His 2008–09 season was interrupted when he broke a metatarsal in his foot in just the second league game, ruling him out for several months. After months of rehabilitation, Craddock was on the verge of a loan move, however injuries and loans meant that he stayed with the club. After a poor run of form for Richard Stearman, Craddock found himself once again in Wolves' first team, where he remained as the side went on to win the division and a return to the Premier League. He lifted the Championship trophy after the final game against Doncaster.