On 25 November 2011 Jamie moved to Crewe Alexandra where he was given some much-needed playing time in midfield. His loan spell was extended after a month but on 30 January 2012 he was recalled to Chesterfield and on the same evening played in the second leg of the Northern Final of the Football League Trophy at Boundary Park, and helped his side beat Oldham Athletic and qualify for the final, to be held at Wembley on 25 March 2012. He was released by Chesterfield at the end of the 2011–12 season.