10月20日，24直播网报道，在英超联赛第七轮的激烈对决中，热刺队坐镇主场与考文垂队展开较量。在这场对决中，麦迪逊为热刺队率先破门，打破了比赛的僵局。
Since making his Premier League debut in August 2018, Maddison has netted 21 long-range strikes from outside the penalty area. This tally surpasses that of any other player in the league during the same period by at least two goals, with De Bruyne and Ward-Prowse trailing closely with 19 goals each.