With her friends Mary Wilson, Florence Ballard, and Barbara Martin, Ross formed the Primettes vocal quartet in 1959. In 1960, they were signed to local Motown Records, changing their name to the Supremes in 1961. Martin then left, and the group continued as a trio. Over the next eight years, the Supremes (renamed "Diana Ross and the Supremes" in 1967, when Cindy Birdsong replaced Ballard) scored 12 number one pop hits. After the last one, "Someday We'll Be Together" (October 1969), Ross launched a solo career.

Motown initially paired her with writer/producers Nickolas Ashford and Valerie Simpson, who gave her four Top 40 pop hits, including the number one "Ain't No Mountain High Enough" (July 1970).

Ross branched out into acting, starring in a film biography of Billie Holiday, Lady Sings the Blues (November 1972). The soundtrack went to number one, and Ross was nominated for an Academy Award.

She returned to record-making with the Top Ten album Touch Me in the Morning (June 1973) and its chart-topping title song. This was followed by a duet album with Marvin Gaye, Diana & Marvin (October 1973), that produced three chart hits. Ross acted in her second movie, Mahogany (October 1975), and it brought her another chart-topping single in the theme song, "Do You Know Where You're Going To." That and her next number one, the disco-oriented "Love Hangover" (March 1976), were featured on her second album to be titled simply Diana Ross (February 1976), which rose into the Top Ten.

Ross's third film role came in The Wiz (October 1978). The Boss (May 1979) was a gold-selling album, followed by the platinum-selling Diana (May 1980) (the second of her solo albums with that name, though the other, a 1971 TV soundtrack, had an exclamation mark). It featured the number one single "Upside Down" and the Top Ten hit "I'm Coming Out."

Ross scored a third Top Ten hit in 1980 singing the title theme from the movie It's My Turn. She then scored the biggest hit of her career with another movie theme, duetting with Lionel Richie on "Endless Love" (June 1981). It was her last big hit on Motown; after more than 20 years, she decamped for RCA. She was rewarded immediately with a million-selling album, titled after her remake of the old Frankie Lymon And The Teenagers hit, "Why Do Fools Fall in Love," which became her next Top Ten hit. The album also included the Top Ten hit "Mirror, Mirror."

Silk Electric (October 1982) was a gold-seller, featuring the Top Ten hit "Muscles," written and produced by Michael Jackson, and Swept Away (September 1984) was another successful album, containing the hit "Missing You," but Ross had trouble selling records in the second half of the 1980s. By 1989, she had returned to Motown, and by 1993 was turning more to pop standards, notably on the concert album Diana Ross Live: The Lady Sings ... Jazz & Blues, Stolen Moments (April 1993). Motown released a four-CD/cassette boxed set retrospecive, Forever Diana, in October 1993, and the singer published her autobiography in 1994. Take Me Higher followed a year later, and in 1999 she returned with Every Day Is a New Day.