"Why Not" is a song recorded by American singer Hilary Duff for the soundtrack of the 2003 comedy film, The Lizzie McGuire Movie. It was written by Charlie Midnight alongside the song's producer, Matthew Gerrard.

Disney International released the single internationally on June 23, 2003 (see 2003 in music). The CD single release included a remix of "Why Not", a remix of "I Can't Wait" and the music video. Later in 2003, a different version of "Why Not" was released on Duff's first album, Metamorphosis. According to Duff, the song is also included as a single for the album Metamorphosis.

"Why Not?" has three versions. The main version is the one originally recorded for the soundtrack of The Lizzie McGuire Movie, The second version has slightly different lyrics in the first verse and was released as a second single on her album, Metamorphosis. The third version is a remixed version of the second version, with a rock arrangement; this version was released on Most Wanted. The re-recorded version is included in the collection of Duff's greatest-hits album, Best of Hilary Duff.

Singer Michelle Branch said, in a July 2003 interview with Rolling Stone, that she felt it was, at the time, the worst song she had heard recently: "One lyric stuck in my head: 'You always dress in yellow when you wanna dress in gold,'" she said. "I heard that and I was like, 'Oh, man, what is going on with music these days?' But, hey, whatever floats your boat." In November 2003, Branch apologized for her comments while hosting a radio show for New York's Z100, then playing one of Duff's songs.

The video (directed by Elliott Lester), which was shot in Downtown Los Angeles, first premiered on the Disney Channel in April 2003. The video became the first of Duff's to air on MTV after a viewer requested it on the popular show Total Request Live. The video debuted on the show's countdown at number six a few days later. The video shows Duff singing from a rooftop; this is inter-cut with scenes of street scenes of skipping, break dancing and crowds running, as well as waist shots of extras mouthing the words. Two distinct versions of the video exist; the one includes scenes from The Lizzie McGuire Movie while the other does not.

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