FA Cup 1991/92, Second Qualifying Round |
 | | | Colwyn Bay | – | Rhyl | | 2:0 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Altrincham | – | Rhyl | | 3:2 |
| |
FA Cup 1989/90, Third Qualifying Round |
| | | Rhyl | – | Southport | | 0:3 |
| |
FA Cup 1988/89, Second Qualifying Round |
| | | Warrington Town | – | Rhyl | | 2:0 * |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Buxton | – | Rhyl | | 6:3 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Rhyl | – | Hyde United | | 3:4 * |
| |
FA Cup 1985/86, Fourth Qualifying Round |
| | | Rhyl | – | Runcorn | | 0:2 |
| |
FA Cup 1984/85, Second Qualifying Round |
| | | Rhyl | – | Frickley Athletic | | 0:2 |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Stalybridge Celtic | – | Rhyl | | 2:0 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Curzon Ashton | – | Rhyl | | 4:1 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Rhyl | – | Winsford United | | 0:1 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Marine | – | Rhyl | | 3:0 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Rhyl | – | Winsford United | | 1:5 |
| |
FA Cup 1978/79, Second Qualifying Round |
| | | Buxton | – | Rhyl | | 2:0 |
| |
FA Cup 1977/78, Third Qualifying Round |
| | | Bangor City | – | Rhyl | | 1:0 |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Rhyl | – | Northwich Victoria | | 1:3 * |
| |
FA Cup 1975/76, Second Qualifying Round |
| | | Runcorn | – | Rhyl | | 4:1 |
| |
FA Cup 1974/75, Third Qualifying Round |
| | | Oswestry Town | – | Rhyl | | 2:1 |
| |
FA Cup 1973/74, Fourth Qualifying Round |
| | | Rhyl | – | Frickley Colliery | | 0:4 |
| |
FA Cup 1972/73, First Round Proper |
| 18.11.1972 | | Chesterfield | – | Rhyl | | 4:2 |
| |
FA Cup 1971/72, Fourth Qualifying Round |
| | | Wigan Athletic | – | Rhyl | | 2:1 |
| |
FA Cup 1970/71, Third Round Proper |
| 02.01.1971 | | Swansea City | – | Rhyl | | 6:1 |
| |
FA Cup 1969/70, Third Qualifying Round |
| | | South Liverpool | – | Rhyl | | 2:0 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Rhyl | – | Marine | | 0:1 * |
| |
FA Cup 1967/68, Third Qualifying Round |
| | | Bangor City | – | Rhyl | | 4:0 |
| |
FA Cup 1966/67, Fourth Qualifying Round |
| | | Witton Albion | – | Rhyl | | 4:2 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Borough United | – | Rhyl | | 1:0 * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Ellesmere Port Town | – | Rhyl | | 6:1 |
| |
FA Cup 1963/64, Fourth Qualifying Round |
| | | Altrincham | – | Rhyl | | 3:1 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | Barnsley | – | Rhyl | | 4:0 |
| |
FA Cup 1961/62, First Round Proper |
| 04.11.1961 | | Hull City | – | Rhyl | | 5:0 |
| |
FA Cup 1960/61, First Round Proper |
| 05.11.1960 | | Rhyl | – | Oldham Athletic | | 0:1 |
| |
FA Cup 1959/60, First Round Proper |
| 14.11.1959 | | Rhyl | – | Grimsby Town | | 1:2 |
| |
FA Cup 1958/59, First Round Proper |
| 15.11.1958 | | Chesterfield | – | Rhyl | | 3:0 |
| |
FA Cup 1957/58, First Round Proper |
| 16.11.1957 | | Carlisle United | – | Rhyl | | 5:1 |
| |
FA Cup 1956/57, Fourth Round Proper |
| 26.01.1957 | | Bristol City | – | Rhyl | | 3:0 |
| |
FA Cup 1955/56, First Round Proper |
| 19.11.1955 | | Rhyl | – | Bradford Park Avenue | | 0:3 |
| |
FA Cup 1954/55, First Round Proper |
| 20.11.1954 | | Selby Town | – | Rhyl | | 2:1 |
| |
FA Cup 1953/54, Second Round Proper |
| 12.12.1953 | | Rhyl | – | Bristol City | | 0:3 |
| |
FA Cup 1952/53, First Round Proper |
| 22.11.1952 | | Bradford City | – | Rhyl | | 4:0 |
| |
FA Cup 1951/52, First Round Proper |
| 24.11.1951 | | Hartlepools United | – | Rhyl | | 2:0 |
| |
FA Cup 1950/51, Second Round Proper |
| 09.12.1950 | | Rhyl | – | Norwich City | | 0:1 |
| |
FA Cup 1949/50, First Round Proper |
| 26.11.1949 | | Rhyl | – | Rochdale | | 0:3 |
| |
FA Cup 1948/49, First Round Proper |
| 04.12.1948 | | Rhyl | – | Scarborough | | 0:2 |
| |
FA Cup 1947/48, Second Qualifying Round |
| | | Wigan Athletic | – | Rhyl | | 2:1 |
| |
FA Cup 1946/47, Third Qualifying Round |
| | | Bangor City | – | Rhyl | | 5:3 |
| |
FA Cup 1945/46, Third Qualifying Round |
| | | Witton Albion | – | Rhyl | | 3:1 * |
| |
FA Cup 1945/46, First Qualifying Round |
| | | Bangor City | – | Rhyl | | 4:1 * |
| |
FA Cup 1930/31, First Round Proper |
| 29.11.1930 | | Scarborough | – | Rhyl Athletic | | 6:0 |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Grantham | – | Rhyl Athletic | | 1:0 |
| |
FA Cup 1927/28, Second Round Proper |
| 10.12.1927 | | New Brighton | – | Rhyl Athletic | | 7:2 |
| |
FA Cup 1926/27, Third Round Proper |
| 08.01.1927 | | Darlington | – | Rhyl Athletic | | 2:1 |
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