FA Cup 2023/24, First Qualifying Round |
 | 02.09.2023 |  | Worksop Town | – | Sheffield | | 4:1 (2:0) |
| Retford |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Sheffield | – | Glossop North End | | 0:1 (0:1) |
| Dronfield |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Sheffield | – | Sherwood Colliery | | 1:2 (1:1) |
| Dronfield |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Coalville Town | – | Sheffield | | 2:0 |
| Coalville |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Rushall Olympic | – | Sheffield | | 3:1 (0:0) |
| Walsall |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Hyde | – | Sheffield | | 5:1 (1:0) |
| Hyde |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Sheffield | – | Ossett Town | | 0:2 (0:1) |
| Dronfield |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Sheffield | – | Farsley Celtic | | 0:3 |
| Dronfield |
FA Cup 2015/16, Preliminary Round |
| 01.09.2015 | | Sheffield | – | Goole AFC | | 0:3 (0:1) * |
| Dronfield |
FA Cup 2014/15, Second Qualifying Round |
| 30.09.2014 | | Sheffield | – | Warrington Town | | 1:3 (0:2) * |
| Dronfield |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Frickley Athletic | – | Sheffield | | 4:1 |
| South Elmsall |
FA Cup 2012/13, Preliminary Round |
| 04.09.2012 | | Sheffield | – | Abbey Hey | | 1:2 |
| Dronfield |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Garforth Town | – | Sheffield | | 3:2 |
| |
FA Cup 2010/11, Fourth Qualifying Round |
| 27.10.2010 | | Tipton Town | – | Sheffield | | 2:0 (1:0) * |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Sheffield | – | United Of Manchester | | 1:3 |
| |
FA Cup 2008/09, Fourth Qualifying Round |
| 25.10.2008 | | Blyth Spartans | – | Sheffield | | 3:1 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Cammell Laird | – | Sheffield | | 2:0 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Witton Albion | – | Sheffield | | 3:2 |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Mossley | – | Sheffield | | 1:0 * |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Colne | – | Sheffield | | 2:1 |
| |
FA Cup 2003/04, First Qualifying Round |
| | | Sheffield | – | Farsley Celtic | | 1:3 * |
| |
FA Cup 2002/03, Preliminary Round |
| | | Sheffield | – | West Auckland Town | | 0:4 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Dunston Federation Brewery | – | Sheffield | | 3:1 * |
| |
FA Cup 2000/01, Fourth Qualifying Round |
| | | Sheffield | – | Northwich Victoria | | 1:5 (1:2) |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Farsley Celtic | – | Sheffield | | 2:0 * |
| |
FA Cup 1998/99, Preliminary Round |
| | | Sheffield | – | Atherton Laburnum Rovers | | 2:4 |
| |
FA Cup 1997/98, Preliminary Round |
| | | St Helens Town | – | Sheffield | | 3:1 |
| |
FA Cup 1996/97, Second Qualifying Round |
| | | Marine | – | Sheffield | | 1:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Morecambe | – | Sheffield | | 7:0 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Warrington Town | – | Sheffield | | 2:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Sheffield | – | Thackley | | 1:4 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Altrincham | – | Sheffield | | 3:1 |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Knowsley United | – | Sheffield | | 2:0 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Armthorpe Welfare | – | Sheffield | | 3:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Sheffield | – | Hyde United | | 0:1 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Sheffield | – | Worksop Town | | 2:3 |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Sheffield | – | Boston United | | 0:3 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Hallam | – | Sheffield | | 5:2 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Norton Woodseats | – | Sheffield | | 2:1 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Stocksbridge Works | – | Sheffield | | 8:2 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Upton Colliery | – | Sheffield | | 3:2 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Frickley Colliery | – | Sheffield | | 2:1 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Grimethorpe Athletic | – | Sheffield | | 3:1 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Sheffield | – | Upton Colliery | | 0:2 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Worksop Town | – | Sheffield | | 2:1 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Denaby United | – | Sheffield | | 3:1 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Creswell Colliery | – | Sheffield | | 2:0 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Scunthorpe United | – | Sheffield | | 5:1 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Sheffield | – | Wombwell Athletic | | 2:4 |
| |
FA Cup 1887/88, First Round |
| 15.10.1887 | | Sheffield | – | Lockwood Brothers | | 1:3 |
| |
FA Cup 1886/87, First Round |
| 30.10.1886 | | Sheffield | – | Notts Rangers | | 0:3 |
| |
FA Cup 1885/86, Second Round |
| 21.11.1885 | | Notts County | – | Sheffield | | 8:0 |
| |
FA Cup 1884/85, Third Round |
| 03.01.1885 | | Notts County | – | Sheffield | | 5:0 |
| |
FA Cup 1883/84, First Round |
| 10.11.1883 | | Sheffield | – | Lockwood Brothers | | 1:4 |
| |
FA Cup 1882/83, First Round |
| 04.11.1882 | | Notts County | – | Sheffield | | 6:1 |
| |
FA Cup 1881/82, Second Round |
| 26.11.1881 | | Sheffield | – | Sheffield Heeley | | 0:4 |
| |
FA Cup 1880/81, Second Round |
| 18.12.1880 | | Sheffield | – | Darwen | | 1:5 |
| |
FA Cup 1878/79, Second Round |
| 21.12.1878 | | Nottingham Forest | – | Sheffield | | 2:0 |
| |
FA Cup 1877/78, Fourth Round |
| 16.02.1878 | | Wanderers | – | Sheffield | | 3:0 |
| |
FA Cup 1876/77, Third Round |
| 20.01.1877 | | Royal Engineers | – | Sheffield | | 1:0 |
| |
FA Cup 1875/76, Third Round |
| 29.01.1876 | | Wanderers | – | Sheffield | | 2:0 |
| |
FA Cup 1873/74, Third Round |
| 17.01.1874 | | Clapham Rovers | – | Sheffield | | 2:1 |
| |
FA Cup 1874/75, First Round |
| | | Shropshire Wanderers | – | Sheffield | | +:- |
| |
