 After impressing manager John Colemen while on trial, Jackson signed for Accrington Stanley for an undisclosed fee on a two-year contract on 21 July 2017.Jackson scored on his debut for Accrington Stanley, on the opening game of the 2017–18 season, in a 3–1 win over Colchester United.For his performance throughout August, he was nominated for Sky Bet League Two's Player of the Month for August but lost out to Frank Nouble.