FA Cup 2023/24, Third Qualifying Round |
 | 30.09.2023 | | Bracknell Town | – | Poole Town | | 3:1 (1:1) |
| Bracknell Larges Lane |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Poole Town | – | Salisbury | | 0:2 (0:1) |
| Poole |
FA Cup 2021/22, Second qualifying round |
| 21.09.2021 | | Chippenham Town | – | Poole Town | | 1:0 (1:0) * |
| Chippenham |
FA Cup 2019/20, Fourth Qualifying Round |
| 22.10.2019 | | Poole Town | – | Hayes & Yeading United | | 2:3 (1:2) * |
| Poole |
FA Cup 2018/19, Fourth Qualifying Round |
| 20.10.2018 | | Haringey Borough | – | Poole Town | | 2:1 (0:1) |
| London |
FA Cup 2017/18, Third Qualifying Round |
| 30.09.2017 | | Slough Town | – | Poole Town | | 2:1 (0:1) |
| Beaconsfield |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Chippenham Town | – | Poole Town | | 4:1 |
| Chippenham |
FA Cup 2015/16, Fourth Qualifying Round |
| 24.10.2015 | | Whitehawk | – | Poole Town | | 2:0 (0:0) |
| Whitehawk |
FA Cup 2014/15, Second Qualifying Round |
| 30.09.2014 | | Poole Town | – | Bath City | | 0:2 (0:1) * |
| Poole |
FA Cup 2013/14, Fourth Qualifying Round |
| 29.10.2013 | | Poole Town | – | Staines Town | | 0:1 (0:0) * |
| Poole |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Yate Town | – | Poole Town | | 5:0 |
| Yate |
FA Cup 2011/12, Third qualifying round |
| 15.10.2011 | | Salisbury City | – | Poole Town | | 6:1 (4:0) |
| |
FA Cup 2010/11, Fourth Qualifying Round |
| 23.10.2010 | | Poole Town | – | Hayes & Yeading United | | 1:3 |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | Willand Rovers | – | Poole Town | | 1:0 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 27.09.2008 | | Poole Town | – | Frome Town | | 1:3 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Poole Town | – | Dawlish Town | | 0:2 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Poole Town | – | Taunton Town | | 0:1 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Hungerford Town | – | Poole Town | | 5:0 |
| |
FA Cup 1994/95, Second Qualifying Round |
| | | Salisbury | – | Poole Town | | 3:2 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Wimborne Town | – | Poole Town | | 2:0 * |
| |
FA Cup 1992/93, Preliminary Round |
| | | Poole Town | – | Abingdon United | | 0:1 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Salisbury | – | Poole Town | | 2:0 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Saltash United | – | Poole Town | | 3:1 * |
| |
FA Cup 1989/90, Fourth Qualifying Round |
| | | Bath City | – | Poole Town | | 3:0 * |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Poole Town | – | Forest Green Rovers | | 2:4 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Frome Town | – | Poole Town | | 1:0 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Chippenham Town | – | Poole Town | | 3:1 |
| |
FA Cup 1985/86, Third Qualifying Round |
| | | Oxford City | – | Poole Town | | 4:1 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Witney Town | – | Poole Town | | 3:1 * |
| |
FA Cup 1983/84, First Round Proper |
| 22.11.1983 | | Newport County | – | Poole Town | | 3:1 * |
| |
FA Cup 1982/83, Preliminary Round |
| | | Basingstoke Town | – | Poole Town | | 2:0 * |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Eastleigh | – | Poole Town | | 2:1 |
| |
FA Cup 1980/81, Third Qualifying Round |
| | | Sutton United | – | Poole Town | | 4:1 |
| |
FA Cup 1979/80, Third Qualifying Round |
| | | Salisbury | – | Poole Town | | 3:0 |
| |
FA Cup 1978/79, Preliminary Round |
| | | Ilminster Town | – | Poole Town | | 1:0 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Poole Town | – | Frome Town | | 0:2 |
| |
FA Cup 1976/77, Fourth Qualifying Round |
| | | Poole Town | – | Weymouth | | 2:3 |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Waterlooville | – | Poole Town | | 3:0 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Poole Town | – | Weymouth | | 0:3 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Poole Town | – | Weymouth | | 0:3 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Welton Rovers | – | Poole Town | | 2:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Glastonbury | – | Poole Town | | 2:1 |
| |
FA Cup 1970/71, Fourth Qualifying Round |
| | | Poole Town | – | Yeovil Town | | 1:2 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Welton Rovers | – | Poole Town | | 2:1 * |
| |
FA Cup 1968/69, Fourth Qualifying Round |
| | | Poole Town | – | Weymouth | | 0:1 * |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Dorchester Town | – | Poole Town | | 3:2 |
| |
FA Cup 1966/67, First Round Proper |
| 26.11.1966 | | Queens Park Rangers | – | Poole Town | | 3:2 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Poole Town | – | Portland United | | 0:2 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Poole Town | – | Salisbury | | 0:1 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Dorchester Town | – | Poole Town | | 1:0 |
| |
FA Cup 1962/63, First Round Proper |
| 06.11.1962 | | Poole Town | – | Watford | | 1:2 * |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Poole Town | – | Dorchester Town | | 0:1 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Poole Town | – | Weymouth | | 3:4 * |
| |
FA Cup 1959/60, Third Qualifying Round |
| | | Poole Town | – | Salisbury | | 0:1 |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Portland United | – | Poole Town | | 1:0 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Portland United | – | Poole Town | | 3:1 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Poole Town | – | Newport IOW | | 0:3 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Poole Town | – | Weymouth | | 2:3 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Dorchester Town | – | Poole Town | | 2:1 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Ilminster Town | – | Poole Town | | 3:2 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Bournemouth Gasworks Athletic | – | Poole Town | | 3:0 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Lymington | – | Poole Town | | 3:2 |
| |
FA Cup 1950/51, Second Qualifying Round |
| | | Poole Town | – | Dorchester Town | | 1:3 |
| |
FA Cup 1949/50, Second Qualifying Round |
| | | Weymouth | – | Poole Town | | 4:0 |
| |
FA Cup 1948/49, Third Qualifying Round |
| | | Weymouth | – | Poole Town | | 4:2 |
| |
FA Cup 1947/48, Second Qualifying Round |
| | | Ryde Sports | – | Poole Town | | 2:1 |
| |
FA Cup 1946/47, First Round Proper |
| 04.12.1946 | | Poole Town | – | Queens Park Rangers | | 0:6 * |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Poole | – | Bournemouth | | 1:4 |
| |
FA Cup 1927/28, First Round Proper |
| 01.12.1927 | | Norwich City | – | Poole | | 5:0 * |
| |
FA Cup 1926/27, Third Round Proper |
| 08.01.1927 | | Everton | – | Poole | | 3:1 |
| |
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