FA Cup 2023/24, First Round Proper |
 | 04.11.2023 |  | Stockport County | – | Worksop Town | | 5:1 (2:1) |
| Stockport |
FA Cup 2022/23, Fourth Qualifying Round |
| 15.10.2022 | | Alvechurch | – | Worksop Town | | 3:2 (2:0) |
| Alvechurch |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Bromsgrove Sporting | – | Worksop Town | | 6:0 (3:0) |
| Bromsgrove |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Worksop Town | – | Melton Town | | 1:2 (1:0) |
| Retford |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Nantwich Town | – | Worksop Town | | 5:2 (1:1) |
| Nantwich |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Worksop Town | – | Hinckley AFC | | 1:2 (0:1) |
| Retford |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Abbey Hey | – | Worksop Town | | 3:1 (0:0) |
| Manchester |
FA Cup 2014/15, Extra Preliminary Round |
| 15.08.2014 | | Staveley Miners Welfare | – | Worksop Town | | 2:0 (0:0) |
| Staveley |
FA Cup 2013/14, Third Qualifying Round |
| 12.10.2013 | | Solihull Moors | – | Worksop Town | | 4:0 (2:0) |
| Solihull |
FA Cup 2012/13, First Qualifying Round |
| 07.09.2012 | | Worksop Town | – | Frickley Athletic | | 0:2 (0:0) |
| Worksop |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | North Ferriby United | – | Worksop Town | | 1:0 |
| |
FA Cup 2010/11, First Qualifying Round |
| 11.09.2010 | | Matlock Town | – | Worksop Town | | 3:1 |
| |
FA Cup 2009/10, First Qualifying Round |
| 16.09.2009 | | Frickley Athletic | – | Worksop Town | | 2:1 * |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | King's Lynn | – | Worksop Town | | 2:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Worksop Town | – | Kendal Town | | 0:1 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Droylsden | – | Worksop Town | | 2:0 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Worksop Town | – | Witton Albion | | 0:1 |
| |
FA Cup 2004/05, Fourth Qualifying Round |
| | | Alfreton Town | – | Worksop Town | | 2:1 aet
(0:0, 1:1) * |
| |
FA Cup 2003/04, Third Qualifying Round |
| | | Farsley Celtic | – | Worksop Town | | 3:0 (1:0) |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Grantham Town | – | Worksop Town | | 1:0 |
| |
FA Cup 2001/02, First Round Proper |
| 17.11.2001 | | AFC Bournemouth | – | Worksop Town | | 3:0 (2:0) |
| Bournemouth |
FA Cup 2000/01, Second Qualifying Round |
| | | Whitley Bay | – | Worksop Town | | 2:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Worksop Town | – | Bishop Auckland | | 2:3 |
| |
FA Cup 1998/99, Third Qualifying Round |
| | | Worksop Town | – | Leigh Railway Mechanics Institute | | 1:2 |
| |
FA Cup 1997/98, Third Qualifying Round |
| | | Blyth Spartans | – | Worksop Town | | 4:0 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Workington | – | Worksop Town | | 1:0 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Worksop Town | – | Morecambe | | 2:3 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Worksop Town | – | Eastwood Town | | 0:2 |
| |
FA Cup 1993/94, Third Qualifying Round |
| | | Nuneaton Borough | – | Worksop Town | | 4:1 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Worksop Town | – | Horwich Railway Mechanics Institute | | 1:5 * |
| |
FA Cup 1991/92, First Qualifying Round |
| | | Stalybridge Celtic | – | Worksop Town | | 4:0 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Worksop Town | – | Marine | | 1:3 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Oakham United | – | Worksop Town | | 4:2 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Worksop Town | – | Sutton Coldfield Town | | 1:2 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Worksop Town | – | Rossendale United | | 2:4 * |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Worksop Town | – | Northwich Victoria | | 0:2 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Gresley Rovers | – | Worksop Town | | 1:0 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Worksop Town | – | Halesowen Town | | 0:3 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Worksop Town | – | Wisbech Town | | 1:2 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Eastwood Town | – | Worksop Town | | 3:1 * |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Worksop Town | – | Ilkeston Town | | 2:3 |
