Shimwell scored two important FA Cup goals for Blackpool; the first, against Chester City on 24 January 1948, was a 60-yard lob, the combination of a following wind and frozen pitch saw it bounce over the goalkeeper's head. Blackpool reached that year's final, in which they met eventual victors Manchester United, and Shimwell became the first full-back to score in such a Wembley event when his 12th-minute penalty gave Blackpool the lead.