A name synonymous with that glorious victory at Broadhall Way back in 1997 is Steve Wood, as the charismatic midfielder scored one of the most iconic goals of recent times to secure an incredible three points against The Boro.
For many of us, the memory of that dramatic injury-time free-kick will never be erased as it gave us one foot into the Football League for the first time in our history.
Looking back at the match recently, Steve still retains fond memories of what will go down as one of our most dramatic games ever played -
"I can remember that game as probably the clearest one I ever played for Macclesfield Town.
"They were our greatest title rivals, the ground was packed and there was a load of Macclesfield fans in the side stand.
"Obviously we went two-nil down and had John Askey sent off, but the comeback - well, I can still dream about it now quite easily."
It was unquestionably the stuff that dreams are made of and after Wood himself had scrambled the ball over the line just before the hour mark, Carwyn Williams restored parity with fifteen minutes left on the clock to set-up a grandstand finish of epic proportions.
With time having elapsed, Macc were given a free-kick twenty yards from goal to the left hand side.
This would surely be our last chance to reign victorious in a game where we were all but dead and buried.
Up stepped Woody and as he swung the ball towards the near post, time stood still - only resuming with the cries of the Silkmen faithful who had just witnessed history being made.
"I don't really think that I had taken that many free-kicks for Macc, but you just have a feeling when everything is going for you and to be fair it did.
"The celebrations after that goal were planned actually.
"When we were warming-up, I was having a chat with Phil Power and we were talking about what we would do if we score. So I just said, well you get on all fours if I score and I will sit on your back pretending that I have got a brandy in one hand and a cigar in the other!
"That is exactly what we did when that final goal went in!
"John Rooney actually had that photograph blown up for me on a big canvas - that is still in my house to this day."
It was a magical afternoon and one which will stay with us all forevermore.