FA Cup 2023/24, Extra Preliminary Round |
 | 06.08.2023 | | Wokingham & Emmbrook | – | Cinderford Town | | 1:0 (1:0) |
| Bracknell Larges Lane |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Cinderford Town | – | Laverstock & Ford | | 2:3 (0:2) |
| Cinderford |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Brackley Town | – | Cinderford Town | | 4:0 (0:0) |
| Brackley |
FA Cup 2018/19, Second Qualifying Round |
| 22.09.2018 | | Poole Town | – | Cinderford Town | | 3:0 (2:0) |
| Poole |
FA Cup 2017/18, Third Qualifying Round |
| 30.09.2017 | | Cinderford Town | – | Hampton & Richmond Borough | | 2:3 (1:1) |
| Cinderford |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Taunton Town | – | Cinderford Town | | 2:0 |
| Taunton |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Cinderford Town | – | Paulton Rovers | | 1:2 (0:1) |
| Cinderford |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Cinderford Town | – | Horndean | | 1:2 |
| Cinderford |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Cinderford Town | – | Aylesbury United | | 1:3 (0:2) |
| Cinderford |
FA Cup 2012/13, First Qualifying Round |
| 11.09.2012 | | Merthyr Town | – | Cinderford Town | | 3:0 (1:0) * |
| Merthyr Tydfil |
FA Cup 2011/12, Second Qualifying Round |
| 01.10.2011 | | Eastleigh | – | Cinderford Town | | 3:1 (2:0) |
| |
FA Cup 2010/11, Third Qualifying Round |
| 09.10.2010 | | Cinderford Town | – | Maidenhead United | | 0:4 |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Almondsbury Town | – | Cinderford Town | | 2:1 |
| |
FA Cup 2008/09, Preliminary Round |
| 30.08.2008 | | Cinderford Town | – | Frome Town | | 0:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 19.09.2007 | | Cinderford Town | – | Cirencester Town | | 1:2 * |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Dorchester Town | – | Cinderford Town | | 3:0 |
| |
FA Cup 2005/06, First Qualifying Round |
| 10.09.2005 | | Bath City | – | Cinderford Town | | 1:0 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Street | – | Cinderford Town | | 2:1 * |
| |
FA Cup 2003/04, Preliminary Round |
| | | Cinderford Town | – | Brislington | | 1:3 |
| |
FA Cup 2002/03, Second Qualifying Round |
| | | Cinderford Town | – | Evesham United | | 0:5 * |
| |
FA Cup 2001/02, Preliminary Round |
| | | Bideford | – | Cinderford Town | | 3:1 * |
| |
FA Cup 2000/01, Preliminary Round |
| | | Cinderford Town | – | Bridgwater Town | | 0:3 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Cinderford Town | – | Barnstaple Town | | 0:1 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Taunton Town | – | Cinderford Town | | 3:1 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Cinderford Town | – | Weston-Super-Mare | | 0:1 * |
| |
FA Cup 1996/97, Fourth Qualifying Round |
| | | Cinderford Town | – | Farnborough Town | | 0:4 |
| |
FA Cup 1995/96, Second Round Proper |
| 14.12.1995 | | Gravesend & Northfleet | – | Cinderford Town | | 3:0 (1:0) * |
| |
FA Cup 1994/95, Third Qualifying Round |
| | | Gloucester City | – | Cinderford Town | | 2:0 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Barnstaple Town | – | Cinderford Town | | 3:1 * |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Cheltenham Town | – | Cinderford Town | | 3:0 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Cinderford Town | – | Forest Green Rovers | | 1:2 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Cinderford Town | – | Merthyr Tydfil | | 1:2 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Bridgend Town | – | Cinderford Town | | 2:1 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Cinderford Town | – | Llanelli | | 1:2 |
| |
FA Cup 1980/81, Preliminary Round |
| | | Cinderford Town | – | Forest Green Rovers | | 1:2 * |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Cinderford Town | – | Redditch United | | 1:2 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Cinderford Town | – | Merthyr Tydfil | | 0:1 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Cinderford Town | – | Bridgend Town | | 0:4 |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | Llanelli | – | Cinderford Town | | 3:2 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Cinderford Town | – | Brierley Hill Alliance | | 0:1 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Cheltenham Town | – | Cinderford Town | | 3:2 |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Banbury United | – | Cinderford Town | | 4:1 * |
| |
FA Cup 1972/73, Preliminary Round |
| | | Stonehouse | – | Cinderford Town | | 4:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Ton Pentre | – | Cinderford Town | | 3:1 * |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Cinderford Town | – | Ton Pentre | | 0:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Cinderford Town | – | Abergavenny Thursdays | | 2:3 |
| |
FA Cup 1968/69, Third Qualifying Round |
| | | Cinderford Town | – | Cheltenham Town | | 1:3 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Barry Town | – | Cinderford Town | | 1:0 |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | Cinderford Town | – | Cheltenham Town | | 2:3 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Merthyr Tydfil | – | Cinderford Town | | 4:0 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Merthyr Tydfil | – | Cinderford Town | | 4:1 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Merthyr Tydfil | – | Cinderford Town | | 2:0 * |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Gloucester City | – | Cinderford Town | | 3:2 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Barry Town | – | Cinderford Town | | 3:0 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Llanelli | – | Cinderford Town | | 3:0 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Llanelli | – | Cinderford Town | | 5:0 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Cinderford Town | – | Gloucester City | | 0:3 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Gloucester City | – | Cinderford Town | | 6:1 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Cheltenham Town | – | Cinderford Town | | 5:0 * |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Cinderford Town | – | Ebbw Vale | | 1:5 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Cinderford Town | – | Barry Town | | 0:2 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Gloucester City | – | Cinderford Town | | 4:0 |
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