Which Lauryn Hill album won the Grammy Award for Album of the Year in 1999?

The Lauryn Hill album that won the 1999 Grammy Award for Album of the Year was The Miseducation of Lauryn Hill.

Released in 1998, the album was Hill’s first solo studio record after her work with the Fugees. It combines hip-hop, soul, R&B, reggae, and spoken interludes, while exploring love, motherhood, independence, spirituality, and the pressures surrounding fame.

At the 41st Annual Grammy Awards in 1999, the album won Album of the Year and Best R&B Album. Hill also won Best New Artist, and “Doo Wop (That Thing)” won Best R&B Song and Best Female R&B Vocal Performance. The album’s success made Hill the first hip-hop artist to win Album of the Year.

A frequent mix-up is confusing the album with The Score, the Fugees’ 1996 album, which also features Hill. The Miseducation of Lauryn Hill instead marked her transition from group member to solo artist and became one of the most influential albums of the late 1990s.