FA Cup 2010/11, Fourth Qualifying Round |
 | 23.10.2010 | | Workington | – | Nuneaton Town | | 1:1 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 30.09.2008 | | Harrogate Town | – | Workington | | 0:0 aet,
pen. 5:4 * |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Workington | – | Harrogate Town | | 0:0 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Stalybridge Celtic | – | Workington | | 0:0 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Stalybridge Celtic | – | Workington | | 2:2 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Fleetwood Town | – | Workington | | 1:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Workington | – | Ossett Albion | | 2:2,
pen. 2:4 * |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Ossett Albion | – | Workington | | 1:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | West Auckland Town | – | Workington | | 1:1 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Easington Colliery | – | Workington | | 1:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Workington | – | Horden Colliery Welfare | | 1:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Crook Town | – | Workington | | 0:0 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Workington | – | Gateshead | | 0:0 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Workington | – | Murton | | 1:1 |
| |
FA Cup 1986/87, Third Qualifying Round |
| | | Newcastle Blue Star | – | Workington | | 1:1 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Workington | – | Brandon United | | 0:0 |
| |
FA Cup 1983/84, Fourth Qualifying Round |
| | | Workington | – | Mossley | | 0:0 |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Workington | – | Penrith | | 2:2 |
| |
FA Cup 1981/82, First Round Proper |
| 21.11.1981 | | Workington | – | Huddersfield Town | | 1:1 |
| |
FA Cup 1980/81, First Round Proper |
| 22.11.1980 | | Workington | – | Carlisle United | | 0:0 |
| |
FA Cup 1978/79, Fourth Qualifying Round |
| | | Gateshead | – | Workington | | 1:1 |
| |
FA Cup 1975/76, First Round Proper |
| 22.11.1975 | | Workington | – | Rochdale | | 1:1 |
| |
FA Cup 1970/71, Second Round Proper |
| 12.12.1970 | | Chesterfield | – | Workington | | 0:0 |
| |
FA Cup 1968/69, Second Round Proper |
| 07.12.1968 | | Port Vale | – | Workington | | 0:0 |
| |
FA Cup 1967/68, Second Round Proper |
| 06.01.1968 | | Doncaster Rovers | – | Workington | | 1:1 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | North Shields | – | Workington | | 2:2 |
| |
FA Cup 1959/60, First Round Proper |
| 14.11.1959 | | Southport | – | Workington | | 2:2 |
| |
FA Cup 1956/57, Second Round Proper |
| 08.12.1956 | | Goole Town | – | Workington | | 2:2 |
| |
FA Cup 1956/57, First Round Proper |
| 17.11.1956 | | Mansfield Town | – | Workington | | 1:1 |
| |
FA Cup 1951/52, Second Round Proper |
| 15.12.1951 | | Witton Albion | – | Workington | | 3:3 |
| |
FA Cup 1948/49, Fourth Qualifying Round |
| | | Lancaster City | – | Workington | | 2:2 aet * |
| |
FA Cup 1948/49, Fourth Qualifying Round |
| | | Workington | – | Lancaster City | | 1:1 |
| |
FA Cup 1938/39, First Round Proper |
| 26.11.1938 | | Workington | – | Mansfield Town | | 1:1 |
| |
FA Cup 1934/35, Second Round Proper |
| 08.12.1934 | | Northampton Town | – | Workington | | 0:0 |
| |
