FA Cup 2023/24, Fourth Qualifying Round |
 | 14.10.2023 |  | Worksop Town | – | Boston United | | 3:2 (1:1) |
| Retford |
FA Cup 2023/24, Third Qualifying Round |
| 03.10.2023 | | Worksop Town | – | Blyth Spartans | | 5:0 (0:0) * |
| Retford |
FA Cup 2023/24, Second Qualifying Round |
| 16.09.2023 | | Lincoln United | – | Worksop Town | | 0:3 (0:0) |
| Lincoln |
FA Cup 2023/24, First Qualifying Round |
| 02.09.2023 | | Worksop Town | – | Sheffield | | 4:1 (2:0) |
| Retford |
FA Cup 2022/23, Third Qualifying Round |
| 01.10.2022 | | Gainsborough Trinity | – | Worksop Town | | 0:1 (0:1) |
| Gainsborough |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Brackley Town | – | Worksop Town | | 0:2 (0:1) |
| Brackley |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Worksop Town | – | Worcester Raiders | | 5:0 (2:0) |
| Retford |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | AFC Mansfield | – | Worksop Town | | 0:3 (0:2) |
| Clipstone The Forest Town Stadium |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Worksop Town | – | Newport Pagnell Town | | 3:0 (1:0) |
| Retford |
FA Cup 2021/22, Preliminary Round |
| 25.08.2021 | | Eastwood Community | – | Worksop Town | | 2:5 (0:3) * |
| Eastwood |
FA Cup 2020/21, First Qualifying Round |
| 22.09.2020 | | Westfields | – | Worksop Town | | 1:3 |
| Hereford |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Anstey Nomads | – | Worksop Town | | 1:2 |
| Anstey |
FA Cup 2018/19, Preliminary Round |
| 26.08.2018 | | Worksop Town | – | Carlton Town | | 2:1 (2:1) |
| Retford |
FA Cup 2018/19, Extra Preliminary Round |
| 14.08.2018 | | Shepshed Dynamo | – | Worksop Town | | 4:5 aet
(1:1, 2:2) * |
| Shepshed |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Worksop Town | – | Hallam | | 4:2 |
| Retford |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Stalybridge Celtic | – | Worksop Town | | 3:5 |
| Stalybridge |
FA Cup 2013/14, First Qualifying Round |
| 17.09.2013 | | Bootle | – | Worksop Town | | 0:4 (0:2) * |
| Bootle |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Marine | – | Worksop Town | | 1:5 |
| |
FA Cup 2004/05, Third Qualifying Round |
| | | Worksop Town | – | Droylsden | | 3:2 (2:1) |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Worksop Town | – | Stone Dominoes | | 3:0 |
| |
FA Cup 2003/04, Second Qualifying Round |
| | | King's Lynn | – | Worksop Town | | 1:4 * |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Horden Colliery Welfare | – | Worksop Town | | 0:4 |
| |
FA Cup 2001/02, Fourth Qualifying Round |
| | | Leigh Railway Mechanics Institute | – | Worksop Town | | 2:4 (1:3) |
| |
FA Cup 2001/02, Third Qualifying Round |
| | | Worksop Town | – | Gainsborough Trinity | | 4:0 (2:0) |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Worksop Town | – | Bishop Auckland | | 3:1 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Stalybridge Celtic | – | Worksop Town | | 1:2 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Worksop Town | – | Brigg Town | | 3:1 * |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Worksop Town | – | Oldham Town | | 4:2 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Guisborough Town | – | Worksop Town | | 2:3 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Worksop Town | – | Radcliffe Borough | | 4:0 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Belper Town | – | Worksop Town | | 2:3 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Glasshoughton Welfare | – | Worksop Town | | 0:5 |
| |
FA Cup 1993/94, Second Qualifying Round |
| | | Worksop Town | – | Droylsden | | 3:0 * |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Wednesfield | – | Worksop Town | | 0:2 * |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Worksop Town | – | Arnold Town | | 5:3 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Worksop Town | – | Flixton | | 3:0 * |
| |
FA Cup 1991/92, Preliminary Round |
| | | Worksop Town | – | Brigg Town | | 3:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Worksop Town | – | Gresley Rovers | | 2:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Worksop Town | – | Armitage | | 7:0 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Brigg Town | – | Worksop Town | | 0:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Tividale | – | Worksop Town | | 1:2 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Glossop | – | Worksop Town | | 2:5 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Gresley Rovers | – | Worksop Town | | 2:4 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Worksop Town | – | Skegness Town | | 2:1 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Heanor Town | – | Worksop Town | | 1:3 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Appleby Frodingham Athletic | – | Worksop Town | | 0:2 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Worksop Town | – | Frickley Athletic | | 3:2 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Worksop Town | – | Rossendale United | | 3:1 * |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Arnold | – | Worksop Town | | 2:3 |
| |
FA Cup 1978/79, Fourth Qualifying Round |
