days B4 III (2019) and Almost There (2020) after signing to record label Empire.