 In July 2014, Jennings signed a one-year deal at League One club Port Vale, following a short period on trial.On 27 October 2014, after only six appearances for the "Valiants", Jennings returned to Tranmere Rovers for a third spell, signing on loan until January 2015; in doing so he was also reunited with manager Micky Adams, who had signed him for Port Vale three months earlier.He made a scoring start to his third spell at Prenton Park, netting from long range in a 2–2 draw with Stevenage on 1 November.