FA Cup 2023/24, First Round Proper |
 | 04.11.2023 |  | Chester | – | York City | | 0:0 |
| Chester |
FA Cup 2023/24, Fourth Qualifying Round |
| 14.10.2023 | | York City | – | Needham Market | | 0:0 |
| York |
FA Cup 2021/22, Fourth Qualifying Round |
| 16.10.2021 | | York City | – | Morpeth Town | | 1:1 (1:0) |
| York |
FA Cup 2016/17, Fourth Qualifying Round |
| 15.10.2016 | | York City | – | Curzon Ashton | | 1:1 (1:1) |
| York |
FA Cup 2014/15, First Round Proper |
| 08.11.2014 | | York City | – | AFC Wimbledon | | 1:1 (1:1) |
| York |
FA Cup 2013/14, First Round Proper |
| 08.11.2013 | | Bristol Rovers | – | York City | | 3:3 (1:2) |
| Bristol |
FA Cup 2012/13, First Round Proper |
| 03.11.2012 | | York City | – | AFC Wimbledon | | 1:1 (0:0) |
| York |
FA Cup 2010/11, First Round Proper |
| 06.11.2010 | | Rotherham United | – | York City | | 0:0 |
| Sheffield |
FA Cup 2008/09, Fourth Qualifying Round |
| 25.10.2008 | | York City | – | Mansfield Town | | 0:0 |
| |
FA Cup 2001/02, Third Round Proper |
| 05.01.2002 | | Grimsby Town | – | York City | | 0:0 |
| Cleethorpes |
FA Cup 2001/02, First Round Proper |
| 27.11.2001 | | York City | – | Colchester United | | 2:2 aet
(1:0, 2:2),
pen. 3:2 * |
| York |
FA Cup 2001/02, First Round Proper |
| 17.11.2001 | | Colchester United | – | York City | | 0:0 |
| Colchester |
FA Cup 2000/01, Second Round Proper |
| 09.12.2000 | | York City | – | Reading | | 2:2 (0:0) |
| York |
FA Cup 1998/99, First Round Proper |
| 14.11.1998 | | Enfield | – | York City | | 2:2 (0:2) |
| London Southbury Road |
FA Cup 1996/97, First Round Proper |
| 16.11.1996 | | Hartlepool United | – | York City | | 0:0 |
| Hartlepool |
FA Cup 1994/95, First Round Proper |
| 12.11.1994 | | York City | – | Rotherham United | | 3:3 (1:1) |
| York |
FA Cup 1993/94, First Round Proper |
| 13.11.1993 | | Burnley | – | York City | | 0:0 |
| Burnley |
FA Cup 1991/92, Second Round Proper |
| 07.12.1991 | | York City | – | Tranmere Rovers | | 1:1 |
| York |
FA Cup 1990/91, First Round Proper |
| 17.11.1990 | | Darlington | – | York City | | 1:1 |
| Darlington |
FA Cup 1987/88, Second Round Proper |
| 05.12.1987 | | York City | – | Hartlepool United | | 1:1 (1:0) |
| York |
FA Cup 1987/88, First Round Proper |
| 14.11.1987 | | York City | – | Burton Albion | | 0:0 |
| York |
FA Cup 1986/87, Second Round Proper |
| 06.12.1986 |  | Caernarfon Town | – | York City | | 0:0 |
| |
FA Cup 1985/86, Fifth Round Proper |
| 15.02.1986 | | York City | – | Liverpool | | 1:1 |
| |
FA Cup 1985/86, First Round Proper |
| 16.11.1985 | | York City | – | Morecambe | | 0:0 |
| |
FA Cup 1984/85, Fifth Round Proper |
| 16.02.1985 | | York City | – | Liverpool | | 1:1 |
| |
FA Cup 1983/84, First Round Proper |
| 19.11.1983 | | Macclesfield Town | – | York City | | 0:0 |
| |
FA Cup 1982/83, Second Round Proper |
| 11.12.1982 | | Hartlepool United | – | York City | | 1:1 |
| |
FA Cup 1981/82, Second Round Proper |
| 12.12.1981 | | York City | – | Altrincham | | 0:0 |
| |
FA Cup 1980/81, First Round Proper |
| 22.11.1980 | | Tranmere Rovers | – | York City | | 0:0 |
| |
FA Cup 1979/80, Second Round Proper |
| 15.12.1979 | | Bury | – | York City | | 0:0 |
| |
FA Cup 1978/79, First Round Proper |
| 25.11.1978 | | York City | – | Blyth Spartans | | 1:1 |
| |
FA Cup 1976/77, Second Round Proper |
| 14.12.1976 | | York City | – | Rotherham United | | 1:1 aet * |
| York |
FA Cup 1976/77, Second Round Proper |
| 11.12.1976 | | Rotherham United | – | York City | | 0:0 |
| Rotherham |
FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Dudley Town | – | York City | | 1:1 |
| |
FA Cup 1974/75, Third Round Proper |
| 04.01.1975 | | Arsenal | – | York City | | 1:1 |
| |
FA Cup 1973/74, First Round Proper |
| 24.11.1973 | | York City | – | Mansfield Town | | 0:0 |
| |
FA Cup 1971/72, Second Round Proper |
| 11.12.1971 | | Rotherham United | – | York City | | 1:1 |
| |
FA Cup 1970/71, Fourth Round Proper |
| 23.01.1971 | | York City | – | Southampton | | 3:3 |
| |
FA Cup 1970/71, First Round Proper |
| 21.11.1970 | | Tamworth | – | York City | | 0:0 |
| |
FA Cup 1969/70, Third Round Proper |
| 12.01.1970 | | Cardiff City | – | York City | | 1:1 aet
(1:0, ) * |
| |
FA Cup 1969/70, Third Round Proper |
| 03.01.1970 | | York City | – | Cardiff City | | 1:1 (1:1) |
| |
FA Cup 1969/70, Second Round Proper |
| 06.12.1969 | | Bangor City | – | York City | | 0:0 |
| |
FA Cup 1966/67, Second Round Proper |
| 11.01.1967 | | York City | – | Middlesbrough | | 0:0 aet * |
| |
FA Cup 1966/67, Second Round Proper |
| 07.01.1967 | | Middlesbrough | – | York City | | 1:1 |
| |
FA Cup 1966/67, First Round Proper |
| 30.11.1966 | | Morecambe | – | York City | | 1:1 aet * |
| |
FA Cup 1966/67, First Round Proper |
| 26.11.1966 | | York City | – | Morecambe | | 0:0 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | York City | – | Rochdale | | 0:0 |
| |
FA Cup 1960/61, Third Round Proper |
| 07.01.1961 | | York City | – | Norwich City | | 1:1 |
| |
FA Cup 1960/61, Second Round Proper |
| 30.11.1960 | | Tranmere Rovers | – | York City | | 1:1 |
| |
FA Cup 1960/61, First Round Proper |
| 05.11.1960 | | York City | – | Bradford Park Avenue | | 0:0 |
| |
FA Cup 1957/58, Fourth Round Proper |
| 25.01.1958 | | York City | – | Bolton Wanderers | | 0:0 |
| |
FA Cup 1956/57, First Round Proper |
| 17.11.1956 | | Southport | – | York City | | 0:0 |
| |
FA Cup 1955/56, Fourth Round Proper |
| 28.01.1956 | | York City | – | Sunderland | | 0:0 |
| |
FA Cup 1954/55, Semi Final |
| 26.03.1955 | | Newcastle United | – | York City | | 1:1 |
| Sheffield |
FA Cup 1951/52, First Round Proper |
| 28.11.1951 | | Bradford Park Avenue | – | York City | | 1:1 aet * |
| |
FA Cup 1951/52, First Round Proper |
| 24.11.1951 | | York City | – | Bradford Park Avenue | | 1:1 |
| |
FA Cup 1950/51, First Round Proper |
| 25.11.1950 | | Bishop Auckland | – | York City | | 2:2 |
| |
FA Cup 1948/49, Second Round Proper |
| 11.12.1948 | | Southport | – | York City | | 2:2 |
| |
FA Cup 1945/46, Third Round Proper |
| 05.01.1946 | | Chesterfield | – | York City | | 1:1 |
| |
FA Cup 1937/38, Sixth Round Proper |
| 05.03.1938 | | York City | – | Huddersfield Town | | 0:0 |
| |
FA Cup 1937/38, Second Round Proper |
| 11.12.1937 | | Clapton Orient | – | York City | | 2:2 |
| |
FA Cup 1937/38, First Round Proper |
| 27.11.1937 | | York City | – | Halifax Town | | 1:1 |
| |
FA Cup 1936/37, Fourth Round Proper |
| 30.01.1937 | | Swansea Town | – | York City | | 0:0 |
| |
FA Cup 1936/37, Third Round Proper |
| 16.01.1937 | | Bradford City | – | York City | | 2:2 |
| |
FA Cup 1936/37, Second Round Proper |
| 12.12.1936 | | Southend United | – | York City | | 3:3 |
| |
FA Cup 1930/31, Third Round Proper |
| 10.01.1931 | | Sheffield United | – | York City | | 1:1 |
| |
FA Cup 1930/31, Second Round Proper |
| 13.12.1930 | | Nelson | – | York City | | 1:1 |
| |
FA Cup 1929/30, Third Round Proper |
| 11.01.1930 | | Newcastle United | – | York City | | 1:1 |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | York City | – | Tranmere Rovers | | 2:2 |
| |
