FA Cup 1997/98, Third Qualifying Round |
 | |  | Gloucester City | – | Waterlooville | | 2:0 |
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FA Cup 1996/97, Preliminary Round |
| | | Fleet Town | – | Waterlooville | | 2:0 |
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FA Cup 1995/96, Second Qualifying Round |
| | | Weymouth | – | Waterlooville | | 1:0 |
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FA Cup 1994/95, Third Qualifying Round |
| | | Waterlooville | – | Salisbury | | 0:1 * |
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FA Cup 1993/94, Fourth Qualifying Round |
| | | Waterlooville | – | Gravesend & Northfleet | | 1:3 |
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FA Cup 1992/93, First Qualifying Round |
| | | Cheltenham Town | – | Waterlooville | | 2:0 * |
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FA Cup 1991/92, Second Qualifying Round |
| | | Thame United | – | Waterlooville | | 3:2 * |
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FA Cup 1990/91, First Qualifying Round |
| | | Newport IOW | – | Waterlooville | | 3:0 * |
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FA Cup 1989/90, First Qualifying Round |
| | | Littlehampton Town | – | Waterlooville | | 3:1 |
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FA Cup 1988/89, First Round Proper |
| 19.11.1988 | | Waterlooville | – | Aylesbury United | | 1:4 (0:2) |
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FA Cup 1987/88, Second Qualifying Round |
| | | Yeovil Town | – | Waterlooville | | 3:2 * |
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FA Cup 1986/87, First Qualifying Round |
| | | Waterlooville | – | Sheppey United | | 0:1 |
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FA Cup 1985/86, First Qualifying Round |
| | | Worthing | – | Waterlooville | | 3:0 |
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FA Cup 1984/85, First Qualifying Round |
| | | Clevedon Town | – | Waterlooville | | 3:2 |
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FA Cup 1983/84, First Round Proper |
| 28.11.1983 | | Northampton Town | – | Waterlooville | | 2:0 * |
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FA Cup 1982/83, Preliminary Round |
| | | Waterlooville | – | Bracknell Town | | 1:2 |
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FA Cup 1981/82, Preliminary Round |
| | | Waterlooville | – | Pagham | | 0:3 |
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FA Cup 1980/81, Second Qualifying Round |
| | | Windsor & Eton | – | Waterlooville | | 4:1 * |
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FA Cup 1979/80, Second Qualifying Round |
| | | Waterlooville | – | Poole Town | | 0:2 * |
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FA Cup 1978/79, Fourth Qualifying Round |
| | | Waterlooville | – | Maidstone United | | 1:2 |
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FA Cup 1977/78, First Qualifying Round |
| | | Waterlooville | – | Newport IOW | | 0:1 * |
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FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Waterlooville | – | Wycombe Wanderers | | 1:2 |
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FA Cup 1975/76, Fourth Qualifying Round |
| | | Waterlooville | – | Sutton United | | 1:3 * |
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FA Cup 1974/75, First Qualifying Round |
| | | Basingstoke Town | – | Waterlooville | | 3:1 |
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FA Cup 1973/74, Second Qualifying Round |
| | | Worthing | – | Waterlooville | | 2:1 |
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FA Cup 1970/71, Fourth Qualifying Round |
| | | Waterlooville | – | Ringmer | | 2:3 |
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FA Cup 1969/70, Second Qualifying Round |
| | | Andover | – | Waterlooville | | 2:1 |
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FA Cup 1968/69, First Round Proper |
| 16.11.1968 | | Waterlooville | – | Kettering Town | | 1:2 |
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FA Cup 1967/68, First Qualifying Round |
| | | Selsey | – | Waterlooville | | 3:2 * |
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FA Cup 1966/67, Second Qualifying Round |
| | | Waterlooville | – | Salisbury | | 0:2 |
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