FA Cup 2023/24, Extra Preliminary Round |
 | 05.08.2023 |  | Sittingbourne | – | Jersey Bulls | | 0:0 |
| Sittingbourne |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Fisher | – | Sittingbourne | | 2:2 (0:0) |
| London |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Sittingbourne | – | Littlehampton Town | | 2:2 (0:0) |
| Sittingbourne |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Pagham | – | Sittingbourne | | 1:1 (0:1) |
| Pagham |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Sittingbourne | – | Hythe Town | | 1:1 |
| Sittingbourne |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Metropolitan Police | – | Sittingbourne | | 0:0 |
| Molesey |
FA Cup 2009/10, Preliminary Round |
| 29.08.2009 | | Sittingbourne | – | Horley Town | | 0:0 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Dartford | – | Sittingbourne | | 1:1 |
| |
FA Cup 2004/05, Preliminary Round |
| | | Lymington & New Milton | – | Sittingbourne | | 1:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Sittingbourne | – | Slade Green | | 2:2 |
| |
FA Cup 2001/02, First Qualifying Round |
| | | Sittingbourne | – | Lewes | | 1:1 |
| |
FA Cup 1999/00, Second Qualifying Round |
| | | Carshalton Athletic | – | Sittingbourne | | 2:2 |
| |
FA Cup 1998/99, Second Qualifying Round |
| | | Sudbury Town | – | Sittingbourne | | 0:0 |
| |
FA Cup 1997/98, Fourth Qualifying Round |
| | | Sittingbourne | – | Hereford United | | 2:2 |
| |
FA Cup 1995/96, Third Qualifying Round |
| | | Bromley | – | Sittingbourne | | 1:1 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Erith & Belvedere | – | Sittingbourne | | 2:2 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Sittingbourne | – | Dover Athletic | | 1:1 |
| |
FA Cup 1992/93, Fourth Qualifying Round |
| | | Sittingbourne | – | Marlow | | 1:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Sittingbourne | – | Whitstable Town | | 1:1 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Rainham Town | – | Sittingbourne | | 1:1 |
| |
FA Cup 1986/87, Preliminary Round |
| | | Sittingbourne | – | Dorking | | 1:1 |
| |
FA Cup 1984/85, Third Qualifying Round |
| | | Sittingbourne | – | Staines Town | | 1:1 |
| |
FA Cup 1983/84, Third Qualifying Round |
| | | Dartford | – | Sittingbourne | | 2:2 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Sittingbourne | – | Horsham | | 1:1 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Southall | – | Sittingbourne | | 1:1 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Margate | – | Sittingbourne | | 1:1 |
| |
FA Cup 1979/80, First Qualifying Round |
| | | Sittingbourne | – | Welling United | | 2:2 |
| |
FA Cup 1976/77, Preliminary Round |
| | | Margate | – | Sittingbourne | | 2:2 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Ashford Town | – | Sittingbourne | | 0:0 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Sittingbourne | – | Ramsgate | | 1:1 |
| |
FA Cup 1972/73, Second Qualifying Round |
| | | Bexhill Town | – | Sittingbourne | | 0:0 |
| |
FA Cup 1971/72, Preliminary Round |
| | | Ramsgate Athletic | – | Sittingbourne | | 1:1 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Sittingbourne | – | Whitstable Town | | 3:3 aet * |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Whitstable Town | – | Sittingbourne | | 1:1 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Deal Town | – | Sittingbourne | | 1:1 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Sittingbourne | – | Cray Wanderers | | 1:1 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Sittingbourne | – | Erith & Belvedere | | 3:3 |
| |
FA Cup 1962/63, Fourth Qualifying Round |
| | | Guildford City | – | Sittingbourne | | 0:0 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Sittingbourne | – | Folkestone | | 2:2 |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Sittingbourne | – | Gravesend & Northfleet | | 4:4 |
| |
FA Cup 1955/56, Third Qualifying Round |
| | | Sittingbourne | – | Ramsgate Athletic | | 1:1 |
| |
FA Cup 1955/56, Second Qualifying Round |
| | | Sittingbourne | – | Carshalton Athletic | | 0:0 |
| |
FA Cup 1954/55, Preliminary Round |
| | | Ramsgate Athletic | – | Sittingbourne | | 1:1 |
| |
FA Cup 1951/52, Preliminary Round |
| | | Sittingbourne | – | Deal Town | | 2:2 |
| |
Superclásico
Copa Newton
Copa Lipton
Copa Rosa
Copa Félix Bogado
Copa Carlos Dittborn
Copa Ramón Castilla
Copa Rio Branco
Copa Rodrigues Alves
Taça Bernardo O'Higgins
Copa Artigas
Copa Paz del Chaco
Copa del Pacífico
