FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 |  | Penrith | – | Consett AFC | | 0:3 (0:1) |
| Consett |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Penrith | – | West Allotment Celtic | | 0:2 (0:2) |
| Penrith |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Penrith | – | Guisborough Town | | 1:2 (0:0) |
| Penrith |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Penrith | – | West Allotment Celtic | | 1:3 |
| Penrith |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Seaham Red Star | – | Penrith | | 4:2 (2:0) |
| Seaham |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Penrith | – | Albion Sports | | 0:3 (0:0) |
| Penrith |
FA Cup 2017/18, Preliminary Round |
| 22.08.2017 | | Whitley Bay | – | Penrith | | 3:1 (0:1) * |
| Whitley Bay |
FA Cup 2016/17, Preliminary Round |
| 24.08.2016 | | Penrith | – | Dunston UTS | | 1:2 * |
| Penrith |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Penrith | – | Jarrow Roofing Boldon CA | | 1:2 |
| Penrith |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Newcastle Benfield | – | Penrith | | 2:1 |
| Newcastle upon Tyne |
FA Cup 2013/14, Third Qualifying Round |
| 12.10.2013 | | Bradford Park Avenue | – | Penrith | | 2:1 (0:0) |
| Bradford |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Crook Town | – | Penrith | | 2:1 |
| |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | Hebburn Town | – | Penrith | | 2:0 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Norton & Stockton Ancients | – | Penrith | | 2:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Jarrow Roofing Boldon CA | – | Penrith | | 2:0 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Penrith | – | Clitheroe | | 1:3 |
| |
FA Cup 2007/08, First Qualifying Round |
| 18.09.2007 | | Penrith Town | – | Dinnington Town | | 1:2 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Garforth Town | – | Penrith | | 2:0 |
| |
FA Cup 2005/06, Preliminary Round |
| 30.08.2005 | | Penrith | – | Warrington Town | | 1:2 * |
| |
FA Cup 2004/05, Preliminary Round |
| | | Maltby Main | – | Penrith | | 7:1 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Holker Old Boys | – | Penrith | | 1:0 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Chester-le-Street Town | – | Penrith | | 2:0 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Workington | – | Penrith | | 1:0 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Penrith | – | Darwen | | 0:1 * |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Penrith | – | Morpeth Town | | 0:2 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Chorley | – | Penrith | | 1:0 * |
| |
FA Cup 1997/98, Fourth Qualifying Round |
| | | Winsford United | – | Penrith | | 2:0 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Penrith | – | Tow Law Town | | 2:3 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Pickering Town | – | Penrith | | 5:2 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Penrith | – | Blyth Spartans | | 1:2 |
| |
FA Cup 1991/92, Third Qualifying Round |
| | | Penrith | – | Morecambe | | 0:3 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Penrith | – | Harrogate Railway Athletic | | 0:5 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Penrith | – | Murton | | 2:3 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Southport | – | Penrith | | 1:0 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Penrith | – | Easington Colliery | | 1:2 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Penrith | – | Chorley | | 1:2 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Penrith | – | Peterlee Newtown | | 1:3 |
| |
FA Cup 1984/85, First Round Proper |
| 17.11.1984 | | Burnley | – | Penrith | | 9:0 |
| |
FA Cup 1983/84, First Round Proper |
| 19.11.1983 | | Penrith | – | Hull City | | 0:2 |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Penrith | – | Workington | | 0:2 * |
| |
FA Cup 1981/82, Second Round Proper |
| 12.12.1981 | | Doncaster Rovers | – | Penrith | | 3:0 |
| |
FA Cup 1980/81, Fourth Qualifying Round |
| | | Burton Albion | – | Penrith | | 1:0 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Penrith | – | Rossendale United | | 0:1 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Penrith | – | Lancaster City | | 0:4 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Washington | – | Penrith | | 1:0 * |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Penrith | – | Crook Town | | 0:2 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Spennymoor United | – | Penrith | | 2:0 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Penrith | – | Darwen | | 0:3 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Penrith | – | Chorley | | 0:1 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Netherfield | – | Penrith | | 3:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Lancaster City | – | Penrith | | 6:1 |
| |
FA Cup 1970/71, Third Qualifying Round |
| | | Great Harwood | – | Penrith | | 3:2 |
| |
FA Cup 1969/70, Preliminary Round |
| | | Darwen | – | Penrith | | 3:0 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Penrith | – | Fleetwood | | 0:5 * |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Penrith | – | Lancaster City | | 0:3 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Fleetwood | – | Penrith | | 3:1 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Morecambe | – | Penrith | | 2:0 |
| |
FA Cup 1964/65, Third Qualifying Round |
| | | Consett | – | Penrith | | 1:0 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Penrith | – | Scarborough | | 1:3 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Stockton | – | Penrith | | 2:1 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Penrith | – | Morecambe | | 1:2 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Netherfield | – | Penrith | | 5:0 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Clitheroe | – | Penrith | | 6:3 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Milnthorpe Corinthians | – | Penrith | | 2:0 |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Netherfield | – | Penrith | | 5:2 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Fleetwood | – | Penrith | | 2:1 |
| |
FA Cup 1955/56, Second Qualifying Round |
| | | Lancaster City | – | Penrith | | 2:0 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Burscough | – | Penrith | | 4:0 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Penrith | – | Morecambe | | 1:6 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Burscough | – | Penrith | | 3:1 * |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Penrith | – | Cleator Moor Celtic | | 1:2 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Penrith | – | Netherfield | | 2:3 |
| |
FA Cup 1948/49, Third Qualifying Round |
| | | Netherfield | – | Penrith | | 2:1 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Lowca | – | Penrith | | 3:2 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Penrith | – | Cleator Moor Celtic | | 1:5 |
| |
