At the beginning of 2007–08, Wright-Phillips maintained his starting place on the right wing. He also maintained his place after José Mourinho left Chelsea and under new coach Avram Grant. He was selected to play in the 2008 League Cup Final, which Chelsea lost to Tottenham Hotspur. He only made another six appearances that season and failed to make the match day squad for the 2008 UEFA Champions League Final. Having made 65 starting appearances for the club, with a further 60 as a substitute, Wright-Phillips had been unable to secure a regular place in the team under Grant and Mourinho. After falling out of favour with new manager Luiz Felipe Scolari, he was allowed to leave the club.