FA Cup 1965/66, First Qualifying Round |
| | | Whitstable | | Herne Bay | | 1:3 |
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FA Cup 1964/65, First Qualifying Round |
| | | Whitstable | | Deal Town | | 2:7 |
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FA Cup 1963/64, First Qualifying Round |
| | | Canterbury City | | Whitstable | | 7:1 |
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FA Cup 1962/63, First Qualifying Round |
| | | Sittingbourne | | Whitstable | | 10:0 |
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FA Cup 1961/62, First Qualifying Round |
| | | Whitstable | | Canterbury City | | 0:4 |
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FA Cup 1960/61, First Qualifying Round |
| | | Snowdown Colliery Welfare | | Whitstable | | 6:1 |
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FA Cup 1959/60, First Qualifying Round |
| | | Whitstable | | Folkestone | | 1:6 |
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FA Cup 1958/59, Second Qualifying Round |
| | | Whitstable | | Ashford Town | | 1:2 |
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FA Cup 1958/59, First Qualifying Round |
| | | Deal Town | | Whitstable | | 3:4 |
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FA Cup 1957/58, Third Qualifying Round |
| | | Whitstable | | Gravesend & Northfleet | | 0:3 |
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FA Cup 1957/58, Second Qualifying Round |
| | | Whitstable | | Betteshanger Colliery Welfare | | 2:0 |
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FA Cup 1957/58, First Qualifying Round |
| | | Canterbury City | | Whitstable | | 1:5 * |
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FA Cup 1957/58, First Qualifying Round |
| | | Whitstable | | Canterbury City | | 2:2 |
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FA Cup 1957/58, Preliminary Round |
| | | Maidstone United | | Whitstable | | 1:3 |
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FA Cup 1956/57, Preliminary Round |
| | | Ashford Town | | Whitstable | | 3:1 |
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FA Cup 1955/56, Preliminary Round |
| | | Dover | | Whitstable | | 5:1 |
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FA Cup 1954/55, Second Qualifying Round |
| | | Dover | | Whitstable | | 2:1 |
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FA Cup 1954/55, First Qualifying Round |
| | | Epsom | | Whitstable | | 1:4 * |
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FA Cup 1954/55, First Qualifying Round |
| | | Whitstable | | Epsom | | 0:0 |
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FA Cup 1951/52, Preliminary Round |
| | | Whitstable | | Dover | | 0:4 |
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FA Cup 1950/51, Preliminary Round |
| | | Whitstable | | Ashford | | 0:2 |
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FA Cup 1950/51, Extra Preliminary Round |
| | | Whitstable | | Chatham Town | | 1:0 |
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FA Cup 1949/50, Extra Preliminary Round |
| | | Snowdown Colliery Welfare | | Whitstable | | 2:1 |
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FA Cup 1948/49, Preliminary Round |
| | | Whitstable | | Ashford | | 0:1 |
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FA Cup 1947/48, Preliminary Round |
| | | Ashford | | Whitstable | | 4:1 |
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FA Cup 1946/47, Preliminary Round |
| | | Whitstable | | Ashford | | 3:10 |
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FA Cup 1947/48, Extra Preliminary Round |
| | | Whitstable | | Chatham | | +:- |
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