FA Cup 2023/24, First Round Proper |
 | 04.11.2023 | | Leyton Orient | – | Carlisle United | | 3:1 (1:0) |
| London |
FA Cup 2021/22, Second Round Proper |
| 04.12.2021 | | Leyton Orient | – | Tranmere Rovers | | 4:0 (2:0) |
| London |
FA Cup 2021/22, First Round Proper |
| 06.11.2021 | | Leyton Orient | – | Ebbsfleet United | | 1:0 (1:0) |
| London |
FA Cup 2017/18, Fourth Qualifying Round |
| 17.10.2017 | | Leyton Orient | – | Dagenham & Redbridge | | 1:0 (1:0) * |
| London |
FA Cup 2015/16, First Round Proper |
| 07.11.2015 | | Leyton Orient | – | Staines Town | | 6:1 (4:1) |
| London |
FA Cup 2013/14, Second Round Proper |
| 07.12.2013 | | Leyton Orient | – | Walsall | | 1:0 (1:0) |
| London |
FA Cup 2013/14, First Round Proper |
| 09.11.2013 | | Leyton Orient | – | Southport | | 5:2 (3:1) |
| London |
FA Cup 2012/13, Second Round Proper |
| 02.12.2012 | | Alfreton Town | – | Leyton Orient | | 2:4 (1:3) |
| Alfreton |
FA Cup 2012/13, First Round Proper |
| 14.11.2012 | | Gloucester City | – | Leyton Orient | | 0:2 (0:0) |
| Cheltenham |
FA Cup 2011/12, First Round Proper |
| 12.11.2011 | | Leyton Orient | – | Bromley | | 3:0 (1:0) |
| London |
FA Cup 2010/11, Fourth Round Proper |
| 29.01.2011 | | Swansea City | – | Leyton Orient | | 1:2 (1:1) |
| Swansea |
FA Cup 2010/11, Third Round Proper |
| 08.01.2011 | | Norwich City | – | Leyton Orient | | 0:1 (0:1) |
| Norwich |
FA Cup 2010/11, Second Round Proper |
| 07.12.2010 | | Leyton Orient | – | Droylsden | | 8:2 aet
(0:1, 2:2) * |
| London |
FA Cup 2010/11, First Round Proper |
| 16.11.2010 | | Leyton Orient | – | Dagenham & Redbridge | | 3:2 (2:0) * |
| London |
FA Cup 2008/09, Second Round Proper |
| 29.11.2008 | | Bradford City | – | Leyton Orient | | 1:2 (0:1) |
| Bradford |
FA Cup 2008/09, First Round Proper |
| 08.11.2008 | | Colchester United | – | Leyton Orient | | 0:1 (0:0) |
| Colchester |
FA Cup 2006/07, First Round Proper |
| 11.11.2006 | | Leyton Orient | – | Notts County | | 2:1 (1:0) |
| London |
FA Cup 2005/06, Third Round Proper |
| 08.01.2006 | | Fulham | – | Leyton Orient | | 1:2 (0:2) |
| London |
FA Cup 2005/06, Second Round Proper |
| 03.12.2005 | | Rushden & Diamonds | – | Leyton Orient | | 0:1 (0:0) |
| Irthlingborough |
FA Cup 2005/06, First Round Proper |
| 16.11.2005 | | Chesterfield | – | Leyton Orient | | 1:2 (1:2) * |
| Chesterfield |
FA Cup 2004/05, First Round Proper |
| 13.11.2004 | | Leyton Orient | – | Dagenham & Redbridge | | 3:1 (2:0) |
| London |
FA Cup 2003/04, First Round Proper |
| 08.11.2003 | | Grantham Town | – | Leyton Orient | | 1:2 (1:1) |
| Grantham |
FA Cup 2001/02, Third Round Proper |
| 05.01.2002 | | Portsmouth | – | Leyton Orient | | 1:4 (1:0) |
| Portsmouth |
FA Cup 2001/02, Second Round Proper |
| 08.12.2001 | | Leyton Orient | – | Lincoln City | | 2:1 (0:1) |
| London |
FA Cup 2001/02, First Round Proper |
| 17.11.2001 | | Bristol City | – | Leyton Orient | | 0:1 (0:1) |
| Bristol |
FA Cup 2000/01, Second Round Proper |
| 20.12.2000 | | Leyton Orient | – | Northwich Victoria | | 3:2 aet
(0:2, 2:2) * |
| London |
FA Cup 2000/01, First Round Proper |
| 18.11.2000 | | Barrow | – | Leyton Orient | | 0:2 (0:0) |
| Barrow-in-Furness |
FA Cup 1998/99, Third Round Proper |
| 02.01.1999 | | Southport | – | Leyton Orient | | 0:2 (0:0) |
| Southport |
FA Cup 1998/99, Second Round Proper |
| 15.12.1998 | | Leyton Orient | – | Kingstonian | | 2:1 (1:0) * |
| London |
FA Cup 1998/99, First Round Proper |
| 14.11.1998 | | Leyton Orient | – | Brighton & Hove Albion | | 4:2 (1:1) |
| London |
