 It took until 23 November 2013 for Craddock to score his first Portsmouth goal, in a 2–1 loss against Scunthorpe United.However, Craddock struggled in the first team at Portsmouth, due to injury and loss of form that led to being on the substitution bench.In late-November, Craddock suffered a knee injury during the match against Southend United, which is considered as serious.