FA Cup 1988/89, First Qualifying Round |
| | | Spennymoor United | | Bridlington Trinity | | 3:0 |
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FA Cup 1987/88, Preliminary Round |
| | | Clitheroe | | Bridlington Trinity | | 4:0 |
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FA Cup 1986/87, First Qualifying Round |
| | | Peterlee Newtown | | Bridlington Trinity | | 2:0 * |
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FA Cup 1985/86, Third Qualifying Round |
| | | Bishop Auckland | | Bridlington Trinity | | 3:2 |
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FA Cup 1984/85, Preliminary Round |
| | | Bridlington Trinity | | Easington Colliery | | 0:2 |
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FA Cup 1983/84, Preliminary Round |
| | | Seaham Red Star | | Bridlington Trinity | | 7:0 |
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FA Cup 1982/83, First Qualifying Round |
| | | Farsley Celtic | | Bridlington Trinity | | 3:0 |
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FA Cup 1981/82, Second Qualifying Round |
| | | Bridlington Trinity | | Curzon Ashton | | 0:1 |
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FA Cup 1980/81, Second Qualifying Round |
| | | Bishop Auckland | | Bridlington Trinity | | 1:0 |
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FA Cup 1979/80, Second Qualifying Round |
| | | Bridlington Trinity | | Goole Town | | 0:2 |
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FA Cup 1978/79, Second Qualifying Round |
| | | Winterton Rangers | | Bridlington Trinity | | 2:1 * |
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FA Cup 1977/78, First Qualifying Round |
| | | Bridlington Trinity | | Appleby Frodingham Athletic | | 1:2 |
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FA Cup 1976/77, Second Qualifying Round |
| | | Mexborough Town | | Bridlington Trinity | | 3:2 |
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FA Cup 1975/76, First Qualifying Round |
| | | Tow Law Town | | Bridlington Trinity | | 1:0 |
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FA Cup 1974/75, First Qualifying Round |
| | | Bridlington Trinity | | Whitby Town | | 0:1 * |
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FA Cup 1973/74, First Qualifying Round |
| | | Mexborough Town | | Bridlington Trinity | | 3:2 |
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FA Cup 1972/73, Second Qualifying Round |
| | | Bridlington Trinity | | Worksop Town | | 0:1 |
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FA Cup 1971/72, Preliminary Round |
| | | Bridlington Town | | Bridlington Trinity | | 2:1 |
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FA Cup 1970/71, Third Qualifying Round |
| | | Bridlington Trinity | | Scarborough | | 0:5 * |
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FA Cup 1969/70, First Qualifying Round |
| | | Ashby Institute | | Bridlington Trinity | | 1:0 |
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FA Cup 1968/69, First Qualifying Round |
| | | Scarborough | | Bridlington Trinity | | 3:1 * |
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FA Cup 1967/68, First Qualifying Round |
| | | Bridlington Trinity | | Selby Town | | 1:2 |
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FA Cup 1966/67, Third Qualifying Round |
| | | Goole Town | | Bridlington Trinity | | 4:0 |
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FA Cup 1965/66, Third Qualifying Round |
| | | Ossett Albion | | Bridlington Trinity | | 2:0 |
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FA Cup 1964/65, Second Qualifying Round |
| | | Bridlington Town | | Bridlington Trinity | | 3:1 * |
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FA Cup 1954/55, First Qualifying Round |
| | | North Skelton Athletic | | Bridlington Trinity | | 9:1 |
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FA Cup 1951/52, Second Qualifying Round |
| | | Bridlington Trinity | | Billingham Synthonia | | 0:6 |
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FA Cup 1950/51, First Qualifying Round |
| | | Scarborough | | Bridlington Trinity | | 7:2 |
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FA Cup 1989/90, Preliminary Round |
| | | Darlington Cleveland Bridge | | Bridlington Trinity | | +:- |
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