FA Cup 2023/24, Third Qualifying Round |
 | 30.09.2023 | | Macclesfield Town | – | Warrington Rylands 1906 | | 2:1 (1:1) |
| Macclesfield |
FA Cup 2023/24, Second Qualifying Round |
| 16.09.2023 | | Macclesfield Town | – | Buxton | | 2:0 (1:0) |
| Macclesfield |
FA Cup 2023/24, First Qualifying Round |
| 03.09.2023 | | Whickham | – | Macclesfield Town | | 1:4 (1:2) |
| Whickham |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | West Didsbury & Chorlton | – | Macclesfield Town | | 0:1 (0:1) |
| Manchester |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Mossley AFC | – | Macclesfield Town | | 2:4 (1:1) |
| Mossley |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Wythenshawe Town | – | Macclesfield Town | | 0:2 (0:1) |
| Macclesfield |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Macclesfield Town | – | Burscough | | 4:0 (4:0) |
| Macclesfield |
FA Cup 2017/18, Fourth Qualifying Round |
| 14.10.2017 | | Stourbridge | – | Macclesfield Town | | 0:5 (0:3) |
| Stourbridge |
FA Cup 2016/17, First Round Proper |
| 05.11.2016 | | Walsall | – | Macclesfield Town | | 0:1 (0:1) |
| Walsall |
FA Cup 2016/17, Fourth Qualifying Round |
| 15.10.2016 | | North Ferriby United | – | Macclesfield Town | | 1:4 (1:1) |
| North Ferriby |
FA Cup 2015/16, Fourth Qualifying Round |
| 24.10.2015 | | Macclesfield Town | – | Alfreton Town | | 3:2 (3:1) |
| Macclesfield |
FA Cup 2013/14, Second Round Proper |
| 07.12.2013 | | Macclesfield Town | – | Brackley Town | | 3:2 (1:0) |
| Macclesfield |
FA Cup 2013/14, First Round Proper |
| 09.11.2013 | | Macclesfield Town | – | Swindon Town | | 4:0 (1:0) |
| Macclesfield |
FA Cup 2013/14, Fourth Qualifying Round |
| 26.10.2013 | | Macclesfield Town | – | Vauxhall Motors | | 7:0 (2:0) |
| Macclesfield |
FA Cup 2012/13, Third Round Proper |
| 05.01.2013 | | Macclesfield Town | – | Cardiff City | | 2:1 (0:0) |
| Macclesfield |
FA Cup 2012/13, Second Round Proper |
| 29.12.2012 | | Macclesfield Town | – | Barrow | | 4:1 (2:1) * |
| Macclesfield |
FA Cup 2012/13, First Round Proper |
| 03.11.2012 | | Swindon Town | – | Macclesfield Town | | 0:2 (0:0) |
| Swindon |
FA Cup 2012/13, Fourth Qualifying Round |
| 20.10.2012 | | Macclesfield Town | – | Marine | | 3:1 (1:0) |
| Macclesfield |
FA Cup 2011/12, Second Round Proper |
| 14.12.2011 | | Macclesfield Town | – | Chelmsford City | | 1:0 (1:0) * |
| Macclesfield |
FA Cup 2011/12, First Round Proper |
| 12.11.2011 | | East Thurrock United | – | Macclesfield Town | | 0:3 (0:1) |
| Corringham |
FA Cup 2008/09, Second Round Proper |
| 28.11.2008 | | Port Vale | – | Macclesfield Town | | 1:3 (0:1) |
| Stoke-on-Trent |
FA Cup 2008/09, First Round Proper |
| 08.11.2008 | | Harlow Town | – | Macclesfield Town | | 0:2 (0:0) |
| |
FA Cup 2006/07, Second Round Proper |
| 02.12.2006 | | Macclesfield Town | – | Hartlepool United | | 2:1 (1:1) |
| Macclesfield |
FA Cup 2006/07, First Round Proper |
| 21.11.2006 | | Walsall | – | Macclesfield Town | | 0:1 (0:0) * |
| Walsall |
FA Cup 2004/05, First Round Proper |
| 23.11.2004 | | Macclesfield Town | – | Alfreton Town | | 2:0 (0:0) * |
| Macclesfield |
FA Cup 2003/04, First Round Proper |
| 08.11.2003 | | Macclesfield Town | – | Boston United | | 3:0 (1:0) |
| Macclesfield |
FA Cup 2002/03, Second Round Proper |
| 07.12.2002 | | Macclesfield Town | – | Vauxhall Motors | | 2:0 (0:0) |
| Macclesfield |
FA Cup 2002/03, First Round Proper |
| 16.11.2002 | | Hull City | – | Macclesfield Town | | 0:3 (0:2) |
| Kingston upon Hull |
FA Cup 2001/02, Second Round Proper |
| 08.12.2001 | | Macclesfield Town | – | Swansea City | | 4:1 (0:0) |
| Macclesfield |
FA Cup 1998/99, Second Round Proper |
| 05.12.1998 | | Macclesfield Town | – | Cambridge United | | 4:1 (1:0) |
| Macclesfield |
