 In July 2003 he was targeted by Oxford United, but instead Widdrington made his next port of call at Macclesfield Town, managed by former boss Brian Horton.He settled in quickly and became an indispensable player for the Third Division strugglers, acting as their captain for the 2004–05 season.In January 2005, Horton put him on the transfer list, and Widdrington then decided to call it a day at Macclesfield and in a twist, joined former club Port Vale on a non-contract basis.