FA Cup 1991/92, First Qualifying Round |
 | |  | Rhyl | – | Newtown |  | 1:0 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Rhyl | – | Ashton United | | 1:0 * |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Rhyl | – | Oakham United | | 2:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Radcliffe Borough | – | Rhyl | | 1:2 |
| |
FA Cup 1988/89, First Qualifying Round |
| | | Rhyl | – | Ashtree Highfield | | 4:1 |
| |
FA Cup 1985/86, Third Qualifying Round |
| | | Rhyl | – | Horwich Railway Mechanics Institute | | 2:0 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Rhyl | – | Formby | | 5:0 |
| |
FA Cup 1985/86, First Qualifying Round |
| | | Rhyl | – | Wren Rovers | | 3:1 |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Rhyl | – | Belper Town | | 1:0 * |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Prescot Cables | – | Rhyl | | 0:5 |
| |
FA Cup 1978/79, First Qualifying Round |
| | | Rhyl | – | Prescot Town | | 2:0 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Oswestry Town | – | Rhyl | | 1:2 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Congleton Town | – | Rhyl | | 0:2 * |
| |
FA Cup 1976/77, Second Qualifying Round |
| | | New Brighton | – | Rhyl | | 1:3 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Macclesfield Town | – | Rhyl | | 1:2 * |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Rhyl | – | St Helens Town | | 4:2 |
| |
FA Cup 1974/75, Second Qualifying Round |
| | | Bethesda Athletic | – | Rhyl | | 0:3 * |
| |
FA Cup 1972/73, Fourth Qualifying Round |
| | | Skelmersdale United | – | Rhyl | | 0:4 |
| |
FA Cup 1970/71, Second Round Proper |
| 21.12.1970 | | Rhyl | – | Barnsley | | 2:0 * |
| |
FA Cup 1970/71, First Round Proper |
| 21.11.1970 | | Rhyl | – | Hartlepool | | 1:0 |
| |
FA Cup 1970/71, Fourth Qualifying Round |
| | | Rhyl | – | South Liverpool | | 1:0 * |
| |
FA Cup 1970/71, Third Qualifying Round |
| | | Rhyl | – | Oswestry Town | | 2:1 * |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Rhyl | – | Porthmadog | | 2:1 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Pwllheli & District | – | Rhyl | | 0:6 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Bethesda Athletic | – | Rhyl | | 1:3 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Porthmadog | – | Rhyl | | 1:3 |
| |
FA Cup 1968/69, Preliminary Round |
| | | Rhyl | – | Prescot Town | | 5:1 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Rhyl | – | Oswestry Town | | 4:0 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Rhyl | – | South Liverpool | | 2:1 |
| |
FA Cup 1966/67, Third Qualifying Round |
| | | Rhyl | – | Skelmersdale United | | 2:0 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Rhyl | – | Runcorn | | 3:1 * |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Rhyl | – | St Helens Town | | 5:1 |
| |
FA Cup 1962/63, Fourth Qualifying Round |
| | | Altrincham | – | Rhyl | | 2:3 |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Rhyl | – | Stalybridge Celtic | | 4:0 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Rhyl | – | Wigan Athletic | | 2:1 * |
| |
FA Cup 1959/60, Fourth Qualifying Round |
| | | Rhyl | – | Wigan Athletic | | 3:1 * |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Rhyl | – | Wigan Athletic | | 1:0 |
| |
FA Cup 1957/58, Fourth Qualifying Round |
| | | New Brighton | – | Rhyl | | 2:3 |
| |
FA Cup 1956/57, Third Round Proper |
| 05.01.1957 | | Notts County | – | Rhyl | | 1:3 |
| |
FA Cup 1956/57, Second Round Proper |
| 08.12.1956 | | Rhyl | – | Bishop Auckland | | 3:1 |
| |
FA Cup 1956/57, First Round Proper |
| 17.11.1956 | | Rhyl | – | Scarborough | | 3:2 |
| |
FA Cup 1956/57, Fourth Qualifying Round |
| | | Rhyl | – | Frickley Colliery | | 2:0 |
| |
FA Cup 1955/56, Fourth Qualifying Round |
| | | Rhyl | – | New Brighton | | 3:1 |
| |
FA Cup 1954/55, Fourth Qualifying Round |
| | | Pwllheli & District | – | Rhyl | | 0:3 |
| |
FA Cup 1953/54, First Round Proper |
| 26.11.1953 | | Rhyl | – | Halifax Town | | 4:3 * |
| |
FA Cup 1953/54, Fourth Qualifying Round |
| | | Rhyl | – | Mossley | | 2:0 * |
| |
FA Cup 1952/53, Fourth Qualifying Round |
| | | Nelson | – | Rhyl | | 1:3 |
| |
FA Cup 1951/52, Fourth Qualifying Round |
| | | Rhyl | – | Fleetwood | | 7:2 |
| |
FA Cup 1950/51, First Round Proper |
| 25.11.1950 | | Scarborough | – | Rhyl | | 1:2 |
| |
FA Cup 1950/51, Fourth Qualifying Round |
| | | Wigan Athletic | – | Rhyl | | 2:3 * |
| |
FA Cup 1949/50, Fourth Qualifying Round |
| | | Rhyl | – | Stalybridge Celtic | | 6:0 |
| |
FA Cup 1949/50, Third Qualifying Round |
| | | Rhyl | – | Wigan Athletic | | 2:0 |
| |
FA Cup 1949/50, Second Qualifying Round |
| | | Rhyl | – | Bangor City | | 4:1 |
| |
FA Cup 1949/50, First Qualifying Round |
| | | Earle | – | Rhyl | | 1:3 |
| |
FA Cup 1949/50, Preliminary Round |
| | | Rhyl | – | Llandudno | | 2:0 |
| |
FA Cup 1948/49, Fourth Qualifying Round |
| | | Rhyl | – | South Liverpool | | 3:0 |
| |
FA Cup 1948/49, Third Qualifying Round |
| | | Bangor City | – | Rhyl | | 0:2 |
| |
FA Cup 1948/49, Second Qualifying Round |
| | | Rhyl | – | Prescot Cables | | 2:1 |
| |
FA Cup 1948/49, First Qualifying Round |
| | | Newton YMCA | – | Rhyl | | 1:4 |
| |
FA Cup 1948/49, Preliminary Round |
| | | Rhyl | – | Earlestown | | 2:1 |
| |
FA Cup 1947/48, First Qualifying Round |
| | | Burscough | – | Rhyl | | 0:3 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Rhyl | – | Crossens | | 10:0 |
| |
FA Cup 1946/47, Second Qualifying Round |
| | | Ellesmere Port Town | – | Rhyl | | 1:3 * |
| |
FA Cup 1946/47, First Qualifying Round |
| | | Glossop | – | Rhyl | | 2:6 |
| |
FA Cup 1945/46, Second Qualifying Round |
| | | Rhyl | – | Fodens Motor Works | | 5:1 |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Rhyl Athletic | – | Wigan Borough | | 4:3 |
| |
FA Cup 1926/27, Second Round Proper |
| 11.12.1926 | | Rhyl Athletic | – | Wrexham | | 3:1 |
| |
FA Cup 1926/27, First Round Proper |
| 06.12.1926 | | Rhyl Athletic | – | Stoke City | | 2:1 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Rhyl | – | Ellesmere Port Town | | +:- |
| |
