FA Cup 2022/23, Extra Preliminary Round |
| 06.08.2022 | | Canterbury City | | Newhaven | | 1:1 (0:1) |
| Herne Bay |
FA Cup 2016/17, Preliminary Round |
| 21.08.2016 | | Canterbury City | | Pagham | | 1:1 |
| Herne Bay |
FA Cup 1998/99, First Qualifying Round |
| | | Canterbury City | | Metropolitan Police | | 1:1, pen. 4:3 * |
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FA Cup 1998/99, First Qualifying Round |
| | | Metropolitan Police | | Canterbury City | | 2:2 |
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FA Cup 1997/98, First Qualifying Round |
| | | Canterbury City | | Worthing | | 1:1 |
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FA Cup 1992/93, First Qualifying Round |
| | | Croydon | | Canterbury City | | 0:0 |
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FA Cup 1990/91, Preliminary Round |
| | | Canterbury City | | Dorking | | 0:0 |
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FA Cup 1989/90, Second Qualifying Round |
| | | Dover Athletic | | Canterbury City | | 0:0 |
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FA Cup 1985/86, First Qualifying Round |
| | | Cray Wanderers | | Canterbury City | | 1:1 |
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FA Cup 1984/85, Preliminary Round |
| | | Littlehampton Town | | Canterbury City | | 1:1 |
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FA Cup 1982/83, First Qualifying Round |
| | | Burgess Hill Town | | Canterbury City | | 2:2 |
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FA Cup 1980/81, Third Qualifying Round |
| | | Canterbury City | | Dover | | 3:3 aet * |
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FA Cup 1980/81, Third Qualifying Round |
| | | Dover | | Canterbury City | | 2:2 |
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FA Cup 1979/80, First Qualifying Round |
| | | Canterbury City | | Dulwich Hamlet | | 1:1 |
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FA Cup 1974/75, Third Qualifying Round |
| | | Canterbury City | | Ashford Town | | 2:2 |
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FA Cup 1969/70, Third Qualifying Round |
| | | Ashford Town | | Canterbury City | | 1:1 |
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FA Cup 1968/69, Fourth Qualifying Round |
| | | Eastbourne | | Canterbury City | | 2:2 |
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FA Cup 1958/59, Third Qualifying Round |
| | | Ashford Town | | Canterbury City | | 1:1 |
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FA Cup 1957/58, First Qualifying Round |
| | | Whitstable | | Canterbury City | | 2:2 |
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FA Cup 1955/56, Second Qualifying Round |
| | | Ramsgate Athletic | | Canterbury City | | 1:1 |
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FA Cup 1955/56, First Qualifying Round |
| | | Deal Town | | Canterbury City | | 2:2 |
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FA Cup 1954/55, First Qualifying Round |
| | | Canterbury City | | Dulwich Hamlet | | 2:2 |
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