FA Cup 1991/92, First Round Proper |
 | 16.11.1991 |  | Maidstone United | – | Sutton United | | 1:0 |
| Dartford |
FA Cup 1990/91, First Round Proper |
| 17.11.1990 | | Maidstone United | – | Torquay United | | 4:1 |
| Dartford |
FA Cup 1989/90, First Round Proper |
| 19.11.1989 | | Maidstone United | – | Yeovil Town | | 2:1 |
| Dartford |
FA Cup 1988/89, First Round Proper |
| 19.11.1988 |  | Newport County | – | Maidstone United | | 1:2 (0:0) |
| Newport |
FA Cup 1987/88, Second Round Proper |
| 16.12.1987 | | Maidstone United | – | Kidderminster Harriers | | 2:1 (0:0) * |
| |
FA Cup 1987/88, First Round Proper |
| 14.11.1987 | | Dagenham | – | Maidstone United | | 0:2 (0:1) |
| |
FA Cup 1987/88, Fourth Qualifying Round |
| | | Maidstone United | – | Dartford | | 2:0 |
| |
FA Cup 1986/87, Second Round Proper |
| 07.12.1986 | | Maidstone United | – | Cambridge United | | 1:0 (0:0) |
| |
FA Cup 1986/87, First Round Proper |
| 24.11.1986 | | Maidstone United | – | Welling United | | 4:1 (2:1) * |
| |
FA Cup 1986/87, Fourth Qualifying Round |
| | | Southwick | – | Maidstone United | | 1:5 * |
| |
FA Cup 1985/86, First Round Proper |
| 16.11.1985 | | Fareham Town | – | Maidstone United | | 0:3 |
| |
FA Cup 1985/86, Fourth Qualifying Round |
| | | Bromley | – | Maidstone United | | 0:2 |
| |
FA Cup 1983/84, Second Round Proper |
| 10.12.1983 | | Maidstone United | – | Worcester City | | 3:2 |
| |
FA Cup 1983/84, First Round Proper |
| 23.11.1983 | | Maidstone United | – | Exeter City | | 2:1 * |
| |
FA Cup 1983/84, Fourth Qualifying Round |
| | | Sutton United | – | Maidstone United | | 1:3 * |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Gravesend & Northfleet | – | Maidstone United | | 1:2 |
| |
FA Cup 1980/81, Second Round Proper |
| 22.12.1980 | | Gillingham | – | Maidstone United | | 0:2 * |
| |
FA Cup 1980/81, First Round Proper |
| 01.12.1980 | | Maidstone United | – | Kettering Town | | 3:1 * |
| |
FA Cup 1980/81, Fourth Qualifying Round |
| | | Maidstone United | – | Barking | | 2:0 |
| |
FA Cup 1980/81, Third Qualifying Round |
| | | Maidstone United | – | Bromley | | 2:0 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Folkestone | – | Maidstone United | | 0:2 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Maidstone United | – | Ramsgate | | 6:0 |
| |
FA Cup 1978/79, Second Round Proper |
| 16.12.1978 | | Maidstone United | – | Exeter City | | 1:0 |
| |
FA Cup 1978/79, First Round Proper |
| 25.11.1978 | | Maidstone United | – | Wycombe Wanderers | | 1:0 |
| |
FA Cup 1978/79, Fourth Qualifying Round |
| | | Waterlooville | – | Maidstone United | | 1:2 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Ramsgate | – | Maidstone United | | 1:3 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Maidstone United | – | Dover | | 1:0 * |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Maidstone United | – | Horsham YMCA | | 2:0 |
| |
FA Cup 1977/78, Third Qualifying Round |
| | | Crawley Town | – | Maidstone United | | 1:4 * |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Maidstone United | – | Burgess Hill Town | | 5:0 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Dover | – | Maidstone United | | 0:1 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Maidstone United | – | Gravesend & Northfleet | | 3:1 * |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Maidstone United | – | Ringmer | | 3:1 * |
| |
FA Cup 1975/76, Preliminary Round |
| | | Maidstone United | – | Eastbourne United | | 5:0 |
| |
FA Cup 1974/75, First Round Proper |
| 26.11.1974 | | Maidstone United | – | Nuneaton Borough | | 2:0 * |
| |
FA Cup 1974/75, Fourth Qualifying Round |
| | | Hendon | – | Maidstone United | | 0:2 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Maidstone United | – | Medway | | 7:0 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Maidstone United | – | Hastings United | | 6:0 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Maidstone United | – | Eastbourne Town | | 5:3 * |
| |
FA Cup 1973/74, Third Qualifying Round |
| | | Maidstone United | – | Ramsgate | | 3:1 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Ashford Town | – | Maidstone United | | 0:2 * |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Maidstone United | – | Canterbury City | | 4:2 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Maidstone United | – | Herne Bay | | 3:0 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Maidstone United | – | Tunbridge Wells | | 6:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Sittingbourne | – | Maidstone United | | 0:5 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Maidstone United | – | Tonbridge | | 5:4 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Eastbourne | – | Maidstone United | | 1:3 * |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Maidstone United | – | Bexhill Town | | 4:0 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Tunbridge Wells United | – | Maidstone United | | 1:3 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Maidstone United | – | Bexhill Town | | 1:0 |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | Tunbridge Wells United | – | Maidstone United | | 0:1 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Maidstone United | – | Bexhill Town | | 5:0 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Maidstone United | – | Hastings United | | 4:2 * |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Maidstone United | – | Gravesend & Northfleet | | 2:1 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Tonbridge | – | Maidstone United | | 0:1 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Sheppey United | – | Maidstone United | | 0:4 * |
| |
FA Cup 1953/54, Preliminary Round |
| | | Maidstone United | – | Sheppey United | | 3:1 * |
| |
FA Cup 1950/51, Preliminary Round |
| | | Maidstone United | – | Ramsgate Athletic | | 5:2 |
| |
FA Cup 1946/47, Preliminary Round |
| | | Maidstone United | – | Margate | | 3:1 |
| |
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