FA Cup 1996/97, First Round Proper |
| 16.11.1996 | | Leyton Orient | – | Merthyr Tydfil | | 2:1 (0:0) |
| London |
FA Cup 1994/95, First Round Proper |
| 12.11.1994 | | Tiverton Town | – | Leyton Orient | | 1:3 (1:3) |
| |
FA Cup 1993/94, First Round Proper |
| 13.11.1993 | | Leyton Orient | – | Gravesend & Northfleet | | 2:1 (1:1) |
| London |
FA Cup 1992/93, First Round Proper |
| 14.11.1992 | | Dagenham & Redbridge | – | Leyton Orient | | 4:5 (3:2) |
| London |
FA Cup 1991/92, Third Round Proper |
| 15.01.1992 | | Leyton Orient | – | Oldham Athletic | | 4:2 aet * |
| London |
FA Cup 1991/92, Second Round Proper |
| 09.12.1991 | | Leyton Orient | – | West Bromwich Albion | | 2:1 |
| London |
FA Cup 1991/92, First Round Proper |
| 16.11.1991 | | Leyton Orient | – | Welling United | | 2:1 |
| London |
FA Cup 1990/91, Second Round Proper |
| 17.12.1990 | | Leyton Orient | – | Colchester United | | 4:1 * |
| London |
FA Cup 1990/91, First Round Proper |
| 17.11.1990 | | Leyton Orient | – | Southend United | | 3:2 |
| London |
FA Cup 1987/88, Third Round Proper |
| 09.01.1988 | | Stockport County | – | Leyton Orient | | 1:2 (1:0) |
| Stockport |
FA Cup 1987/88, Second Round Proper |
| 05.12.1987 | | Leyton Orient | – | Swansea City | | 2:0 (1:0) |
| London |
FA Cup 1987/88, First Round Proper |
| 14.11.1987 | | Leyton Orient | – | Exeter City | | 2:0 (1:0) |
| London |
FA Cup 1986/87, Second Round Proper |
| 06.12.1986 | | Bournemouth | – | Orient | | 0:1 (0:0) |
| Bournemouth |
FA Cup 1986/87, First Round Proper |
| 15.11.1986 | | Woodford Town | – | Orient | | 0:1 (0:0) |
| |
FA Cup 1985/86, Third Round Proper |
| 06.01.1986 | | Oldham Athletic | – | Orient | | 1:2 |
| |
FA Cup 1985/86, Second Round Proper |
| 10.12.1985 | | Slough Town | – | Orient | | 2:3 * |
| |
FA Cup 1985/86, First Round Proper |
| 19.11.1985 | | Orient | – | Valley Sports Rugby | | 4:1 * |
| |
FA Cup 1984/85, Third Round Proper |
| 05.01.1985 | | Orient | – | West Bromwich Albion | | 2:1 |
| |
FA Cup 1984/85, Second Round Proper |
| 08.12.1984 | | Orient | – | Torquay United | | 3:0 |
| |
FA Cup 1984/85, First Round Proper |
| 17.11.1984 | | Buckingham Town | – | Orient | | 0:2 |
| |
FA Cup 1982/83, First Round Proper |
| 20.11.1982 | | Orient | – | Bristol City | | 4:1 |
| |
FA Cup 1981/82, Fourth Round Proper |
| 01.02.1982 | | Orient | – | Huddersfield Town | | 2:0 * |
| |
FA Cup 1981/82, Third Round Proper |
| 02.01.1982 | | Orient | – | Charlton Athletic | | 1:0 |
| |
FA Cup 1979/80, Third Round Proper |
| 09.01.1980 | | Orient | – | Altrincham | | 2:1 * |
| |
FA Cup 1978/79, Third Round Proper |
| 09.01.1979 | | Orient | – | Bury | | 3:2 |
| |
FA Cup 1977/78, Sixth Round Proper |
| 14.03.1978 | | Orient | – | Middlesbrough | | 2:1 * |
| |
FA Cup 1977/78, Fifth Round Proper |
| 27.02.1978 | | Chelsea | – | Orient | | 1:2 * |
| |
FA Cup 1977/78, Fourth Round Proper |
| 28.01.1978 | | Orient | – | Blackburn Rovers | | 3:1 |
| |
FA Cup 1977/78, Third Round Proper |
| 16.01.1978 | | Norwich City | – | Orient | | 0:1 * |
| |
FA Cup 1976/77, Third Round Proper |
| 17.01.1977 | | Darlington | – | Orient | | 0:3 * |
| Darlington |
FA Cup 1973/74, Third Round Proper |
| 05.01.1974 | | Orient | – | Bournemouth | | 2:1 |
| |
FA Cup 1971/72, Fifth Round Proper |
| 26.02.1972 | | Orient | – | Chelsea | | 3:2 |
| |
FA Cup 1971/72, Fourth Round Proper |
| 05.02.1972 | | Leicester City | – | Orient | | 0:2 |
| |
FA Cup 1971/72, Third Round Proper |
| 15.01.1972 | | Orient | – | Wrexham | | 3:0 |
| |
FA Cup 1970/71, Third Round Proper |
