 He returned to the Football League upon signing with Port Vale in July 2019, but did not league appearance during his one season at the club.Maddison was awarded a two-year scholarship at the Sunderland Academy in 2011.On 29 January 2013, Maddison signed for League Two club Crawley Town on loan until the end of the 2012–13 season; "Red Devils" manager Richie Barker said that he would provide competition for Paul Jones.