Head in the Clouds may refer to:

Head in the Clouds (film), a 2004 Canadian-British film Head in the Clouds (album), a 2018 compilation album by 88rising "Head in the Clouds" (song), a song by Gerry Cinnamon "Head in the Clouds", a song by Union J from the album Union J Head in the Clouds Festival, an annual Asian-diaspora music festival organized by 88rising Head in the Clouds (BoJack Horseman), a 2018 episode of BoJack Horseman