FA Cup 2023/24, Second Round Proper |
 | 01.12.2023 | | York City | – | Wigan Athletic | | 0:1 (0:0) |
| Chester |
FA Cup 2022/23, First Round Proper |
| 05.11.2022 | | Shrewsbury Town | – | York City | | 2:1 (2:1) |
| Shrewsbury |
FA Cup 2021/22, First Round Proper |
| 06.11.2021 | | York City | – | Buxton | | 0:1 (0:0) |
| York |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Chorley | – | York City | | 1:0 |
| Chorley |
FA Cup 2019/20, First Round Proper |
| 10.11.2019 | | York City | – | Altrincham | | 0:1 (0:0) |
| York |
FA Cup 2018/19, First Round Proper |
| 10.11.2018 | | Swindon Town | – | York City | | 2:1 (1:1) |
| Swindon |
FA Cup 2017/18, Third Qualifying Round |
| 30.09.2017 | | South Shields | – | York City | | 3:2 (2:0) |
| South Shields |
FA Cup 2016/17, Fourth Qualifying Round |
| 17.10.2016 | | Curzon Ashton | – | York City | | 2:1 (1:1) * |
| Ashton-under-Lyne |
FA Cup 2015/16, First Round Proper |
| 07.11.2015 | | Accrington Stanley | – | York City | | 3:2 (2:1) |
| Accrington |
FA Cup 2014/15, First Round Proper |
| 18.11.2014 | | AFC Wimbledon | – | York City | | 3:1 (0:1) * |
| Kingston upon Thames |
FA Cup 2013/14, First Round Proper |
| 19.11.2013 | | York City | – | Bristol Rovers | | 2:3 (0:2) * |
| York |
FA Cup 2012/13, First Round Proper |
| 12.11.2012 | | AFC Wimbledon | – | York City | | 4:3 aet
(1:1, 2:2) * |
| Kingston upon Thames |
FA Cup 2011/12, Fourth Qualifying Round |
| 29.10.2011 | | Wrexham | – | York City | | 2:1 (0:0) |
| Wrexham |
FA Cup 2010/11, Third Round Proper |
| 08.01.2011 | | Bolton Wanderers | – | York City | | 2:0 (0:0) |
| Bolton |
FA Cup 2009/10, Third Round Proper |
| 02.01.2010 | | Stoke City | – | York City | | 3:1 (2:1) |
| Stoke-on-Trent |
FA Cup 2008/09, Fourth Qualifying Round |
| 28.10.2008 | | Mansfield Town | – | York City | | 1:0 (0:0) * |
| |
FA Cup 2007/08, First Round Proper |
| 10.11.2007 | | York City | – | Havant & Waterlooville | | 0:1 (0:1) |
| York |
FA Cup 2006/07, First Round Proper |
| 11.11.2006 | | York City | – | Bristol City | | 0:1 (0:0) |
| York |
FA Cup 2005/06, First Round Proper |
| 05.11.2005 | | York City | – | Grays Athletic | | 0:3 (0:1) |
| York |
FA Cup 2004/05, Fourth Qualifying Round |
| | | Carlisle United | – | York City | | 3:1 (3:0) |
| Carlisle |
FA Cup 2003/04, First Round Proper |
| 09.11.2003 | | York City | – | Barnsley | | 1:2 (1:1) |
| York |
FA Cup 2002/03, Second Round Proper |
| 07.12.2002 | | York City | – | Brentford | | 1:2 (0:1) |
| York |
FA Cup 2001/02, Fourth Round Proper |
| 26.01.2002 | | York City | – | Fulham | | 0:2 (0:1) |
| York |
FA Cup 2000/01, Third Round Proper |
| 06.01.2001 | | Leicester City | – | York City | | 3:0 (0:0) |
| Leicester |
FA Cup 1999/00, First Round Proper |
| 30.10.1999 | | Hereford United | – | York City | | 1:0 (0:0) |
| Hereford |
FA Cup 1998/99, Second Round Proper |
| 05.12.1998 | | Wrexham | – | York City | | 2:1 (1:1) |
| Wrexham |
FA Cup 1997/98, Second Round Proper |
| 06.12.1997 | | Wigan Athletic | – | York City | | 2:1 (0:0) |
| Wigan |
FA Cup 1996/97, Third Round Proper |
| 13.01.1997 | | Hednesford Town | – | York City | | 1:0 (1:0) |
| Hednesford |
FA Cup 1995/96, First Round Proper |
| 12.11.1995 | | York City | – | Notts County | | 0:1 (0:1) |
