| Gosport Borough | | 1992 | | 1st Round - Group 1 | 13-09-1992 | | Portsmouth | Gosport Borough | 2-1 | | 1993 | | First Round | 19-09-1993 | | Portsmouth | Gosport Borough | 1-2 | | Second Round | 17-10-1993 | | Gosport Borough | Brighton & Hove Albion | 1-2 | | 1994 | | First Round | 18-09-1994 | | Gosport Borough | Sutton Athletic | 7-2 | | Second Round | 16-10-1994 | | Gosport Borough | Bristol City | 1-8 | | 1995 | | First Round | 17-09-1995 | | Gosport Borough | Thame United | 2-5 | | 2012 | | First Qualifying Round | 30-09-2012 | | Swindon Spitfires | Gosport Borough | 2-1 | | 2013 | | First Qualifying Round | 22-09-2013 | | Gosport Borough | Weymouth | 6-0 | | Second Qualifying Round | 06-10-2013 | | Gosport Borough | Bristol Union | 2-0 | | Third Qualifying Round | 03-11-2013 | | Shanklin | Gosport Borough | 0-1 | | First Round | 01-12-2013 | | Exeter City | Gosport Borough | 3-1 | | 2014 | | Third Qualifying Round | 02-11-2014 | | Eastbourne Town | Gosport Borough | 5-0 | | 2024 | | First Qualifying Round | 01-09-2024 | | Gosport Borough | Bursledon | 0-1 |
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