FA Cup 2017/18, Fourth Qualifying Round |
 | 14.10.2017 | | Dagenham & Redbridge | – | Leyton Orient | | 0:0 |
| London |
FA Cup 2015/16, Second Round Proper |
| 05.12.2015 | | Leyton Orient | – | Scunthorpe United | | 0:0 |
| London |
FA Cup 2012/13, Third Round Proper |
| 05.01.2013 | | Hull City | – | Leyton Orient | | 1:1 (0:0) |
| Kingston upon Hull |
FA Cup 2010/11, Fifth Round Proper |
| 20.02.2011 | | Leyton Orient | – | Arsenal | | 1:1 (0:0) |
| London |
FA Cup 2010/11, Second Round Proper |
| 29.11.2010 | | Droylsden | – | Leyton Orient | | 1:1 (1:0) |
| Droylsden |
FA Cup 2010/11, First Round Proper |
| 06.11.2010 | | Dagenham & Redbridge | – | Leyton Orient | | 1:1 (1:1) |
| London |
FA Cup 2009/10, First Round Proper |
| 07.11.2009 | | Tranmere Rovers | – | Leyton Orient | | 1:1 (0:1) |
| Birkenhead |
FA Cup 2007/08, First Round Proper |
| 27.11.2007 | | Bristol Rovers | – | Leyton Orient | | 3:3 aet
(1:1, 2:2),
pen. 6:5 * |
| Bristol |
FA Cup 2007/08, First Round Proper |
| 10.11.2007 | | Leyton Orient | – | Bristol Rovers | | 1:1 (1:0) |
| London |
FA Cup 2006/07, Second Round Proper |
| 02.12.2006 | | Torquay United | – | Leyton Orient | | 1:1 (0:0) |
| Torquay |
FA Cup 2005/06, First Round Proper |
| 05.11.2005 | | Leyton Orient | – | Chesterfield | | 0:0 |
| London |
FA Cup 2002/03, First Round Proper |
| 16.11.2002 | | Leyton Orient | – | Margate | | 1:1 (1:1) |
| London |
FA Cup 2000/01, Second Round Proper |
| 09.12.2000 | | Northwich Victoria | – | Leyton Orient | | 3:3 (0:1) |
| Northwich |
FA Cup 1999/00, First Round Proper |
| 30.10.1999 | | Leyton Orient | – | Cardiff City | | 1:1 (0:1) |
| London |
FA Cup 1998/99, Second Round Proper |
| 06.12.1998 | | Kingstonian | – | Leyton Orient | | 0:0 |
| Kingston upon Thames |
FA Cup 1997/98, First Round Proper |
| 15.11.1997 | | Hendon | – | Leyton Orient | | 2:2 (1:2) |
| London Claremont Road |
FA Cup 1993/94, Second Round Proper |
| 14.12.1993 | | Exeter City | – | Leyton Orient | | 2:2 aet,
pen. 5:4 * |
| Exeter |
FA Cup 1993/94, Second Round Proper |
| 04.12.1993 | | Leyton Orient | – | Exeter City | | 1:1 (1:1) |
| London |
FA Cup 1991/92, Third Round Proper |
| 04.01.1992 | | Oldham Athletic | – | Leyton Orient | | 1:1 |
| Oldham |
FA Cup 1990/91, Third Round Proper |
| 05.01.1991 | | Leyton Orient | – | Swindon Town | | 1:1 |
| London |
FA Cup 1990/91, Second Round Proper |
| 12.12.1990 | | Colchester United | – | Leyton Orient | | 0:0 |
| Colchester |
FA Cup 1988/89, First Round Proper |
| 23.11.1988 | | Leyton Orient | – | Enfield | | 2:2 aet
(2:1, 2:2) * |
| London |
FA Cup 1988/89, First Round Proper |
| 19.11.1988 | | Enfield | – | Leyton Orient | | 1:1 (0:0) |
| London Southbury Road |
FA Cup 1986/87, Third Round Proper |
| 10.01.1987 | | Orient | – | West Ham United | | 1:1 (0:1) |
| London |
FA Cup 1985/86, Second Round Proper |
| 07.12.1985 | | Orient | – | Slough Town | | 2:2 |
| |
FA Cup 1985/86, First Round Proper |
| 16.11.1985 | | Valley Sports Rugby | – | Orient | | 2:2 |
| |
FA Cup 1981/82, Fifth Round Proper |
| 13.02.1982 | | Crystal Palace | – | Orient | | 0:0 |
| |
FA Cup 1981/82, Fourth Round Proper |
| 26.01.1982 | | Huddersfield Town | – | Orient | | 1:1 |
| |
FA Cup 1979/80, Third Round Proper |
| 05.01.1980 | | Altrincham | – | Orient | | 1:1 |
| |
FA Cup 1978/79, Fourth Round Proper |
| 27.01.1979 | | Ipswich Town | – | Orient | | 0:0 |
| |
FA Cup 1977/78, Sixth Round Proper |
| 11.03.1978 | | Middlesbrough | – | Orient | | 0:0 |
| |
FA Cup 1977/78, Fifth Round Proper |
| 18.02.1978 | | Orient | – | Chelsea | | 0:0 |