| York |
FA Cup 1994/95, First Round Proper |
| 22.11.1994 | | Rotherham United | – | York City | | 3:0 (3:0) * |
| Rotherham |
FA Cup 1993/94, First Round Proper |
| 30.11.1993 | | York City | – | Burnley | | 2:3 (1:2) * |
| York |
FA Cup 1992/93, First Round Proper |
| 14.11.1992 | | York City | – | Stockport County | | 1:3 (0:0) |
| York |
FA Cup 1991/92, Second Round Proper |
| 17.12.1991 | | Tranmere Rovers | – | York City | | 2:1 * |
| Birkenhead |
FA Cup 1990/91, Second Round Proper |
| 17.12.1990 | | Mansfield Town | – | York City | | 2:1 |
| Mansfield |
FA Cup 1989/90, First Round Proper |
| 18.11.1989 | | York City | – | Grimsby Town | | 1:2 |
| York |
FA Cup 1988/89, First Round Proper |
| 19.11.1988 | | Halifax Town | – | York City | | 1:0 (0:0) |
| Halifax |
FA Cup 1987/88, Second Round Proper |
| 09.12.1987 | | Hartlepool United | – | York City | | 3:1 (1:1) * |
| Hartlepool |
FA Cup 1986/87, Second Round Proper |
| 09.12.1986 | | York City | – | Caernarfon Town | | 1:2 (0:1) * |
| York |
FA Cup 1985/86, Fifth Round Proper |
| 18.02.1986 | | Liverpool | – | York City | | 3:1 * |
| |
FA Cup 1984/85, Fifth Round Proper |
| 20.02.1985 | | Liverpool | – | York City | | 7:0 * |
| |
FA Cup 1983/84, Second Round Proper |
| 13.12.1983 | | York City | – | Rochdale | | 0:2 |
| |
FA Cup 1982/83, Third Round Proper |
| 08.01.1983 | | Crystal Palace | – | York City | | 2:1 |
| |
FA Cup 1981/82, Second Round Proper |
| 02.01.1982 | | Altrincham | – | York City | | 4:3 * |
| |
FA Cup 1980/81, First Round Proper |
| 25.11.1980 | | York City | – | Tranmere Rovers | | 1:2 * |
| |
FA Cup 1979/80, Second Round Proper |
| 18.12.1979 | | York City | – | Bury | | 0:2 * |
| |
FA Cup 1978/79, Fourth Round Proper |
| 27.01.1979 | | Nottingham Forest | – | York City | | 3:1 |
| |
FA Cup 1977/78, First Round Proper |
| 26.11.1977 | | Wigan Athletic | – | York City | | 1:0 |
| |
FA Cup 1976/77, Second Round Proper |
| 21.12.1976 | | Rotherham United | – | York City | | 2:1 * |
| Rotherham |
FA Cup 1975/76, Fourth Round Proper |
| 24.01.1976 | | York City | – | Chelsea | | 0:2 |
| |
FA Cup 1974/75, Third Round Proper |
| 07.01.1975 | | York City | – | Arsenal | | 1:3 * |
| |
FA Cup 1973/74, First Round Proper |
| 10.12.1973 | | Mansfield Town | – | York City | | 5:3 * |
| |
FA Cup 1972/73, Third Round Proper |
| 13.01.1973 | | York City | – | Oxford United | | 0:1 |
| |
FA Cup 1971/72, Second Round Proper |
| 13.12.1971 | | York City | – | Rotherham United | | 2:3 * |
| |
FA Cup 1970/71, Fourth Round Proper |
| 01.02.1971 | | Southampton | – | York City | | 3:2 * |
| |
FA Cup 1969/70, Fourth Round Proper |
| 24.01.1970 | | Middlesbrough | – | York City | | 4:1 (1:0) |
| |
FA Cup 1968/69, Third Round Proper |
| 04.01.1969 | | York City | – | Stoke City | | 0:2 |
| |
FA Cup 1967/68, First Round Proper |
| 09.12.1967 | | York City | – | Doncaster Rovers | | 0:1 |
| |
FA Cup 1966/67, Second Round Proper |
| 16.01.1967 | | Middlesbrough | – | York City | | 4:1 * |
| |
FA Cup 1965/66, First Round Proper |
| 13.11.1965 | | South Shields | – | York City | | 3:1 |
| |
FA Cup 1964/65, Second Round Proper |
| 05.12.1964 | | Chesterfield | – | York City | | 2:1 |
| |
FA Cup 1963/64, First Round Proper |
