FA Cup 2022/23, Fourth Qualifying Round |
 | 15.10.2022 | | Hendon | – | Chippenham Town | | 2:2 (0:2) |
| London |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Poole Town | – | Chippenham Town | | 1:1 (1:0) |
| Poole |
FA Cup 2020/21, Third Qualifying Round |
| 13.10.2020 | | Ebbsfleet United | – | Chippenham Town | | 1:1,
pen. 8:9 |
| Northfleet |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Chippenham Town | – | Poole Town | | 2:2,
pen. 5:4 |
| Chippenham |
FA Cup 2019/20, Third Qualifying Round |
| 05.10.2019 | | Chippenham Town | – | Slough Town | | 3:3 (1:2) |
| Chippenham |
FA Cup 2019/20, Second Qualifying Round |
| 21.09.2019 | | Cirencester Town | – | Chippenham Town | | 2:2 (0:1) |
| Cirencester |
FA Cup 2018/19, Fourth Qualifying Round |
| 20.10.2018 | | Chippenham Town | – | Maidenhead United | | 1:1 (0:0) |
| Chippenham |
FA Cup 2018/19, Second Qualifying Round |
| 22.09.2018 | | Chippenham Town | – | Swindon Supermarine | | 2:2 (1:1) |
| Chippenham |
FA Cup 2015/16, First Qualifying Round |
| 11.09.2015 | | Frome Town | – | Chippenham Town | | 0:0 |
| Frome |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Banbury United | – | Chippenham Town | | 0:0 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Truro City | – | Chippenham Town | | 1:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Beaconsfield SYCOB | – | Chippenham Town | | 1:1 |
| |
FA Cup 2005/06, First Round Proper |
| 05.11.2005 | | Chippenham Town | – | Worcester City | | 1:1 (0:1) |
| |
FA Cup 2001/02, Preliminary Round |
| | | Shepton Mallet | – | Chippenham Town | | 1:1 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Gloucester City | – | Chippenham Town | | 1:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Chippenham Town | – | St Blazey | | 1:1 |
| |
FA Cup 1999/00, Third Qualifying Round |
| | | Chippenham Town | – | Worthing | | 1:1 |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Chippenham Town | – | Wokingham Town | | 1:1 |
| |
FA Cup 1997/98, Preliminary Round |
| | | Chippenham Town | – | Eastleigh | | 0:0 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Paulton Rovers | – | Chippenham Town | | 1:1 aet * |
| |
FA Cup 1995/96, Preliminary Round |
| | | Chippenham Town | – | Paulton Rovers | | 0:0 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Bideford | – | Chippenham Town | | 2:2 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Chippenham Town | – | AFC Lymington | | 1:1 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Sharpness | – | Chippenham Town | | 1:1 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Wimborne Town | – | Chippenham Town | | 1:1 |
| |
FA Cup 1985/86, Third Qualifying Round |
| | | Barry Town | – | Chippenham Town | | 2:2 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Chippenham Town | – | Road Sea Southampton | | 2:2 |
| |
FA Cup 1983/84, Preliminary Round |
| | | Romsey Town | – | Chippenham Town | | 1:1 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Chippenham Town | – | Basingstoke Town | | 1:1 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Lye Town | – | Chippenham Town | | 1:1 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Chippenham Town | – | Cinderford Town | | 2:2 |
| |
FA Cup 1969/70, Third Qualifying Round |
| | | Chippenham Town | – | Glastonbury | | 2:2 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Welton Rovers | – | Chippenham Town | | 2:2 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Westbury United | – | Chippenham Town | | 0:0 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Trowbridge Town | – | Chippenham Town | | 1:1 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Salisbury | – | Chippenham Town | | 2:2 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Chippenham Town | – | Trowbridge Town | | 1:1 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Trowbridge Town | – | Chippenham Town | | 1:1 |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Chippenham Town | – | Trowbridge Town | | 2:2 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Chippenham Town | – | Trowbridge Town | | 1:1 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Chippenham Town | – | Weymouth | | 0:0 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Westbury United | – | Chippenham Town | | 1:1 |
| |
FA Cup 1951/52, Third Qualifying Round |
| | | Salisbury | – | Chippenham Town | | 1:1 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Trowbridge Town | – | Chippenham Town | | 2:2 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Devizes Town | – | Chippenham Town | | 4:4 |
| |
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