| |
FA Cup 1980/81, Third Qualifying Round |
| | | Worksop Town | – | Stalybridge Celtic | | 1:2 * |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Alfreton Town | – | Worksop Town | | 3:1 |
| |
FA Cup 1978/79, First Round Proper |
| 25.11.1978 | | Barnsley | – | Worksop Town | | 5:1 |
| |
FA Cup 1977/78, Third Qualifying Round |
| | | Goole Town | – | Worksop Town | | 3:1 * |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Droylsden | – | Worksop Town | | 1:0 |
| |
FA Cup 1975/76, Fourth Qualifying Round |
| | | Marine | – | Worksop Town | | 4:0 * |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Matlock Town | – | Worksop Town | | 6:2 |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Alfreton Town | – | Worksop Town | | 2:1 |
| |
FA Cup 1972/73, Third Qualifying Round |
| | | Gainsborough Trinity | – | Worksop Town | | 1:0 |
| |
FA Cup 1971/72, Third Qualifying Round |
| | | Frickley Colliery | – | Worksop Town | | 3:1 * |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Worksop Town | – | Gainsborough Trinity | | 0:1 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Gainsborough Trinity | – | Worksop Town | | 2:1 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Worksop Town | – | Frickley Colliery | | 2:4 |
| |
FA Cup 1967/68, Preliminary Round |
| | | Yorkshire Amateur | – | Worksop Town | | 1:0 |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | Macclesfield Town | – | Worksop Town | | 3:1 |
| |
FA Cup 1965/66, Third Qualifying Round |
| | | Heanor Town | – | Worksop Town | | 3:2 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Frickley Colliery | – | Worksop Town | | 2:0 |
| |
FA Cup 1963/64, Third Qualifying Round |
| | | Worksop Town | – | Gainsborough Trinity | | 1:3 |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | Gainsborough Trinity | – | Worksop Town | | 2:1 * |
| |
FA Cup 1961/62, First Round Proper |
| 04.11.1961 | | Workington | – | Worksop Town | | 2:0 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Sutton Town | – | Worksop Town | | 3:0 * |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Matlock Town | – | Worksop Town | | 3:1 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Sutton Town | – | Worksop Town | | 4:3 * |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Ransome & Marles | – | Worksop Town | | 2:1 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Worksop Town | – | Scarborough | | 1:4 |
| |
FA Cup 1955/56, Third Round Proper |
| 07.01.1956 | | Swindon Town | – | Worksop Town | | 1:0 |
| |
FA Cup 1954/55, Fourth Qualifying Round |
| | | Corby Town | – | Worksop Town | | 3:1 |
| |
FA Cup 1953/54, Fourth Qualifying Round |
| | | Gainsborough Trinity | – | Worksop Town | | 2:1 * |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Rawmarsh Welfare | – | Worksop Town | | 3:2 * |
| |
FA Cup 1951/52, Third Qualifying Round |
| | | Rawmarsh Welfare | – | Worksop Town | | 2:1 |
| |
FA Cup 1950/51, Third Qualifying Round |
| | | Worksop Town | – | Stocksbridge Works | | 1:2 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Worksop Town | – | South Normanton Miners Welfare | | 1:2 * |
| |
FA Cup 1926/27, First Round Proper |
| 01.12.1926 | | York City | – | Worksop Town | | 4:1 |
| |
FA Cup 1925/26, Second Round Proper |
| 12.12.1925 | | Worksop Town | – | Chesterfield | | 1:2 |
| |
FA Cup 1922/23, First Round Proper |
| 15.01.1923 | | Tottenham Hotspur | – | Worksop Town | | 9:0 * |
| London |
FA Cup 1921/22, First Round Proper |
| 07.01.1922 | | Worksop Town | – | Southend United | | 1:2 |
| |
FA Cup 1907/08, First Round Proper |
| 11.01.1908 | | Chelsea | – | Worksop Town | | 9:1 |
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