Red Rewind: Loan striker pulls out a cracker
The Minstermen were sitting just above the relegation zone in League Three under then manager Terry Dolan, but arrived having recently shocked second division promotion-chasers Reading 3-1 in an FA Cup second round replay at the Madejeski Stadium.
However, they were to be forced onto the back-foot for much of this contest, and only managed their first shot on target midway through the second period. In truth Macclesfield, for all their greater pressure, were actually, at least for the most part, kept well in check despite both opening and finishing strongly.
Northern Ireland international defender Darren Patterson, on only his third appearance for the club, was given the armband in the absence of regular City skipper Steve Agnew.
Former York loanee winger Kieron Durkan went closest during the opening forty-five minutes with his volley coming back off the inside of an upright. He also sent another attempt narrowly wide while team-mate Chris Priest also threatened, until Mark Sertori crunched in with a vital tackle.
At the other end the visitors were virtually non-existent despite the regular foraging of Chris Iwelumo and Alex Mathie, the latter of whom was caught offside on a number of occasions.
In fact it took until early in the second-half before Christian Fox, who was to complete his first ninety-minute session in only his third start of an injury-stricken campaign, delivered a low cross which Iwelumo couldn't fully take advantage of.
Both Mathie and Graham Potter were, though, keenly targeting the opposition goal while in advanced positions; although it required sharp reflexes from goalkeeper Alan Fettis to get down to meet Kevin Keen's low drive. Moments later the Northern Ireland international did even better to frustrate Damien Whitehead following Richard Barker's inviting delivery.
Then on 75 minutes, York suddenly broke the deadlock when Stoke City loanee Iwelumo turned Danny Adams on the right and drove on, before lashing an incisive finish beyond home keeper Lee Martin.
With the Silkmen now in search of an equaliser and pushing increasingly onwards, goalscorer Iwelumo had another shot blocked and Fox also fired only inches wide, before Colin Alcide desperately cleared off the line from substitute Lee Glover at the other end.
Despite their valuable win, City were actually to slump to the foot of the table in mid-February, until a tremendous run of just two defeats in sixteen games left them eventually finishing in seventeenth position.
Macclesfield Town: Martin, Hitchen, Collins (Glover 87), Tinson, Sedgemore (Askey 75), Priest, Barker, Keen, Adams, Whitehead, Durkan
subs (unused): Wood, O'Neill, Munroe
York City: Fettis, Thompson, Sertori, Patterson, Alcide, Stamp, Potter, Jordan (Hall 74), Fox, Iwelumo, Mathie (McNiven 71)
subs (unused): Howarth, Turley, Hocking
Goals: Iwelumo (75)
Ref: M. Clattenburg (Chester-le-Street)