FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | North Ferriby | – | Crook Town AFC | | 2:1 (0:0) |
| North Ferriby |
FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Newcastle Benfield | – | Crook Town AFC | | 2:0 (1:0) |
| Newcastle upon Tyne |
FA Cup 2021/22, Extra Preliminary Round |
| 07.08.2021 | | Seaham Red Star | – | Crook Town AFC | | 3:1 (2:1) |
| Seaham |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Crook Town AFC | – | Marske United | | 0:2 |
| Crook |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Crook Town AFC | – | Dunston UTS | | 0:6 |
| Crook |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Shildon | – | Crook Town AFC | | 7:0 |
| Shildon |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Brighouse Town | – | Crook Town | | 4:1 |
| Brighouse |
FA Cup 2012/13, Preliminary Round |
| 28.08.2012 | | Holker Old Boys | – | Crook Town | | 3:1 * |
| Barrow-in-Furness |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Crook Town | – | Billingham Town | | 2:6 |
| |
FA Cup 2010/11, Preliminary Round |
| 28.08.2010 | | Spennymoor Town | – | Crook Town | | 2:0 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Stokesley | – | Crook Town | | 3:1 |
| |
FA Cup 2008/09, First Qualifying Round |
| 13.09.2008 | | Wakefield | – | Crook Town | | 4:3 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Hall Road Rangers | – | Crook Town | | 1:0 |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Cheadle Town | – | Crook Town | | 3:1 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Crook Town | – | St Helens Town | | 0:3 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Crook Town | – | Glasshoughton Welfare | | 1:3 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Crook Town | – | Guiseley | | 2:3 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Pickering Town | – | Crook Town | | 1:0 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | Horden Colliery Welfare | – | Crook Town | | 3:0 |
| |
FA Cup 1999/00, Fourth Qualifying Round |
| | | Doncaster Rovers | – | Crook Town | | 7:0 (4:0) |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Crook Town | – | Farsley Celtic | | 1:4 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Crook Town | – | Mossley | | 0:2 |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Workington | – | Crook Town | | 3:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Curzon Ashton | – | Crook Town | | 2:1 * |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Crook Town | – | Blyth Spartans | | 0:2 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Whitby Town | – | Crook Town | | 5:1 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Crook Town | – | Norton & Stockton Ancients | | 0:3 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Ashington | – | Crook Town | | 3:1 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Crook Town | – | Horden Colliery Welfare | | 1:2 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Tow Law Town | – | Crook Town | | 4:2 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Crook Town | – | Ferryhill Athletic | | 0:4 |
| |
FA Cup 1987/88, Second Qualifying Round |
| | | Crook Town | – | Barrow | | 0:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Crook Town | – | Blyth Spartans | | 0:1 * |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Crook Town | – | Scarborough | | 0:1 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Crook Town | – | Gateshead | | 1:2 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Accrington Stanley | – | Crook Town | | 3:1 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Barrow | – | Crook Town | | 2:0 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Ashington | – | Crook Town | | 4:2 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Thackley | – | Crook Town | | 1:0 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Crook Town | – | Ashington | | 2:3 |
| |
FA Cup 1978/79, Preliminary Round |
| | | Crook Town | – | South Bank | | 1:2 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Blyth Spartans | – | Crook Town | | 3:0 * |
| |
FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Crook Town | – | Nuneaton Borough | | 1:4 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Crook Town | – | Spennymoor United | | 1:2 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Crook Town | – | Wingate Durham | | 1:4 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Crook Town | – | Horden Colliery Welfare | | 1:3 |
| |
FA Cup 1972/73, Third Qualifying Round |
| | | Crook Town | – | Billingham Synthonia | | 0:3 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Crook Town | – | Consett | | 1:4 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Ferryhill Athletic | – | Crook Town | | 3:1 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Crook Town | – | Shildon | | 0:4 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Crook Town | – | Stockton | | 2:3 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Tow Law Town | – | Crook Town | | 2:0 |
| |
FA Cup 1966/67, Fourth Qualifying Round |
| | | Bishop Auckland | – | Crook Town | | 2:0 * |
| |
FA Cup 1965/66, First Round Proper |
| 13.11.1965 | | Gateshead | – | Crook Town | | 4:2 |
| |
FA Cup 1964/65, Second Round Proper |
| 05.12.1964 | | Crook Town | – | Oldham Athletic | | 0:1 |
| |
FA Cup 1963/64, First Round Proper |
| 16.11.1963 | | Crook Town | – | Chesterfield | | 1:2 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | Hull City | – | Crook Town | | 5:4 |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Crook Town | – | Shildon | | 1:2 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Crook Town | – | Bishop Auckland | | 1:2 |
| |
FA Cup 1959/60, Second Round Proper |
| 05.12.1959 | | Crook Town | – | York City | | 0:1 |
| |
FA Cup 1958/59, First Round Proper |
| 15.11.1958 | | Buxton | – | Crook Town | | 4:1 |
| |
FA Cup 1957/58, First Round Proper |
| 16.11.1957 | | Workington | – | Crook Town | | 8:1 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Billingham Synthonia | – | Crook Town | | 8:3 |
| |
FA Cup 1955/56, First Round Proper |
| 23.11.1955 | | Derby County | – | Crook Town | | 5:1 * |
| |
FA Cup 1954/55, Second Round Proper |
| 11.12.1954 | | Brentford | – | Crook Town | | 4:1 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Crook Town | – | Stanley United | | 0:1 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Crook Town | – | Spennymoor United | | 1:2 |
| |
FA Cup 1951/52, Third Qualifying Round |
| | | Crook Town | – | Spennymoor United | | 0:2 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Ushaw Moor | – | Crook Town | | 3:2 * |
| |
FA Cup 1932/33, First Round Proper |
| 26.11.1932 | | Crewe Alexandra | – | Crook Town | | 4:0 |
| |
FA Cup 1931/32, Third Round Proper |
| 09.01.1932 | | Leicester City | – | Crook Town | | 7:0 |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Rochdale | – | Crook Town | | 8:2 |
| |
FA Cup 1926/27, Second Round Proper |
| 11.12.1926 | | Southport | – | Crook Town | | 2:0 |
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