Chambers competed with Lloyd Doyley for the right-back spot in 2005–06, as well as spending some time playing at left-back. Watford reached the play-offs, finishing third, and Chambers started on the right-wing in the semi-final first leg against Crystal Palace, putting in an impressive display. He kept his place for the second leg and the final, against Leeds United, where his deflected strike led to an own goal by Leeds goalkeeper Neil Sullivan. Watford won 3–0, and were promoted to the Premiership. In the post-match dressing room celebrations, Sky cameras inadvertently showed Chambers fully naked – exposing his private parts on national television – whilst jumping around and spraying manager Aidy Boothroyd with champagne.