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