In 2005, he starred in the action film "Supercross" as K.C. Carlyle, an MX racer. Howey also played Weatherby in the movie "", alongside Jaime Pressly and Eric Roberts. In 2009, he starred in "Bride Wars", with Anne Hathaway and Kate Hudson (with whom he also starred in the 2011 movie "Something Borrowed", once again as her love interest). Howey also portrayed the title role in the 2009 film, "Stan Helsing". That same year, Howey also appeared in the web series "CTRL" playing Ben Piller. He has also appeared on the show "Psych".