FA Cup 2023/24, Preliminary Round |
 | 19.08.2023 |  | West Auckland Town | – | Shildon | | 4:0 (2:0) |
| West Auckland |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Shildon | – | South Shields | | 0:5 (0:2) |
| Shildon |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Shildon | – | South Shields | | 1:3 (1:1) |
| Shildon |
FA Cup 2020/21, Extra Preliminary Round |
| 02.09.2020 | | Stockton Town | – | Shildon | | 3:0 |
| Stockton-on-Tees |
FA Cup 2019/20, Extra Preliminary Round |
| 13.08.2019 | | Garforth Town | – | Shildon | | 3:2 (0:1) * |
| Garforth |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Tadcaster Albion | – | Shildon | | 4:1 (2:0) |
| Tadcaster |
FA Cup 2017/18, Fourth Qualifying Round |
| 14.10.2017 | | Guiseley | – | Shildon | | 6:0 (0:0) |
| Guiseley |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Workington | – | Shildon | | 3:1 |
| Workington Lonsdale Park |
FA Cup 2015/16, Extra Preliminary Round |
| 19.08.2015 | | Shildon | – | Bishop Auckland | | 2:4 * |
| Shildon |
FA Cup 2014/15, Fourth Qualifying Round |
| 29.10.2014 | | Shildon | – | Norton United | | 1:2 (0:1) * |
| Shildon |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Shildon | – | Penrith | | 0:2 |
| Shildon |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Shildon | – | Altrincham | | 0:3 (0:3) |
| Shildon |
FA Cup 2010/11, Third Qualifying Round |
| 09.10.2010 | | Workington | – | Shildon | | 2:1 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Bridlington Town | – | Shildon | | 1:0 |
| |
FA Cup 2008/09, First Qualifying Round |
| 12.09.2008 | | Newcastle Blue Star | – | Shildon | | 2:0 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Whitby Town | – | Shildon | | 3:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Shildon | – | Harrogate Railway Athletic | | 0:3 |
| |
FA Cup 2005/06, Extra Preliminary Round |
| 20.08.2005 | | West Auckland Town | – | Shildon | | 2:1 |
| |
FA Cup 2004/05, Second Qualifying Round |
| | | Shildon | – | Radcliffe Borough | | 0:2 * |
| |
FA Cup 2003/04, First Round Proper |
| 09.11.2003 | | Notts County | – | Shildon | | 7:2 (3:0) |
| Nottingham |
FA Cup 2002/03, Preliminary Round |
| | | Shildon | – | Salford City | | 2:4 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Shildon | – | Brigg Town | | 2:8 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Clitheroe | – | Shildon | | 4:1 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Shildon | – | Thornaby-on-Tees | | 1:3 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Ramsbottom United | – | Shildon | | 3:0 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Arnold Town | – | Shildon | | 3:1 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Netherfield | – | Shildon | | 3:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Billingham Synthonia | – | Shildon | | 3:1 |
| |
FA Cup 1994/95, First Qualifying Round |
| | | Spennymoor United | – | Shildon | | 4:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Shildon | – | Easington Colliery | | 0:1 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Shildon | – | Whitby Town | | 0:2 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Guiseley | – | Shildon | | 5:1 |
| |
FA Cup 1990/91, Second Qualifying Round |
| | | Shildon | – | Fleetwood Town | | 0:4 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | South Bank | – | Shildon | | 2:0 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Shildon | – | Whitley Bay | | 1:5 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Seaham Red Star | – | Shildon | | 2:0 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Durham City | – | Shildon | | 2:1 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Shildon | – | Billingham Town | | 1:2 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Shildon | – | Crook Town | | 0:1 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Chester-le-Street Town | – | Shildon | | 2:0 |
| |
FA Cup 1982/83, Preliminary Round |
| | | Frickley Athletic | – | Shildon | | 5:3 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Guisborough Town | – | Shildon | | 3:1 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Evenwood Town | – | Shildon | | 2:0 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Wingate Durham | – | Shildon | | 4:3 * |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Shildon | – | Gateshead | | 1:8 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Shildon | – | Blyth Spartans | | 0:3 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Barrow | – | Shildon | | 2:1 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Tow Law Town | – | Shildon | | 4:1 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Shildon | – | Willington | | 2:4 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Shildon | – | Bishop Auckland | | 1:3 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Shildon | – | Murton Colliery Welfare | | 3:4 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Evenwood Town | – | Shildon | | 4:3 * |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Stanley United | – | Shildon | | 1:0 |
| |
FA Cup 1969/70, Third Qualifying Round |
| | | Bishop Auckland | – | Shildon | | 2:1 |
| |
FA Cup 1968/69, Third Qualifying Round |
| | | North Shields | – | Shildon | | 2:1 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Shildon | – | Murton Colliery Welfare | | 1:2 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | South Bank | – | Shildon | | 4:3 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Shildon | – | Horden Colliery Welfare | | 0:4 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Bishop Auckland | – | Shildon | | 4:1 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Shildon | – | Ryhope Colliery Welfare | | 0:1 |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | North Shields | – | Shildon | | 5:2 * |
| |
FA Cup 1961/62, First Round Proper |
| 04.11.1961 | | Oldham Athletic | – | Shildon | | 5:2 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Horden Colliery Welfare | – | Shildon | | 5:1 |
| |
FA Cup 1959/60, First Round Proper |
| 17.11.1959 | | Oldham Athletic | – | Shildon | | 3:0 * |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Shildon | – | Horden Colliery Welfare | | 2:6 |
| |
FA Cup 1957/58, Third Qualifying Round |
| | | Shildon | – | Willington | | 1:2 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | West Auckland Town | – | Shildon | | 2:1 * |
| |
FA Cup 1955/56, First Round Proper |
| 19.11.1955 | | Scunthorpe United | – | Shildon | | 3:0 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Shildon | – | Willington | | 1:2 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Willington | – | Shildon | | 3:0 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Shildon | – | Crook Town | | 0:4 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Shildon | – | Spennymoor United | | 0:2 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Shildon | – | Evenwood Town | | 3:5 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Shildon | – | Seaham Colliery Welfare | | 2:3 * |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Murton Colliery Welfare | – | Shildon | | 6:2 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Ferryhill Athletic | – | Shildon | | 1:0 |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Spennymoor United | – | Shildon | | 4:2 * |
| |
FA Cup 1945/46, Fourth Qualifying Round |
| | | Willington | – | Shildon | | 3:2 |
| |
FA Cup 1936/37, Second Round Proper |
| 12.12.1936 | | Shildon | – | Dartford | | 0:3 |
| |
FA Cup 1934/35, First Round Proper |
| 28.11.1934 | | Lincoln City | – | Shildon | | 4:0 * |
| |
FA Cup 1929/30, First Round Proper |
| 09.12.1929 | | Doncaster Rovers | – | Shildon | | 3:0 * |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Shildon | – | New Brighton | | 1:3 |
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