 Bennett turned 17 in pre-season ahead of the 2013–14 season, where he is expected to continue to feature for the under-21 side as well as substitute appearances for the first team, with a potential loan move being considered.Bennett however remained at the club and he scored his first league goal in Derby's 5–1 win at Millwall on 14 September.He has since made sporadic appearances under new Rams boss Steve McClaren including an appearance in the FA Cup Third Round on 5 January 2014 tie against Chelsea at iPro Stadium, in which Bennett impressed many fans with his pace and willingness to run at experienced full-back and England centurion Ashley Cole.