Ahead of this afternoon's clash with Carlisle, we take a look back at the players who have worn the blue shirts of both clubs over the years...
Born in Burton in 1967, Tony joined Macclesfield in October 1995 from league side Wycombe. He’d signed for The Chairboys two years earlier for a fee of £25k from Northwich, where Sammy McIlroy had spotted him during his time as Manager with The Vics. Tony went straight into the side, having been collected from the train station on the evening of the away game with Stalybridge.
A fast and tricky winger, Tony scored a couple of goals during his thirteen months with The Silkmen - the most memorable being at the old Wembley in the 1996 FA Trophy Final.
Moving to Hednesford in November 1996 for £12,000, Tony failed to settle at a club for the rest of the 1990s before joining Carlisle in 2000. He played 22 times for The Cumbrians before dropping down the divisions and making his way into management - most recently with Kimberley Miners Welfare in 2015-2016.
A solid defender who started his senior career with Manchester City, Dave was loaned to Carlisle from Southend in 2001. After six games the deal was made permanent and Dave went on to make thirty-five more appearances for Carlisle before being loaned out to Oxford (a move that then became permanent).
After a few seasons with Doncaster, Dave joined The Silkmen for £15,000 in January 2005. He linked up with Danny Swailes in defence and was appointed team captain.
Dave sometimes found himself called upon to cover other areas of the pitch, occasionally as a striker and most memorably as a keeper. Following Tommy Lee’s red card at Stamford Bridge in the FA Cup 3rd Round in 2007, Dave bravely went in goal to try and stop Frank Lampard’s penalty.
Dave saw out the remainder of his career in Wales after leaving The Silkmen in 2007, via two years with Hyde. He retired from the game in 2015.
Current Silkmen number nineteen James is Sheffield born and bred, and is the son of former Wednesday defender Nigel. Starting out at Leicester City in 2012, where his dad was Manager at the time, he spent a short time at Carlisle on loan.
Remaining with Leicester until 2016, James then played with Barnet, Coventry and Kidderminster before joining The Silkmen in July of this year. He made his Macc debut from the bench on 18th August in the away game at Oldham.
A midfielder who started his career with Leek Town at the age of 27, Steve was purchased by Portsmouth in 1998 for £30,000. He failed to establish himself at Frtton Park, once suffering the embarrassment of coming on as a sub before being subbed back off again. He was loaned to Macclesfield in March 1999 to make up a depleted squad, playing in ten of the remaining eleven games that season.
Steve went back on loan but this time to Carlisle, where he was quickly signed up, again for a fee of £30,000. He spent three years with The Cumbrians and made almost two hundred appearances, finding the net nineteen times.
Another Yorkshire lad by birth, Richard joined Carlisle on loan in 1999, initially on loan from Rotherham. He made almost seventy appearances for Carlisle over two years, including in the famous game against Plymouth Argyle, where keeper Jimmy Glass scored in the 94th minute to keep Carlisle in the Football League.
Richard moved to Macclesfield in January 2001 and had the perfect start, scoring on his debut against Cardiff City with his first touch after coming on from the bench.
A left-sided midfielder, Richard was unfortunately hit by injuries which left him sidelined and eventually looking for another club.
Since leaving Macclesfield in 2002 he played for a number of lower league clubs before becoming a full time PE teacher.
Honourable mentions: James Berry, Bruce Birtwistle, Mark Boyd, Shaun Brisley, Thomas Flannery, Keith Goalen, Barry Hartle, John Jepson, Richard Knight, Billy Lomax, Tommy Makin, Amari Morgan-Smith, Tony Philiskirk, Kevin Sandwith, Rob Scott, Jeff Smith, William Smith, Ernest Tagg, Ben Tomlinson, Andy Welsh, Anthony Williams, Garry Worrall