FA Cup 2023/24, Third Qualifying Round |
 | 04.10.2023 |  | Welling United | – | Gosport Borough | | 4:2 (3:1) * |
| London |
FA Cup 2022/23, Second Qualifying Round |
| 21.09.2022 | | Paulton Rovers | – | Gosport Borough | | 2:1 (1:0) * |
| Paulton |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Yate Town | – | Gosport Borough | | 2:0 (0:0) |
| Yate |
FA Cup 2020/21, Second Qualifying Round |
| 03.10.2020 | | Gosport Borough | – | Hereford | | 1:3 |
| Gosport |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | Cirencester Town | – | Gosport Borough | | 1:0 (0:0) |
| Cirencester |
FA Cup 2018/19, Second Qualifying Round |
| 22.09.2018 | | Gosport Borough | – | Ramsgate | | 2:3 (1:2) |
| Gosport |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Gosport Borough | – | Swindon Supermarine | | 1:2 (0:1) |
| Gosport |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Weymouth | – | Gosport Borough | | 3:2 |
| Weymouth |
FA Cup 2015/16, Third Qualifying Round |
| 13.10.2015 | | Gosport Borough | – | Whitehawk | | 1:2 (1:0) * |
| Gosport |
FA Cup 2014/15, First Round Proper |
| 09.11.2014 | | Gosport Borough | – | Colchester United | | 3:6 (1:4) |
| Gosport |
FA Cup 2013/14, Second Qualifying Round |
| 28.09.2013 | | Bath City | – | Gosport Borough | | 2:0 |
| Bath |
FA Cup 2012/13, Fourth Qualifying Round |
| 23.10.2012 | | Gosport Borough | – | Slough Town | | 1:2 (1:0) * |
| Gosport |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Moneyfields | – | Gosport Borough | | 2:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 31.08.2010 | | Erith & Belvedere | – | Gosport Borough | | 2:1 * |
| |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Gosport Borough | – | East Preston | | 0:1 |
| |
FA Cup 2008/09, Third Qualifying Round |
| 11.10.2008 | | Dorchester Town | – | Gosport Borough | | 1:0 (0:0) |
| |
FA Cup 2007/08, First Qualifying Round |
| 18.09.2007 | | Gosport Borough | – | Fleet Town | | 1:3 * |
| |
FA Cup 2006/07, Extra Preliminary Round |
| 19.08.2006 | | Carterton | – | Gosport Borough | | 1:0 |
| |
FA Cup 2005/06, Second Qualifying Round |
| 24.09.2005 | | Gosport Borough | – | Bath City | | 3:4 |
| |
FA Cup 2004/05, First Qualifying Round |
| | | Gosport Borough | – | Eastleigh | | 1:2 |
| |
FA Cup 2003/04, Preliminary Round |
| | | Gosport Borough | – | Erith & Belvedere | | 2:4 |
| |
FA Cup 2002/03, Third Qualifying Round |
| | | Bideford | – | Gosport Borough | | 3:1 |
| |
FA Cup 2001/02, Second Qualifying Round |
| | | Gosport Borough | – | Lewes | | 0:2 * |
| |
FA Cup 1999/00, Preliminary Round |
| | | Oxford City | – | Gosport Borough | | 5:1 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Gosport Borough | – | Croydon | | 0:2 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Gosport Borough | – | Buckingham Town | | 1:2 * |
| |
FA Cup 1996/97, First Qualifying Round |
| | | Gosport Borough | – | Cheltenham Town | | 0:1 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | Trowbridge Town | – | Gosport Borough | | 8:1 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Hungerford Town | – | Gosport Borough | | 3:2 |
| |
FA Cup 1993/94, Preliminary Round |
| | | Gosport Borough | – | Hungerford Town | | 0:3 |
| |
FA Cup 1992/93, Preliminary Round |
| | | Gosport Borough | – | Calne Town | | 0:4 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Gosport Borough | – | Clevedon Town | | 1:3 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Stroud | – | Gosport Borough | | 4:1 |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Poole Town | – | Gosport Borough | | 1:0 |
| |
FA Cup 1988/89, Third Qualifying Round |
| | | Gosport Borough | – | Waterlooville | | 0:1 |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Gosport Borough | – | Yeovil Town | | 0:1 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Newport IOW | – | Gosport Borough | | 3:2 * |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Oxford City | – | Gosport Borough | | 2:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Hungerford Town | – | Gosport Borough | | 2:1 |
| |
FA Cup 1983/84, Third Qualifying Round |
| | | Wokingham Town | – | Gosport Borough | | 2:1 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | AFC Totton | – | Gosport Borough | | 2:1 * |
| |
FA Cup 1981/82, First Qualifying Round |
| | | Gosport Borough | – | Melksham Town | | 0:1 |
| |
FA Cup 1980/81, Fourth Qualifying Round |
| | | Windsor & Eton | – | Gosport Borough | | 2:0 |
| |
FA Cup 1979/80, Third Qualifying Round |
| | | Fareham Town | – | Gosport Borough | | 1:0 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Hungerford Town | – | Gosport Borough | | 3:0 * |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Gosport Borough | – | Fareham Town | | 0:5 * |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Waterlooville | – | Gosport Borough | | 4:0 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Gosport Borough | – | Alton Town | | 0:1 * |
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FA Cup 1973/74, Second Qualifying Round |
| | | Alton Town | – | Gosport Borough | | 2:1 * |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Alton Town | – | Gosport Borough | | 8:1 |
| |
FA Cup 1971/72, Preliminary Round |
| | | Newport IOW | – | Gosport Borough | | 4:0 * |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Gosport Borough | – | Waterlooville | | 2:3 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Gosport Borough Athletic | – | Andover | | 0:1 * |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Fareham Town | – | Gosport Borough Athletic | | 6:2 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Chichester City | – | Gosport Borough Athletic | | 5:3 |
| |
FA Cup 1956/57, Second Qualifying Round |
| | | Winchester City | – | Gosport Borough Athletic | | 3:0 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Andover | – | Gosport Borough Athletic | | 5:0 |
| |
FA Cup 1954/55, Third Qualifying Round |
| | | Winchester City | – | Gosport Borough Athletic | | 3:0 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Alton Town | – | Gosport Borough Athletic | | 3:2 |
| |
FA Cup 1952/53, First Qualifying Round |
| | | Winchester City | – | Gosport Borough Athletic | | 1:0 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Gosport Borough Athletic | – | Newport IOW | | 2:3 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Blandford United | – | Gosport Borough Athletic | | 4:1 |
| |
FA Cup 1949/50, Preliminary Round |
| | | East Cowes Victoria | – | Gosport Borough Athletic | | 4:1 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Gosport Borough Athletic | – | Bournemouth Gasworks Athletic | | 0:1 |
| |
FA Cup 1947/48, Third Qualifying Round |
| | | Gosport Borough Athletic | – | Ryde Sports | | 1:2 |
| |
FA Cup 1946/47, Second Qualifying Round |
| | | Poole Town | – | Gosport Borough Athletic | | 3:0 |
| |
FA Cup 1945/46, Second Qualifying Round |
| | | Newport IOW | – | Gosport Borough Athletic | | 2:0 |
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