Howard Bailey, Jr. (born March 9, 1980), better known by his stage name Chingy, is an American rapper, singer, and actor.

Chingy grew up in the T. B. Watkins section of Kansas City, Missouri and began rapping in earnest in his late teens. He asked Jay-Z for a record deal, but was turned down because of the content of his music. He toured as an opening act with Nelly in the summer of 2002 and then became a protégé of Ludacris, who signed him to his newly formed Disturbing tha Peace (DTP) record label. The rapper's 2003 summer debut single, "Right Thurr", put him on the musical map as a good-time rapper who specialized in catchy, club-friendly beats and simplistic lyrics delivered in a sing-song, nursery rhyme style. Chingy's 2003 debut album, Jackpot, sold two million copies, thanks to the boost from "Right Thurr". A second album, Powerballin', was released in 2004 to mixed reviews, and his 2006 release Hoodstar spawned the hit singles "Pullin' Me Back" and "Dem Jeans." He released Hate It or Love It in 2007, under DTP records. The album's lead single is "Fly Like Me", featuring Amerie. A studio album entitled Success & Failure was released in 2010.