 On 26 June 2013, Chester signed a new three-year contract with Hull.Chester made his Premier League debut on 18 August 2013 at Stamford Bridge in a 2–0 away defeat to Chelsea.Five games into his debut season as a first-team player in the Premier League, Chester was ruled out for an initial six-to-eight weeks after pulling his hamstring against Newcastle United on 21 September 2013.