FA Cup 1997/98, First Round Proper |
| 15.11.1997 | | Hartlepool United | – | Macclesfield Town | | 2:4 (0:0) |
| Hartlepool |
FA Cup 1993/94, First Round Proper |
| 13.11.1993 | | Macclesfield Town | – | Hartlepool United | | 2:0 (0:0) |
| Macclesfield |
FA Cup 1993/94, Fourth Qualifying Round |
| | | Macclesfield Town | – | Southport | | 5:3 |
| |
FA Cup 1992/93, Fourth Qualifying Round |
| | | Macclesfield Town | – | Netherfield | | 5:0 * |
| |
FA Cup 1992/93, Third Qualifying Round |
| | | Macclesfield Town | – | Horwich Railway Mechanics Institute | | 1:0 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Macclesfield Town | – | Hucknall Town | | 3:1 * |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Glossop North End | – | Macclesfield Town | | 0:1 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Skelmersdale United | – | Macclesfield Town | | 0:4 |
| |
FA Cup 1987/88, Second Round Proper |
| 06.12.1987 | | Macclesfield Town | – | Rotherham United | | 4:0 (2:0) |
| Macclesfield |
FA Cup 1987/88, First Round Proper |
| 14.11.1987 | | Macclesfield Town | – | Carlisle United | | 4:2 (0:1) |
| Macclesfield |
FA Cup 1987/88, Fourth Qualifying Round |
| | | Macclesfield Town | – | Whitby Town | | 3:1 |
| |
FA Cup 1987/88, Third Qualifying Round |
| | | Marine | – | Macclesfield Town | | 1:2 * |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Macclesfield Town | – | Chadderton | | 5:0 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Macclesfield Town | – | Stalybridge Celtic | | 5:1 * |
| |
FA Cup 1985/86, Fourth Qualifying Round |
| | | Macclesfield Town | – | South Bank | | 3:1 |
| |
FA Cup 1984/85, Fourth Qualifying Round |
| | | Bishop Auckland | – | Macclesfield Town | | 1:2 |
| |
FA Cup 1983/84, Fourth Qualifying Round |
| | | Macclesfield Town | – | Horwich Railway Mechanics Institute | | 4:3 * |
| |
FA Cup 1983/84, Third Qualifying Round |
| | | Macclesfield Town | – | Congleton Town | | 6:0 |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Marine | – | Macclesfield Town | | 0:3 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Tamworth | – | Macclesfield Town | | 1:6 |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Macclesfield Town | – | Stafford Rangers | | 3:1 |
| |
FA Cup 1982/83, Third Qualifying Round |
| | | Ashton United | – | Macclesfield Town | | 0:2 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Hyde United | – | Macclesfield Town | | 2:5 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Macclesfield Town | – | Bangor City | | 3:1 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | St Helens Town | – | Macclesfield Town | | 1:2 |
| |
FA Cup 1979/80, Preliminary Round |
| | | New Brighton | – | Macclesfield Town | | 1:7 |
| |
FA Cup 1975/76, Fourth Qualifying Round |
| | | Mexborough Town | – | Macclesfield Town | | 1:2 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Macclesfield Town | – | Arnold | | 3:1 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Sutton Coldfield Town | – | Macclesfield Town | | 0:2 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Sutton Town | – | Macclesfield Town | | 0:4 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Macclesfield Town | – | Congleton Town | | 2:0 |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Macclesfield Town | – | Stalybridge Celtic | | 2:1 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Macclesfield Town | – | Leek Town | | 4:2 * |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Ashton United | – | Macclesfield Town | | 0:3 |
| |
FA Cup 1972/73, Third Qualifying Round |
| | | Macclesfield Town | – | Bradford Park Avenue | | 1:0 |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Macclesfield Town | – | Glossop | | 3:0 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Emley | – | Macclesfield Town | | 1:2 |