| 16.11.1963 | | York City | – | Carlisle United | | 2:5 |
| |
FA Cup 1962/63, Third Round Proper |
| 13.02.1963 | | Southampton | – | York City | | 5:0 |
| |
FA Cup 1961/62, First Round Proper |
| 04.11.1961 | | Bradford City | – | York City | | 1:0 |
| |
FA Cup 1960/61, Third Round Proper |
| 11.01.1961 | | Norwich City | – | York City | | 1:0 * |
| |
FA Cup 1959/60, Third Round Proper |
| 09.01.1960 | | Bournemouth | – | York City | | 1:0 |
| |
FA Cup 1958/59, First Round Proper |
| 18.11.1958 | | Bury | – | York City | | 1:0 |
| |
FA Cup 1957/58, Fourth Round Proper |
| 29.01.1958 | | Bolton Wanderers | – | York City | | 3:0 * |
| |
FA Cup 1956/57, Second Round Proper |
| 08.12.1956 | | Hull City | – | York City | | 2:1 |
| |
FA Cup 1955/56, Fourth Round Proper |
| 01.02.1956 | | Sunderland | – | York City | | 2:1 * |
| |
FA Cup 1954/55, Semi Final |
| 30.03.1955 | | York City | – | Newcastle United | | 0:2 * |
| Sunderland |
FA Cup 1953/54, First Round Proper |
| 21.11.1953 | | Barnsley | – | York City | | 5:2 |
| |
FA Cup 1952/53, First Round Proper |
| 22.11.1952 | | York City | – | Barrow | | 1:2 |
| |
FA Cup 1951/52, First Round Proper |
| 03.12.1951 | | York City | – | Bradford Park Avenue | | 0:4 * |
| |
FA Cup 1950/51, Third Round Proper |
| 06.01.1951 | | Bolton Wanderers | – | York City | | 2:0 |
| |
FA Cup 1949/50, First Round Proper |
| 26.11.1949 | | Gateshead | – | York City | | 3:1 |
| |
FA Cup 1948/49, Second Round Proper |
| 18.12.1948 | | York City | – | Southport | | 0:2 * |
| |
FA Cup 1947/48, First Round Proper |
| 29.11.1947 | | York City | – | Rochdale | | 0:1 |
| |
FA Cup 1946/47, First Round Proper |
| 30.11.1946 | | York City | – | Scunthorpe United | | 0:1 |
| |
FA Cup 1945/46, Fourth Round Proper |
| 30.01.1946 | | York City | – | Sheffield Wednesday | | 1:6 |
| |
FA Cup 1945/46, Fourth Round Proper |
| 26.01.1946 | | Sheffield Wednesday | – | York City | | 5:1 |
| |
FA Cup 1945/46, First Round Proper |
| 17.11.1945 | | Halifax Town | – | York City | | 1:0 |
| |
FA Cup 1938/39, Third Round Proper |
| 11.01.1939 | | York City | – | Millwall | | 0:5 |
| |
FA Cup 1937/38, Sixth Round Proper |
| 09.03.1938 | | Huddersfield Town | – | York City | | 2:1 * |
| |
FA Cup 1936/37, Fourth Round Proper |
| 03.02.1937 | | York City | – | Swansea Town | | 1:3 * |
| |
FA Cup 1935/36, First Round Proper |
| 30.11.1935 | | York City | – | Burton Town | | 1:5 |
| |
FA Cup 1934/35, Third Round Proper |
| 12.01.1935 | | York City | – | Derby County | | 0:1 |
| |
FA Cup 1933/34, First Round Proper |
| 25.11.1933 | | York City | – | Hartlepools United | | 2:3 |
| |
FA Cup 1932/33, First Round Proper |
| 26.11.1932 | | York City | – | Scarborough | | 1:3 |
| |
FA Cup 1931/32, First Round Proper |
| 28.11.1931 | | New Brighton | – | York City | | 3:1 |
| |
FA Cup 1930/31, Third Round Proper |
| 14.01.1931 | | York City | – | Sheffield United | | 0:2 * |
| |
FA Cup 1929/30, Third Round Proper |
| 15.01.1930 | | York City | – | Newcastle United | | 1:2 * |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | York City | – | Barrow | | 0:1 |
| |
FA Cup 1926/27, Second Round Proper |
| 11.12.1926 | | Grimsby Town | – | York City | | 2:1 |
| |
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