"Gettin' Jiggy wit It" is a single by Will Smith from his album Big Willie Style. Released in early 1998 and co-written by Nas, it was Smith's first hit produced by Poke & Tone, who replaced his long-time partner Jazzy Jeff, though the record-scratching techniques of Jazzy Jeff can be heard in the song. It sampled the Sister Sledge song "He's the Greatest Dancer" and The Bar-Kays song "Sang and Dance". The record spent three weeks at the top of the Hot 100 chart from March 14, 1998. This song also won a Grammy Award in 1999 for the Best Rap Solo Performance.

It was ranked the 68th greatest song of the 1990s by VH1. The connotations associated with the word jiggy were heavily influenced by this single. The term went from being used to acclaim one's fashion or style towards being synonymous with dancing, and eventually back to the original association with sexual connotations. Will Smith has attested in an interview that his inspiration to alter the meaning for the purpose of the song came from his association of the term "jiggy" with "jigaboo", a derogatory term for African-Americans, which made the literal meaning of the title "getting African-American with it" and which was meant to reference the popular folk-myth of an innate sense of rhythm in black folks. The co-opting of a once offensive word also was racially empowering.

Two remixes produced by Jermaine Dupri surfaced. The first version uses the same lyrics from the album and features a female chorus (available on a CD Single). The second version contains brand new lyrics by Will Smith with guest raps by Big Pun, R.O.C. & Cam'ron, with additional vocals by Jermaine Dupri. The second version was deemed a bit hardcore for Will, and ended up being unreleased. Version 2 is now available only at the iTunes Music Store.

Gettin' Jiggy wit Itwin a 1998 MTV Video Music Award for Best Rap Video. It was also nominated for four another awards, including Best Choreography, Viewer's Choice, Best Dance Video, and Video of the Year. However, another nominations was lost for Madonna and her song Ray of Light.

The song is featured in Backyard Football '08.