Category
page 1Singers 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.

Anastacia
Anastacia Lyn Newkirk ( ; born September 17, 1968), known by the mononym Anastacia, is an American singer-songwriter who has released eight albums and sold over 50 million records worldwide, and collecting a total of 227 gold and platinum certifications. Thanks to her distinctive tone she has been described as "the little lady with the big voice." Anastacia defines her musical style as "sprock", meaning a fusion of soul, pop, and rock.
R. Kelly
American singer, songwriter, and record producer

Patti Smith
Patricia Lee Smith is an American singer, songwriter, poet, painter, author, and photographer. Her 1975 debut album Horses made her an influential member of the New York City–based punk rock movement. Smith has fused rock and poetry in her work. In 1978, her most widely known song, "Because the Night," co-written with Bruce Springsteen, reached number 13 on the Billboard Hot 100 chart and number five on the UK Singles Chart.
Nat King Cole
American singer and jazz pianist (1919–1965)
Raquel Welch
American actress (1940–2023)
Jennifer Hudson
American singer, actress, model and spokesperson

Herbie Hancock
American jazz pianist and composer (born 1940)
Sam Cooke
American singer and songwriter (1931–1964)

Mahalia Jackson
American gospel singer (1911–1972)

Ray Manzarek
American keyboardist (1939–2013)

Juice Wrld
American rapper and singer (1998–2019)

Chaka Khan
American singer (born 1953)

Amy Madigan
Amy Marie Madigan is an American actress. Known for her work on stage and screen, her accolades include an Academy Award, an Actor Award, a Golden Globe Award, and a Critics' Choice Award, in addition to a nomination for a Primetime Emmy Award.
Donald O'Connor
American dancer, singer, and actor (1925-2003)

Dinah Washington
American singer, songwriter, pianist (1924-1963)

Curtis Mayfield
American singer-songwriter (1942–1999)

Richard Marx
American singer and songwriter

Chief Keef
American rapper and record producer (born 1995)

Billy Corgan
American musician

Patrick Stump
American musician (born 1984)

Sister Rosetta Tharpe
American gospel musician (1915–1973)

Emilie Autumn
American musician

Chance the Rapper
American rapper, singer and record producer (born 1993)
King Von
American rapper (1994–2020)
Steve Albini
American record engineer and musician (1962–2024)

Polo G
American rapper

David Draiman
American singer

Minnie Riperton
American singer (1947–1979)
Frankie Laine
American pop singer, songwriter, and actor (1913–2007)
Peter Cetera
American musician
Sophie Thatcher
American actress (born 2000)
Warren Zevon
American rock musician (1947–2003)
LaVern Baker
American rhythm and blues singer (1929–1997)
Otis Rush
American musician (1935–2018)
Koko Taylor
American Chicago blues musician
Lou Rawls
American singer (1933–2006)
Anita O'Day
American jazz singer (1919–2006)
Cassidy Freeman
American actress and singer

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.
Mike Bloomfield
American blues guitarist (1943-1981)
Roger McGuinn
American musician
Paul Butterfield
American blues harmonica player (1942–1987)
Jessica Harper
American actress (born 1949)
Lil Durk
American rapper
Marla Gibbs
actress, entertainer, singer, writer, and producer (born 1931)
Mel Tormé
American recording artist (1925–1999)
Emily Bergl
British actress
Liz Phair
American musician
Donny Hathaway
American singer-songwriter and musician (1945-1979)
Rickie Lee Jones
American singer (born 1954)
Dolores Gray
American actress (1924–2002)

Jeremih
Jeremy Phillip Felton (born July 17, 1987), known professionally as Jeremih ( ), is an American R&B singer. He embarked on a musical career after meeting record producer Mick Schultz in 2008, and signed a recording contract with Def Jam Recordings the following year.
Mavis Staples
American singer
David Edwards
American blues guitarist and singer (1915–2011)
Nils Lofgren
American rock musician
Jody Watley
American singer
Hal Sparks
American actor (born 1969)
Loleatta Holloway
American singer (1946–2011)
Jerry Butler
American soul singer and songwriter (1939–2025)