| Eastbourne Town | | 2004 | | 1st Qualifying Round | 05-09-2004 | | Thatcham Town | Eastbourne Town | 6-2 | | 2005 | | 1st Qualifying Round | 11-09-2005 | | Eastbourne Town | Whitehawk | 0-9 | | 2006 | | Preliminary Round | 10-09-2006 | | Eastbourne Town | Tooting & Mitcham United | 2-0 | | 1st Qualifying Round | 24-09-2006 | | Eastbourne Town | Ashford | 2-1 | | 2nd Qualifying Round | 08-10-2006 | | Lewes | Eastbourne Town | 11-0 | | 2007 | | Preliminary Round | 02-09-2007 | | Eastbourne Town | Rottingdean Village | 0-6 | | 2008 | | Preliminary Round | 07-09-2008 | | Rottingdean Village | Eastbourne Town | 0-1 | | 1st Qualifying Round | 28-09-2008 | | Ebbsfleet United | Eastbourne Town | 3-2 | | 2009 | | 1st Qualifying Round | 27-09-2009 | | Eastbourne Town | London Corinthians | 5-1 | | 2nd Qualifying Round | 11-10-2009 | | Crawley Wasps | Eastbourne Town | 1-2 | | 3rd Qualifying Round | 25-10-2009 | | Haringey Borough | Eastbourne Town | 2-1 | | 2010 | | 2nd Qualifying Round | 24-10-2010 | | Eastbourne Borough | Eastbourne Town | 1-7 | | 3rd Qualifying Round | 14-11-2010 | | Maidstone Town | Eastbourne Town | 3-1 | | 2011 | | 1st Qualifying Round | 02-10-2011 | | Ramsgate | Eastbourne Town | 2-9 | | 2nd Qualifying Round | 23-10-2011 | | Eastbourne Town | Crawley Wasps | 2-3 | | 2012 | | 1st Qualifying Round | 30-09-2012 | | Eastbourne Town | Claygate Royals | 8-1 | | 2nd Qualifying Round | 14-10-2012 | | Knaphill | Eastbourne Town | 1-4 | | 3rd Qualifying Round | 11-11-2012 | | Eastbourne Town | Southampton Saints | 0-1 | | 2013 | | 1st Qualifying Round | 22-09-2013 | | Eastbourne | Eastbourne Town | 0-6 | | 2nd Qualifying Round | 06-10-2013 | | Maidenhead United | Eastbourne Town | 5-1 | | 2014 | | 1st Qualifying Round | 28-09-2014 | | Eastbourne Town | Burgess Hill Town | 7-0 | | 2nd Qualifying Round | 12-10-2014 | | Eastbourne Town | Parkwood Rangers | 3-1 | | 3rd Qualifying Round | 02-11-2014 | | Eastbourne Town | Gosport Borough | 5-0 | | First Round | 07-12-2014 | | Eastbourne Town | Chichester City | 1-1 | | Second Round | 11-01-2015 | | Eastbourne Town | Queens Park Rangers | 1-0 | | Third Round | 01-02-2015 | | Eastbourne Town | Derby County | 2-4 | |
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| 2015 | | 2nd Qualifying Round | 20-09-2015 | | Long Lane | Eastbourne Town | 4-0 | | 2017 | | 1st Qualifying Round | 03-09-2017 | | Eastbourne Town | Dartford | 7-0 | | 2nd Qualifying Round | 17-09-2017 | | Eastbourne Town | Aylesford | 5-2 | | 3rd Qualifying Round | 08-10-2017 | | AFC Dunstable | Eastbourne Town | 2-0 | | 2018 | | Preliminary Round | 26-08-2018 | | Ashford | Eastbourne Town | 4-3 | | 2019 | | Preliminary Round | 01-09-2019 | | Godalming Town | Eastbourne Town | 1-2 | | 1st Qualifying Round | 22-09-2019 | | Ashford | Eastbourne Town | 4-1 | | 2020 | | Preliminary Round | 20-09-2020 | | Chichester City | Eastbourne Town | 0-3 | | 1st Qualifying Round | 04-10-2020 | | Eastbourne Town | Tilehurst Panthers | 2-0 | | 2nd Qualifying Round | 18-10-2020 | | Dartford | Eastbourne Town | 1-1 | | 3rd Qualifying Round | 06-12-2020 | | Eastbourne Town | Leyton Orient | 1-4 | |
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| 2021 | | 1st Qualifying Round | 12-09-2021 | | Steyning Town Community | Eastbourne Town | 9-0 | | 2024 | | 2nd Qualifying Round | 22-09-2024 | | Eastbourne Town | Steyning Town Community | 0-15 |
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