| |
FA Cup 1969/70, Fourth Qualifying Round |
| | | Macclesfield Town | – | Altrincham | | 3:0 |
| |
FA Cup 1968/69, Fourth Qualifying Round |
| | | Retford Town | – | Macclesfield Town | | 0:2 |
| |
FA Cup 1967/68, Second Round Proper |
| 06.01.1968 | | Macclesfield Town | – | Spennymoor United | | 2:0 |
| |
FA Cup 1967/68, First Round Proper |
| 13.12.1967 | | Macclesfield Town | – | Stockport County | | 2:1 * |
| |
FA Cup 1967/68, Fourth Qualifying Round |
| | | Macclesfield Town | – | Wigan Athletic | | 3:0 * |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Hyde United | – | Macclesfield Town | | 0:2 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Witton Albion | – | Macclesfield Town | | 0:2 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Macclesfield Town | – | Bacup Borough | | 7:0 |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | Macclesfield Town | – | Worksop Town | | 3:1 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Macclesfield Town | – | Matlock Town | | 6:1 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Macclesfield Town | – | Alfreton Town | | 2:1 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Macclesfield Town | – | Witton Albion | | 9:0 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Macclesfield Town | – | Winsford United | | 7:0 |
| |
FA Cup 1964/65, Fourth Qualifying Round |
| | | Macclesfield Town | – | Ellesmere Port Town | | 2:1 |
| |
FA Cup 1964/65, Third Qualifying Round |
| | | Macclesfield Town | – | Witton Albion | | 2:1 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Macclesfield Town | – | Northwich Victoria | | 4:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Macclesfield Town | – | Oswestry Town | | 2:0 |
| |
FA Cup 1963/64, Third Qualifying Round |
| | | Macclesfield Town | – | Northwich Victoria | | 1:0 * |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Mossley | – | Macclesfield Town | | 0:5 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Macclesfield Town | – | Winsford United | | 1:0 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Macclesfield Town | – | Droylsden | | 4:0 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Nelson | – | Macclesfield Town | | 2:3 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Congleton Town | – | Macclesfield Town | | 0:3 |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Linotype & Machinery | – | Macclesfield Town | | 0:3 * |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Northwich Victoria | – | Macclesfield Town | | 0:3 |
| |
FA Cup 1957/58, Preliminary Round |
| | | Macclesfield Town | – | Winsford United | | 5:4 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Macclesfield Town | – | Winsford United | | 4:1 * |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Altrincham | – | Macclesfield Town | | 1:3 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Macclesfield Town | – | Ellesmere Port Town | | 2:1 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Lostock Gralam | – | Macclesfield Town | | 2:5 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Macclesfield Town | – | Congleton Town | | 3:0 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Macclesfield Town | – | Droylsden United | | 7:2 * |
| |
FA Cup 1949/50, Preliminary Round |
| | | Macclesfield Town | – | Port Sunlight | | 3:2 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Macclesfield Town | – | Shell | | 6:3 |
| |
FA Cup 1885/86, First Round |
| 31.10.1885 | | Macclesfield Town | – | Northwich Victoria | | 4:1 |
| |
FA Cup 1884/85, First Round |
| 08.11.1884 | | Macclesfield Town | – | Hartford St John's | | 9:0 |
| |
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