FA Cup 1961/62, First Qualifying Round |
 | | | Chippenham United | – | Cheltenham Town | | 2:6 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Trowbridge Town | – | Chippenham United | | 2:1 |
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FA Cup 1960/61, Second Qualifying Round |
| | | Melksham Town | – | Chippenham United | | 2:5 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Devizes Town | – | Chippenham United | | 3:2 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Chippenham United | – | Trowbridge Town | | 1:2 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Melksham Town | – | Chippenham United | | 1:6 |
| |
FA Cup 1957/58, First Qualifying Round |
| | | Wells City | – | Chippenham United | | 2:1 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Glastonbury | – | Chippenham United | | 3:2 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Street | – | Chippenham United | | 1:2 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Chippenham United | – | Salisbury | | 2:6 |
| |
FA Cup 1955/56, Third Qualifying Round |
| | | Chippenham United | – | Weston-Super-Mare | | 3:2 |
| |
FA Cup 1955/56, Second Qualifying Round |
| | | Street | – | Chippenham United | | 3:6 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Chippenham United | – | Bath City | | 1:0 * |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Bath City | – | Chippenham United | | 3:3 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Clevedon | – | Chippenham United | | 0:2 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Peasedown Miners Welfare | – | Chippenham United | | 3:1 |
| |
FA Cup 1953/54, Fourth Qualifying Round |
| | | Newport IOW | – | Chippenham United | | 3:1 |
| |
FA Cup 1953/54, Third Qualifying Round |
| | | Chippenham United | – | Street | | 4:1 |
| |
FA Cup 1953/54, Second Qualifying Round |
| | | Chippenham United | – | Bristol St George | | 4:1 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Chippenham United | – | Bridgwater Town | | 3:1 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Wells City | – | Chippenham United | | 3:1 * |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Chippenham United | – | Wells City | | 2:2 |
| |
FA Cup 1951/52, Third Qualifying Round |
| | | Chippenham United | – | Bath City | | 0:3 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Wells City | – | Chippenham United | | 1:5 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Street | – | Chippenham United | | 0:3 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Chippenham United | – | Weston-Super-Mare | | 4:0 |
| |
FA Cup 1950/51, First Qualifying Round |
| | | Salisbury | – | Chippenham United | | 2:1 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Chippenham United | – | Purton | | 4:1 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Chippenham United | – | Coleford Athletic | | 6:0 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Clandown | – | Chippenham United | | 3:0 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Westbury United | – | Chippenham United | | 1:2 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Frome Town | – | Chippenham United | | 1:3 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Chippenham United | – | Trowbridge Town | | 1:2 |
| |
FA Cup 1948/49, Extra Preliminary Round |
| | | Chippenham United | – | Radstock Town | | 6:1 |
| |
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