FA Cup 2020/21, Extra Preliminary Round |
 | 02.09.2020 |  | Crook Town AFC | – | Yorkshire Amateur | | 1:1,
pen. 5:4 |
| Crook |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Crook Town | – | Holker Old Boys | | 4:4 |
| Crook |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Silsden | – | Crook Town | | 2:2 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Armthorpe Welfare | – | Crook Town | | 1:1 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Crook Town | – | Sunderland RCA | | 2:2 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Consett | – | Crook Town | | 1:1 |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Crook Town | – | Great Harwood Town | | 1:1,
pen. 5:6 * |
| |
FA Cup 2002/03, First Qualifying Round |
| | | Great Harwood Town | – | Crook Town | | 1:1 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Crook Town | – | Pickering Town | | 1:1 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Parkgate | – | Crook Town | | 3:3 |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Leigh Railway Mechanics Institute | – | Crook Town | | 1:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Hyde United | – | Crook Town | | 1:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Crook Town | – | Curzon Ashton | | 1:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Crook Town | – | Billingham Town | | 1:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Crook Town | – | Workington | | 0:0 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Netherfield | – | Crook Town | | 1:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Blyth Spartans | – | Crook Town | | 1:1 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Gateshead | – | Crook Town | | 2:2 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Crook Town | – | Blyth Spartans | | 1:1 |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Bishop Auckland | – | Crook Town | | 1:1 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Spennymoor United | – | Crook Town | | 1:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Crook Town | – | Ferryhill Athletic | | 3:3 |
| |
FA Cup 1966/67, Fourth Qualifying Round |
| | | Crook Town | – | Bishop Auckland | | 4:4 |
| |
FA Cup 1965/66, Fourth Qualifying Round |
| | | Whitby Town | – | Crook Town | | 1:1 |
| |
FA Cup 1959/60, First Round Proper |
| 14.11.1959 | | Crook Town | – | Matlock Town | | 2:2 |
| |
FA Cup 1957/58, Third Qualifying Round |
| | | Crook Town | – | Stanley United | | 1:1 |
| |
FA Cup 1955/56, First Round Proper |
| 19.11.1955 | | Crook Town | – | Derby County | | 2:2 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Spennymoor United | – | Crook Town | | 2:2 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Crook Town | – | Ushaw Moor | | 2:2 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Crook Town | – | Ferryhill Athletic | | 4:4 aet * |
| |
FA Cup 1931/32, Second Round Proper |
| 12.12.1931 | | Aldershot | – | Crook Town | | 1:1 |
| |