| | | Dudley Town | – | Worksop Town | | 0:1 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Grantham | – | Worksop Town | | 0:3 * |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Brigg Town | – | Worksop Town | | 0:2 * |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Worksop Town | – | Eastwood Town | | 2:1 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Worksop Town | – | Emley | | 4:2 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Retford Town | – | Worksop Town | | 1:2 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Worksop Town | – | Buxton | | 3:0 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Worksop Town | – | Horwich Railway Mechanics Institute | | 1:0 * |
| |
FA Cup 1976/77, Preliminary Round |
| | | Congleton Town | – | Worksop Town | | 1:2 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Worksop Town | – | Frickley Colliery | | 2:0 * |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Worksop Town | – | Winterton Rangers | | 4:3 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Worksop Town | – | Mossley | | 1:0 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Worksop Town | – | Retford Town | | 1:0 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Ashby Institute | – | Worksop Town | | 0:1 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Worksop Town | – | Arnold | | 1:0 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Enderby Town | – | Worksop Town | | 2:4 |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Bridlington Trinity | – | Worksop Town | | 0:1 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Retford Town | – | Worksop Town | | 1:2 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Denaby United | – | Worksop Town | | 1:2 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Glossop | – | Worksop Town | | 0:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Worksop Town | – | Mexborough Town | | 6:1 * |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Worksop Town | – | Sutton Town | | 3:0 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Buxton | – | Worksop Town | | 1:2 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Matlock Town | – | Worksop Town | | 1:3 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Worksop Town | – | Sutton Town | | 6:2 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Worksop Town | – | Mexborough Town | | 2:1 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Worksop Town | – | Retford Town | | 2:0 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Denaby United | – | Worksop Town | | 0:5 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Worksop Town | – | Frickley Colliery | | 1:0 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Norton Woodseats | – | Worksop Town | | 1:3 |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Worksop Town | – | Corby Town | | 2:1 * |
| |
FA Cup 1961/62, Third Qualifying Round |
| | | Worksop Town | – | Stocksbridge Works | | 3:1 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Worksop Town | – | Gainsborough Trinity | | 4:3 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Creswell Colliery | – | Worksop Town | | 1:2 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Sheffield | – | Worksop Town | | 2:3 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Players Athletic | – | Worksop Town | | 0:4 |
| |
FA Cup 1955/56, Second Round Proper |
| 15.12.1955 | | Worksop Town | – | Bradford City | | 1:0 * |
| |
FA Cup 1955/56, First Round Proper |
| 19.11.1955 | | Skegness Town | – | Worksop Town | | 0:4 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Worksop Town | – | Corby Town | | 1:0 |
| |
FA Cup 1955/56, Third Qualifying Round |
| | | Worksop Town | – | Bentley Colliery | | 9:2 |
| |
FA Cup 1955/56, Second Qualifying Round |
| | | Worksop Town | – | Beighton Miners Welfare | | 3:0 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Worksop Town | – | Brunswick Institute | | 8:0 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Rawmarsh Welfare | – | Worksop Town | | 0:3 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Norton Woodseats | – | Worksop Town | | 1:2 * |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Worksop Town | – | Langold WMC | | 4:0 |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Worksop Town | – | Beighton Miners Welfare | | 3:2 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Bentley Colliery | – | Worksop Town | | 1:2 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Brodsworth Main Colliery | – | Worksop Town | | 1:4 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Worksop Town | – | Norton Woodseats | | 1:0 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Worksop Town | – | Bentley Colliery | | 5:1 |
| |
FA Cup 1950/51, Second Qualifying Round |
| | | Norton Woodseats | – | Worksop Town | | 1:3 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Worksop Town | – | Beighton Miners Welfare | | 5:3 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Worksop Town | – | Sheffield | | 2:1 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Hallam | – | Worksop Town | | 2:4 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Worksop Town | – | Bestwood Colliery | | 2:1 |
| |
FA Cup 1925/26, First Round Proper |
| 28.11.1925 | | Worksop Town | – | Coventry City | | 1:0 |
| |
