Holding made his return to first team action on 24 September 2019 in Arsenal's 5–0 EFL Cup home victory against Nottingham Forest. He marked his return from injury with his first goal at Emirates Stadium, scoring Arsenal's third from a Reiss Nelson corner-kick. On 1 August 2020, Holding was selected to start in the FA Cup Final against Chelsea, and went on to win his second winners' medal as Arsenal won their 14th FA Cup.