FA Cup 2020/21, Preliminary Round |
 | 12.09.2020 |  | Droylsden | – | Litherland REMYCA | | -:+ |
| Droylsden |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Liversedge | – | Droylsden | | 1:0 (0:0) |
| Cleckheaton |
FA Cup 2018/19, Preliminary Round |
| 04.09.2018 | | Squires Gate | – | Droylsden | | 1:0 (1:0) * |
| Squires Gate |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Lancaster City | – | Droylsden | | 4:0 (2:0) |
| Lancaster |
FA Cup 2016/17, Preliminary Round |
| 23.08.2016 | | Radcliffe Borough | – | Droylsden | | 2:1 * |
| Radcliffe |
FA Cup 2015/16, Third Qualifying Round |
| 10.10.2015 | | Droylsden | – | Gainsborough Trinity | | 3:4 (0:3) |
| Droylsden |
FA Cup 2014/15, Second Qualifying Round |
| 27.09.2014 | | Droylsden | – | Guiseley | | 0:1 (0:1) |
| Droylsden |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Droylsden | – | Trafford | | 1:5 |
| Droylsden |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Whitby Town | – | Droylsden | | 4:3 (1:0) |
| Whitby |
FA Cup 2011/12, Fourth Qualifying Round |
| 01.11.2011 | | Blyth Spartans | – | Droylsden | | 2:1 (1:0) * |
| Blyth |
FA Cup 2010/11, Second Round Proper |
| 07.12.2010 | | Leyton Orient | – | Droylsden | | 8:2 aet
(0:1, 2:2) * |
| London |
FA Cup 2009/10, Second Qualifying Round |
| 26.09.2009 | | Droylsden | – | Halifax Town | | 0:2 |
| |
FA Cup 2008/09, Second Round Proper |
| 16.12.2008 | | Droylsden | – | Chesterfield | | 0:2 * |
| |
FA Cup 2008/09, Second Round Proper |
| 29.11.2008 | | Chesterfield | – | Droylsden | | 1:0 * |
| |
FA Cup 2007/08, First Round Proper |
| 10.11.2007 | | Harrogate Railway Athletic | – | Droylsden | | 2:0 (0:0) |
| |
FA Cup 2006/07, Fourth Qualifying Round |
| 28.10.2006 | | Kidderminster Harriers | – | Droylsden | | 5:1 (4:0) |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Droylsden | – | Burscough | | 1:2 |
| |
FA Cup 2004/05, Third Qualifying Round |
| | | Worksop Town | – | Droylsden | | 3:2 (2:1) |
| |
FA Cup 2003/04, Third Qualifying Round |
| | | Droylsden | – | Gainsborough Trinity | | 0:2 (0:1) |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Spennymoor United | – | Droylsden | | 3:2 * |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Bradford Park Avenue | – | Droylsden | | 3:2 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Barrow | – | Droylsden | | 3:0 |
| |
FA Cup 1999/00, Fourth Qualifying Round |
| | | Droylsden | – | Eastwood Town | | 0:2 (0:0) |
| |
FA Cup 1998/99, Fourth Qualifying Round |
| | | Droylsden | – | Leigh Railway Mechanics Institute | | 1:2 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Halifax Town | – | Droylsden | | 4:1 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Droylsden | – | Stocksbridge Park Steels | | 1:5 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Nantwich Town | – | Droylsden | | 3:0 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Droylsden | – | Lincoln United | | 0:3 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Worksop Town | – | Droylsden | | 3:0 * |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Blakenall | – | Droylsden | | 4:3 |
| |
FA Cup 1991/92, Third Qualifying Round |
| | | Winsford United | – | Droylsden | | 3:2 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Leicester United | – | Droylsden | | 4:3 * |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Droylsden | – | Curzon Ashton | | 0:1 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Droylsden | – | Horwich Railway Mechanics Institute | | 1:2 * |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Northwich Victoria | – | Droylsden | | 2:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Winsford United | – | Droylsden | | 2:0 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Accrington Stanley | – | Droylsden | | 4:1 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Denaby United | – | Droylsden | | 2:0 * |
| |
FA Cup 1983/84, Preliminary Round |
| | | Droylsden | – | Prestwich Heys | | 1:2 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Bootle | – | Droylsden | | 3:0 |
| |
FA Cup 1981/82, Third Qualifying Round |
| | | Penrith | – | Droylsden | | 3:2 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Stalybridge Celtic | – | Droylsden | | 2:1 * |
| |
FA Cup 1979/80, Fourth Qualifying Round |
| | | Morecambe | – | Droylsden | | 3:2 |
| |
FA Cup 1978/79, Second Round Proper |
| 16.12.1978 | | Droylsden | – | Altrincham | | 0:2 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Droylsden | – | Runcorn | | 0:2 |
| |
FA Cup 1976/77, First Round Proper |
| 23.11.1976 | | Grimsby Town | – | Droylsden | | 5:3 * |
| Cleethorpes |
FA Cup 1975/76, Fourth Qualifying Round |
| | | Droylsden | – | Gateshead United | | 0:4 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Droylsden | – | Yorkshire Amateur | | 0:1 * |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Droylsden | – | Prestwich Heys | | 1:4 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Droylsden | – | Ashton United | | 1:2 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Droylsden | – | Ellesmere Port Town | | 0:3 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Droylsden | – | Witton Albion | | 2:3 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Wigan Athletic | – | Droylsden | | 4:1 |
| |
FA Cup 1968/69, Preliminary Round |
| | | Droylsden | – | Skelmersdale United | | 0:3 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Burscough | – | Droylsden | | 5:2 * |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Marine | – | Droylsden | | 1:0 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Droylsden | – | Skelmersdale United | | 1:2 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Northwich Victoria | – | Droylsden | | 2:1 |
| |
FA Cup 1962/63, Fourth Qualifying Round |
| | | Morecambe | – | Droylsden | | 1:0 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Macclesfield Town | – | Droylsden | | 4:0 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Altrincham | – | Droylsden | | 7:1 |
| |
FA Cup 1958/59, Preliminary Round |
| | | Bacup Borough | – | Droylsden | | 4:1 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Rossendale United | – | Droylsden | | 4:3 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Droylsden | – | Mossley | | 1:2 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Droylsden | – | Lytham | | 2:4 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Lytham | – | Droylsden | | 2:0 |
| |
FA Cup 1947/48, Second Qualifying Round |
| | | Altrincham | – | Droylsden | | 4:1 |
| |