| |
FA Cup 1977/78, Third Round Proper |
| 06.01.1978 | | Orient | – | Norwich City | | 1:1 |
| |
FA Cup 1976/77, Third Round Proper |
| 11.01.1977 | | Orient | – | Darlington | | 0:0 aet * |
| London |
FA Cup 1976/77, Third Round Proper |
| 08.01.1977 | | Darlington | – | Orient | | 2:2 |
| Darlington |
FA Cup 1974/75, Third Round Proper |
| 04.01.1975 | | Orient | – | Derby County | | 2:2 |
| |
FA Cup 1973/74, Fourth Round Proper |
| 29.01.1974 | | Orient | – | Portsmouth | | 1:1 aet * |
| |
FA Cup 1973/74, Fourth Round Proper |
| 27.01.1974 | | Portsmouth | – | Orient | | 0:0 |
| |
FA Cup 1970/71, Fourth Round Proper |
| 23.01.1971 | | Nottingham Forest | – | Orient | | 1:1 |
| |
FA Cup 1969/70, First Round Proper |
| 15.11.1969 | | Walsall | – | Orient | | 0:0 |
| |
FA Cup 1968/69, First Round Proper |
| 16.11.1968 | | Orient | – | Gillingham | | 1:1 |
| |
FA Cup 1967/68, Second Round Proper |
| 06.01.1968 | | Boston United | – | Orient | | 1:1 |
| |
FA Cup 1966/67, Second Round Proper |
| 07.01.1967 | | Orient | – | Brentford | | 0:0 |
| |
FA Cup 1963/64, Fourth Round Proper |
| 25.01.1964 | | Leyton Orient | – | West Ham United | | 1:1 |
| London |
FA Cup 1962/63, Third Round Proper |
| 11.02.1963 | | Leyton Orient | – | Hull City | | 1:1 |
| |
FA Cup 1961/62, Fourth Round Proper |
| 30.01.1962 | | Burnley | – | Leyton Orient | | 1:1 |
| |
FA Cup 1961/62, Third Round Proper |
| 06.01.1962 | | Brentford | – | Leyton Orient | | 1:1 |
| |
FA Cup 1953/54, Third Round Proper |
| 09.01.1954 | | Tranmere Rovers | – | Leyton Orient | | 2:2 |
| |
FA Cup 1952/53, First Round Proper |
| 22.11.1952 | | Leyton Orient | – | Bristol Rovers | | 1:1 |
| |
FA Cup 1951/52, Third Round Proper |
| 12.01.1952 | | Leyton Orient | – | Everton | | 0:0 |
| |
FA Cup 1951/52, Second Round Proper |
| 15.12.1951 | | Wrexham | – | Leyton Orient | | 1:1 |
| |
FA Cup 1951/52, First Round Proper |
| 29.11.1951 | | Gorleston | – | Leyton Orient | | 0:0 aet * |
| |
FA Cup 1951/52, First Round Proper |
| 24.11.1951 | | Leyton Orient | – | Gorleston | | 2:2 |
| |
FA Cup 1937/38, Second Round Proper |
| 11.12.1937 | | Clapton Orient | – | York City | | 2:2 |
| |
FA Cup 1935/36, First Round Proper |
| 30.11.1935 | | Clapton Orient | – | Aldershot | | 0:0 |
| |
FA Cup 1933/34, Second Round Proper |
| 09.12.1933 | | Walsall | – | Clapton Orient | | 0:0 |
| |
FA Cup 1931/32, First Round Proper |
| 28.11.1931 | | Coventry City | – | Clapton Orient | | 2:2 |
| |
FA Cup 1930/31, First Round Proper |
| 29.11.1930 | | Luton Town | – | Clapton Orient | | 2:2 |
| |
FA Cup 1929/30, First Round Proper |
| 04.12.1929 | | Folkestone | – | Clapton Orient | | 2:2 aet * |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | Clapton Orient | – | Folkestone | | 0:0 |
| |
FA Cup 1928/29, Fourth Round Proper |
| 26.01.1929 | | Aston Villa | – | Clapton Orient | | 0:0 |
| |
FA Cup 1928/29, Third Round Proper |
| 12.01.1929 | | Southampton | – | Clapton Orient | | 0:0 |
| |
FA Cup 1926/27, Third Round Proper |
| 08.01.1927 | | Clapton Orient | – | Port Vale | | 1:1 |
| |
FA Cup 1923/24, First Round Proper |
| 16.01.1924 | | Clapton Orient | – | Swansea Town | | 1:1 aet * |
| |
FA Cup 1923/24, First Round Proper |
| 12.01.1924 | | Swansea Town | – | Clapton Orient | | 1:1 |
| |
FA Cup 1913/14, First Round Proper |
| 10.01.1914 | | Clapton Orient | – | Nottingham Forest | | 2:2 |
| |
FA Cup 1905/06, First Round Proper |
| 13.01.1906 | | Clapton Orient | – | Chesterfield | | 0:0 |
| |
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