"Head Over Boots" is a song co-written and recorded by American country music artist Jon Pardi. It was released to radio on September 14, 2015 as the lead single to his second studio album, California Sunrise. The song was written by Pardi and Luke Laird. Its Pardi's first number one hit in his career.

The song was written by Pardi and Luke Laird in January 2015 at Laird's Creative Nation office in Nashville. According to Pardi, the song was inspired by watching young and old couples dancing in a Texas dance hall, and he wanted to write a song that people could dance to. The song was produced by Pardi and Bart Butler and recorded at Ocean Way Studios.

The song has a moderate shuffle tempo in the key of G major, with a main chord pattern of G-D-Em-C-Cm. Pardi's vocals range from E₄ to E₅.

An uncredited review from Taste of Country was favorable, saying that it "immediately separates itself from his previous, mostly party-centric cuts" and that the "swinging feel of 'Head Over Boots' is the song's signature. Lyrically the singer and co-writer Luke Laird don't reinvent the love song."

The song first entered Country Airplay chart at No. 58 for chart dated October 17, 2015 before its official release, and entered the Hot Country Songs chart two weeks later at No. 43. The song reached No. 1 on the Country Airplay chart dated August 27, 2016, which is Pardi's first No. 1 on that chart. It was certified Platinum by the RIAA on September 16, 2016. The song has sold 701,000 copies in the United States as of January 2017.

The music video was directed by Jim Wright and premiered in April 2016. The video features Jon Pardi fronting a band whose outfit changes through time, from that of an old school honky tonk band to more modern ones, playing music that serves as background to the life of a couple from their courtship to old age.

^*sales figures based on certification alone
^{^}shipments figures based on certification alone

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