"Didn't We Almost Have It All" is a song recorded by American singer Whitney Houston for her second studio album, Whitney (1987). The song was written by Michael Masser and Will Jennings and produced by Masser. Initially, Houston's cover version of the Isley Brothers' "For the Love of You" was intended to be released as the second single from the album. However, the record label decided to release "Didn't We Almost Have It All" instead as all of Houston's singles had to be original material at this point of her career. The song was released in July 1987 by Arista Records.

"Didn't We Almost Have It All" received positive reviews from the music critics, who praised it lyrics, production, and Houston's vocal performance. It became Houston's fifth consecutive chart topper on the US Billboard Hot 100, staying there for two weeks and also reached the top 10 in various countries. A live performance from her September 2, 1987 concert in Saratoga Springs, New York was used as the official video and played on MTV, VH1, and BET. The recorded performance was also televised along with her performance of "I Wanna Dance with Somebody" at the 1987 MTV Video Music Awards on September 11. At the 30th Annual Grammy Awards, it received a nomination for the Song of the Year.