FA Cup 1979/80, First Qualifying Round |
 | |  | Retford Town | – | Skegness Town | | 0:3 |
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FA Cup 1978/79, Second Qualifying Round |
| | | Retford Town | – | Boston United | | 1:4 |
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FA Cup 1977/78, First Qualifying Round |
| | | Retford Town | – | Worksop Town | | 1:2 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Retford Town | – | Winterton Rangers | | 0:3 |
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FA Cup 1975/76, Third Qualifying Round |
| | | Retford Town | – | Mexborough Town | | 1:2 |
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FA Cup 1974/75, Second Qualifying Round |
| | | Worksop Town | – | Retford Town | | 1:0 |
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FA Cup 1973/74, First Qualifying Round |
| | | Brigg Town | – | Retford Town | | 1:0 |
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FA Cup 1972/73, First Qualifying Round |
| | | Retford Town | – | Worksop Town | | 1:2 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Retford Town | – | Eastwood Town | | 0:3 * |
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FA Cup 1970/71, Second Qualifying Round |
| | | Retford Town | – | Heanor Town | | 1:2 |
| |
FA Cup 1969/70, Second Qualifying Round |
| | | Frickley Colliery | – | Retford Town | | 3:0 * |
| |
FA Cup 1968/69, Fourth Qualifying Round |
| | | Retford Town | – | Macclesfield Town | | 0:2 |
| |
FA Cup 1967/68, Fourth Qualifying Round |
| | | Grantham | – | Retford Town | | 3:1 * |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Farsley Celtic | – | Retford Town | | 2:0 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Gainsborough Trinity | – | Retford Town | | 1:0 |
| |
FA Cup 1964/65, Fourth Qualifying Round |
| | | Retford Town | – | South Liverpool | | 2:3 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Worksop Town | – | Retford Town | | 2:0 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Denaby United | – | Retford Town | | 4:0 |
| |
FA Cup 1961/62, Second Qualifying Round |
| | | Retford Town | – | Stocksbridge Works | | 2:5 * |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Retford Town | – | Selby Town | | 1:2 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Heanor Town | – | Retford Town | | 4:0 * |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Heanor Town | – | Retford Town | | 7:1 * |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Frickley Colliery | – | Retford Town | | 1:0 |
| |
FA Cup 1956/57, First Qualifying Round |
| | | Denaby United | – | Retford Town | | 3:0 * |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Denaby United | – | Retford Town | | 5:0 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Retford Town | – | Denaby United | | 1:4 |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Retford Town | – | Upton Colliery | | 3:4 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Retford Town | – | Boston United | | 1:4 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Boston United | – | Retford Town | | 6:1 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Linby Colliery | – | Retford Town | | 3:0 |
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