The music video of "19 In 99" was released on February 5, 2016 on Vevo and YouTube. The video was directed by Kevin Estrada and produced by Paul Bock and the Production company being Two Bridges Film.

In the video, Nick Carter, now a settled dad uses the opportunity of his wife and kids going to the beach and he staying home, and reminisces his younger days while he was "19 in 99" (meaning he was 19 in 1999). He remembers Santa Monica and surfing, listens to 2Pac music on a boombox that he carries on his shoulder whereas and his girlfriend listens to Nirvana. It makes him go back in time and playing video games and running on skateboards, and remembers the days when he and his bandmates led a non-stop party life and spent all their money, just to "live like kings underneath the Hollywood sign".

A.J. McLean, a bandmate makes a cameo appearance as a pizza delivery man in the music video, watching through a window in astonishment and bemusement as Carter through the window with Carter performing a re-enactment of a scene from the Backstreet Boys' song "I Want It That Way".

He tries to tidy the wrecked place before the family returns home but to no avail as he greets them with a practical joke as they come in.

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