FA Cup 2019/20, Extra Preliminary Round |
 | 10.08.2019 |  | Greenwich Borough | – | Canterbury City | | 2:3 |
| London |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Bridon Ropes | – | Canterbury City | | 0:3 |
| London |
FA Cup 2015/16, Extra Preliminary Round |
| 14.08.2015 | | Lingfield | – | Canterbury City | | 0:3 (0:2) |
| Whyteleafe |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Canterbury City | – | Lingfield | | 2:1 |
| Hersden Hersden Recreation Ground |
FA Cup 1997/98, Preliminary Round |
| | | Epsom & Ewell | – | Canterbury City | | 0:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Canterbury City | – | Newhaven | | 6:0 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Bedfont | – | Canterbury City | | 0:1 |
| |
FA Cup 1992/93, Second Qualifying Round |
| | | Hastings Town | – | Canterbury City | | 1:2 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Canterbury City | – | Croydon | | 2:1 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Canterbury City | – | Bracknell Town | | 4:1 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Canterbury City | – | Arundel | | 1:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Canterbury City | – | Tooting & Mitcham United | | 2:0 |
| |
FA Cup 1989/90, Preliminary Round |
| | | Lancing | – | Canterbury City | | 0:1 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Tonbridge | – | Canterbury City | | 2:3 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Whyteleafe | – | Canterbury City | | 1:2 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Canterbury City | – | Cray Wanderers | | 5:0 * |
| |
FA Cup 1984/85, Third Qualifying Round |
| | | Canterbury City | – | Worthing | | 2:1 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Canterbury City | – | Croydon | | 2:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Canterbury City | – | Faversham Town | | 3:0 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Canterbury City | – | Littlehampton Town | | 6:0 * |
| |
FA Cup 1983/84, Preliminary Round |
| | | Haringey Borough | – | Canterbury City | | 1:4 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Canterbury City | – | Burgess Hill Town | | 2:1 * |
| |
FA Cup 1982/83, Preliminary Round |
| | | Tunbridge Wells | – | Canterbury City | | 0:3 |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Eastbourne Town | – | Canterbury City | | 0:2 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Canterbury City | – | Tilbury | | 2:1 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Burgess Hill Town | – | Canterbury City | | 1:2 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Sheppey United | – | Canterbury City | | 1:4 |
| |
FA Cup 1978/79, Preliminary Round |
| | | East Grinstead | – | Canterbury City | | 1:2 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Canterbury City | – | Margate | | 2:0 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Canterbury City | – | Sheppey United | | 6:2 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Sidley United | – | Canterbury City | | 0:2 |
| |
FA Cup 1975/76, Preliminary Round |
| | | Folkestone & Shepway | – | Canterbury City | | 1:2 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Canterbury City | – | Ramsgate | | 2:1 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Canterbury City | – | Herne Bay | | 4:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Canterbury City | – | Chatham Town | | 5:1 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Tunbridge Wells | – | Canterbury City | | 3:4 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Chatham Town | – | Canterbury City | | 1:6 |
| |
FA Cup 1968/69, Fourth Qualifying Round |
| | | Canterbury City | – | Eastbourne | | 4:2 * |
| |
FA Cup 1968/69, Third Qualifying Round |
| | | Ashford Town | – | Canterbury City | | 3:4 |
| |
FA Cup 1968/69, Second Qualifying Round |
| | | Canterbury City | – | Sittingbourne | | 2:0 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Canterbury City | – | Whitstable Town | | 1:0 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Herne Bay | – | Canterbury City | | 0:4 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Canterbury City | – | Herne Bay | | 1:0 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Canterbury City | – | Ramsgate Athletic | | 2:1 |
| |
FA Cup 1964/65, Fourth Qualifying Round |
| | | Canterbury City | – | Crawley Town | | 3:0 |
| |
FA Cup 1964/65, Third Qualifying Round |
| | | Canterbury City | – | Deal Town | | 4:1 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Canterbury City | – | Folkestone | | 3:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Dover | – | Canterbury City | | 0:2 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Canterbury City | – | Whitstable | | 7:1 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Whitstable | – | Canterbury City | | 0:4 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Canterbury City | – | Snowdown Colliery Welfare | | 1:0 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Ramsgate Athletic | – | Canterbury City | | 0:2 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Dover | – | Canterbury City | | 0:2 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Ashford Town | – | Canterbury City | | 1:2 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Folkestone | – | Canterbury City | | 0:1 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Canterbury City | – | Deal Town | | 2:1 * |
| |
FA Cup 1955/56, Preliminary Round |
| | | Canterbury City | – | Sutton United | | 2:1 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Canterbury City | – | Sittingbourne | | 2:1 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Canterbury City | – | Carshalton Athletic | | 2:1 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Dulwich Hamlet | – | Canterbury City | | 0:2 * |
| |
FA Cup 1954/55, Preliminary Round |
| | | Canterbury City | – | Sutton United | | 3:0 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Bowater Lloyds | – | Canterbury City | | 2:3 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Canterbury City | – | Chatham Town | | 2:1 |
| |
