On 2 November, against Aston Villa, Mason stuck his head in the chest of opponent Christian Benteke, who reacted by striking him with his hand. Referee Neil Swarbrick sent off Benteke but took no action against Mason. The incident led to both clubs being fined £20,000 by The Football Association (FA) for failing to keep their players under control. In January 2015, Mason was awarded a five-and-a-half-year contract, keeping him at the club until 2020. He started in the 2015 League Cup Final at Wembley Stadium on 1 March, in which Tottenham were beaten 2–0 by Chelsea. Mason scored his first Premier League goal, Tottenham's second of the match, in a 3–2 win against Swansea City.