On 26 January 2009, it was confirmed that Cudicini signed for Tottenham Hotspur on a free transfer. He was allowed to move on a free due to his services given to Chelsea. He made his debut for Spurs on 27 January 2009 in the Premier League fixture against Stoke City, a 3–1 win. Following Tottenham's loss in the League Cup final against Manchester United (for which Cudicini was cup-tied), Cudicini's appearances were limited. He did not play again for Spurs in the 2008–09 season after the 1–2 victory over Hull City at the KC Stadium a week before the 2009 Football League Cup Final.