Background
Stewart was born in Enfield, London and attended Enfield Grammar School.
Stewart was born in Enfield, London and attended Enfield Grammar School.
He signed for the Tottenham Hotspur Academy in July 2010. Tottenham Hotspur
At the end of March 2013, Stewart went on loan to Crewe Alexandra. Liverpool
On 2 July 2014, Stewart joined Liverpool on a free transfer from Tottenham Hotspur on a two-year deal.
Stewart announced the move on Twitter, stating that playing for Liverpool had been his dream since he was a boy.
On 1 January 2015, Stewart, along with two other Liverpool reserve players, signed for Cheltenham Town on a one-month loan deal. He made his Cheltenham debut on 3 January in a League Two match against Oxford United.
He marked his debut by scoring in the 2–1 victory for Cheltenham. At the end of the month he was recalled to Liverpool, after picking-up an injury.
On 26 March 2015, Stewart joined Burton Albion on month-long loan.
On 11 July 2015, Stewart was loaned out to Swindon Town. On 17 September, Stewart suffered a medial ligament injury in a Football League Trophy victory over Newport County, and was estimated to miss six to nine weeks. In January 2016 he was recalled by Liverpool from his loan.
Stewart marked the occasion by being booked shortly afterwards by referee Neil Swarbrick.
On 23 February 2016, Stewart signed a new contract keeping him at the club till 2020.