FA Cup 2018/19, Preliminary Round |
 | 25.08.2018 |  | Droylsden | – | Squires Gate | | 4:4 (3:2) |
| Droylsden |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Droylsden | – | Radcliffe Borough | | 4:4 |
| Droylsden |
FA Cup 2011/12, Fourth Qualifying Round |
| 29.10.2011 | | Droylsden | – | Blyth Spartans | | 0:0 |
| Droylsden |
FA Cup 2010/11, Second Round Proper |
| 29.11.2010 | | Droylsden | – | Leyton Orient | | 1:1 (1:0) |
| Droylsden |
FA Cup 2010/11, Second Qualifying Round |
| 25.09.2010 | | Hyde | – | Droylsden | | 0:0 |
| |
FA Cup 2008/09, Second Round Proper |
| 09.12.2008 | | Chesterfield | – | Droylsden | | 2:2 (1:0) * |
| Chesterfield |
FA Cup 2008/09, First Round Proper |
| 08.11.2008 | | Darlington | – | Droylsden | | 0:0 |
| Darlington |
FA Cup 2008/09, Fourth Qualifying Round |
| 25.10.2008 | | Droylsden | – | Belper Town | | 0:0 |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | Droylsden | – | Burscough | | 2:2 |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Droylsden | – | Spennymoor United | | 0:0 |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Droylsden | – | Gainsborough Trinity | | 2:2 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Bradford Park Avenue | – | Droylsden | | 2:2 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Droylsden | – | Maltby Main | | 2:2 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Droylsden | – | Worksop Town | | 1:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Droylsden | – | Brigg Town | | 1:1 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Droylsden | – | Bootle | | 1:1 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Droylsden | – | Leicester United | | 2:2 aet * |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Leicester United | – | Droylsden | | 0:0 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Droylsden | – | Stalybridge Celtic | | 1:1 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Fleetwood Town | – | Droylsden | | 1:1 aet * |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Droylsden | – | Fleetwood Town | | 0:0 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Horwich Railway Mechanics Institute | – | Droylsden | | 3:3 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Formby | – | Droylsden | | 1:1 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Droylsden | – | Denaby United | | 0:0 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Nantwich Town | – | Droylsden | | 0:0 |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Netherfield | – | Droylsden | | 1:1 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Droylsden | – | Stalybridge Celtic | | 1:1 |
| |
FA Cup 1979/80, Third Qualifying Round |
| | | Lancaster City | – | Droylsden | | 0:0 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Prescot Town | – | Droylsden | | 2:2 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Stalybridge Celtic | – | Droylsden | | 1:1 |
| |
FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Droylsden | – | Grimsby Town | | 0:0 |
| |
FA Cup 1976/77, Fourth Qualifying Round |
| | | Winterton Rangers | – | Droylsden | | 3:3 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Droylsden | – | Great Harwood | | 1:1 aet * |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Great Harwood | – | Droylsden | | 1:1 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Yorkshire Amateur | – | Droylsden | | 4:4 aet * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Droylsden | – | Yorkshire Amateur | | 1:1 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Droylsden | – | Burscough | | 1:1 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Droylsden | – | Marine | | 3:3 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Skelmersdale United | – | Droylsden | | 0:0 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Droylsden | – | Mossley | | 0:0 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Macclesfield Town | – | Droylsden | | 2:2 aet * |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Droylsden | – | Macclesfield Town | | 3:3 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Ellesmere Port Town | – | Droylsden | | 2:2 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Droylsden | – | Youlgrave | | 6:6 |
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