FA Cup 2006/07, Third Qualifying Round |
 | 14.10.2006 |  | Ossett Albion | – | Scarborough | | 1:1 |
| |
FA Cup 2006/07, Second Qualifying Round |
| 30.09.2006 | | Scarborough | – | Lancaster City | | 1:1 |
| |
FA Cup 2004/05, Fourth Qualifying Round |
| | | Lancaster City | – | Scarborough | | 1:1 (0:0) |
| |
FA Cup 2003/04, Third Round Proper |
| 03.01.2004 | | Southend United | – | Scarborough | | 1:1 (1:0) |
| Southend-on-Sea |
FA Cup 2002/03, First Round Proper |
| 16.11.2002 | | Scarborough | – | Cambridge United | | 0:0 |
| Scarborough |
FA Cup 1998/99, First Round Proper |
| 14.11.1998 | | Scarborough | – | Rochdale | | 1:1 (0:0) |
| Scarborough |
FA Cup 1996/97, First Round Proper |
| 16.11.1996 | | Shrewsbury Town | – | Scarborough | | 1:1 (1:0) |
| Shrewsbury |
FA Cup 1994/95, Third Round Proper |
| 07.01.1995 | | Scarborough | – | Watford | | 0:0 |
| Scarborough |
FA Cup 1994/95, First Round Proper |
| 12.11.1994 | | Chesterfield | – | Scarborough | | 0:0 |
| Chesterfield |
FA Cup 1985/86, Third Qualifying Round |
| | | Blyth Spartans | – | Scarborough | | 1:1 |
| |
FA Cup 1977/78, Second Round Proper |
| 17.12.1977 | | Crewe Alexandra | – | Scarborough | | 0:0 |
| |
FA Cup 1976/77, First Round Proper |
| 20.11.1976 | | Scarborough | – | Darlington | | 0:0 |
| |
FA Cup 1973/74, First Round Proper |
| 24.11.1973 | | Crewe Alexandra | – | Scarborough | | 0:0 |
| |
FA Cup 1972/73, First Round Proper |
| 18.11.1972 | | Oldham Athletic | – | Scarborough | | 1:1 |
| |
FA Cup 1972/73, Third Qualifying Round |
| | | Scarborough | – | Yorkshire Amateur | | 2:2 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Goole Town | – | Scarborough | | 0:0 |
| |
FA Cup 1970/71, Third Qualifying Round |
| | | Scarborough | – | Bridlington Trinity | | 2:2 |
| |
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 |
| | | Scarborough | – | Goole Town | | 1:1 |
| |
FA Cup 1964/65, Second Round Proper |
| 05.12.1964 | | Doncaster Rovers | – | Scarborough | | 0:0 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Scarborough | – | Farsley Celtic | | 0:0 aet * |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Farsley Celtic | – | Scarborough | | 0:0 |
| |
FA Cup 1962/63, First Round Proper |
| 03.11.1962 | | Crewe Alexandra | – | Scarborough | | 1:1 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Bridlington Town | – | Scarborough | | 1:1 |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Scarborough | – | Ashington | | 2:2 |
| |
FA Cup 1960/61, First Round Proper |
| 05.11.1960 | | Bradford City | – | Scarborough | | 0:0 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Ashington | – | Scarborough | | 0:0 aet * |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Scarborough | – | Ashington | | 2:2 |
| |
FA Cup 1958/59, Fourth Qualifying Round |
| | | Heanor Town | – | Scarborough | | 2:2 |
| |
FA Cup 1957/58, Fourth Qualifying Round |
| | | Selby Town | – | Scarborough | | 2:2 aet * |
| |
FA Cup 1957/58, Fourth Qualifying Round |
| | | Scarborough | – | Selby Town | | 2:2 |
| |
FA Cup 1951/52, Fourth Qualifying Round |
| | | Scarborough | – | Blackhall Colliery Welfare | | 0:0 |
| |
FA Cup 1949/50, Fourth Qualifying Round |
| | | North Shields | – | Scarborough | | 1:1 |
| |
FA Cup 1938/39, First Round Proper |
| 26.11.1938 | | Scarborough | – | Southport | | 0:0 |
| |
FA Cup 1937/38, Third Round Proper |
| 08.01.1938 | | Scarborough | – | Luton Town | | 1:1 |
| |
FA Cup 1935/36, Second Round Proper |
| 14.12.1935 | | Scarborough | – | Brighton & Hove Albion | | 1:1 |
| |
FA Cup 1928/29, Second Round Proper |
| 08.12.1928 | | Scarborough | – | Darlington | | 2:2 |
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