| 11.01.1971 | | Sunderland | – | Orient | | 0:3 |
| |
FA Cup 1967/68, Third Round Proper |
| 27.01.1968 | | Orient | – | Bury | | 1:0 |
| |
FA Cup 1967/68, Second Round Proper |
| 15.01.1968 | | Orient | – | Boston United | | 2:1 * |
| |
FA Cup 1967/68, First Round Proper |
| 09.12.1967 | | Weymouth | – | Orient | | 0:2 |
| |
FA Cup 1966/67, First Round Proper |
| 26.11.1966 | | Orient | – | Lowestoft Town | | 2:1 |
| |
FA Cup 1963/64, Third Round Proper |
| 04.01.1964 | | Leicester City | – | Leyton Orient | | 2:3 |
| |
FA Cup 1962/63, Fourth Round Proper |
| 04.03.1963 | | Leyton Orient | – | Derby County | | 3:0 |
| |
FA Cup 1962/63, Third Round Proper |
| 19.02.1963 | | Hull City | – | Leyton Orient | | 0:2 * |
| |
FA Cup 1961/62, Third Round Proper |
| 08.01.1962 | | Leyton Orient | – | Brentford | | 2:1 * |
| |
FA Cup 1960/61, Fourth Round Proper |
| 28.01.1961 | | Southampton | – | Leyton Orient | | 0:1 |
| |
FA Cup 1960/61, Third Round Proper |
| 07.01.1961 | | Gillingham | – | Leyton Orient | | 2:6 |
| |
FA Cup 1957/58, Third Round Proper |
| 04.01.1958 | | Leyton Orient | – | Reading | | 1:0 |
| |
FA Cup 1955/56, Third Round Proper |
| 07.01.1956 | | Leyton Orient | – | Plymouth Argyle | | 1:0 |
| |
FA Cup 1955/56, Second Round Proper |
| 10.12.1955 | | Leyton Orient | – | Brentford | | 4:1 |
| |
FA Cup 1955/56, First Round Proper |
| 19.11.1955 | | Leyton Orient | – | Lovells Athletic | | 7:1 |
| |
FA Cup 1954/55, First Round Proper |
| 20.11.1954 | | Frome Town | – | Leyton Orient | | 0:3 |
| |
FA Cup 1953/54, Fifth Round Proper |
| 20.02.1954 | | Leyton Orient | – | Doncaster Rovers | | 3:1 |
| |
FA Cup 1953/54, Fourth Round Proper |
| 30.01.1954 | | Leyton Orient | – | Fulham | | 2:1 |
| |
FA Cup 1953/54, Third Round Proper |
| 14.01.1954 | | Leyton Orient | – | Tranmere Rovers | | 4:1 * |
| |
FA Cup 1953/54, Second Round Proper |
| 12.12.1953 | | Leyton Orient | – | Weymouth | | 4:0 |
| |
FA Cup 1953/54, First Round Proper |
| 21.11.1953 | | Leyton Orient | – | Kettering Town | | 3:0 |
| |
FA Cup 1951/52, Fourth Round Proper |
| 02.02.1952 | | Birmingham City | – | Leyton Orient | | 0:1 |
| |
FA Cup 1951/52, Third Round Proper |
| 16.01.1952 | | Everton | – | Leyton Orient | | 1:3 * |
| |
FA Cup 1951/52, Second Round Proper |
| 19.12.1951 | | Leyton Orient | – | Wrexham | | 3:2 * |
| |
FA Cup 1951/52, First Round Proper |
| 03.12.1951 | | Leyton Orient | – | Gorleston | | 5:4 * |
| |
FA Cup 1948/49, First Round Proper |
| 27.11.1948 | | Dartford | – | Leyton Orient | | 2:3 |
| |
FA Cup 1945/46, First Round Proper |
| 17.11.1945 | | Leyton Orient | – | Newport IOW | | 2:1 |
| |
FA Cup 1938/39, First Round Proper |
| 26.11.1938 | | Clapton Orient | – | Hayes | | 3:1 |
| |
FA Cup 1937/38, First Round Proper |
| 27.11.1937 | | Torquay United | – | Clapton Orient | | 1:2 |
| |
FA Cup 1936/37, First Round Proper |
| 28.11.1936 | | Clapton Orient | – | Torquay United | | 2:1 |
| |
FA Cup 1935/36, Third Round Proper |
| 11.01.1936 | | Clapton Orient | – | Charlton Athletic | | 3:0 |
| |
FA Cup 1935/36, Second Round Proper |
| 14.12.1935 | | Folkestone | – | Clapton Orient | | 1:2 |
| |
FA Cup 1935/36, First Round Proper |
| 04.12.1935 | | Aldershot | – | Clapton Orient | | 0:1 * |
| |
FA Cup 1934/35, First Round Proper |
| 24.11.1934 | | Ashford | – | Clapton Orient | | 1:4 |
| |
FA Cup 1933/34, Second Round Proper |
| 14.12.1933 | | Clapton Orient | – | Walsall | | 2:0 * |
| |
FA Cup 1933/34, First Round Proper |
| 25.11.1933 | | Clapton Orient | – | Epsom Town | | 4:2 |
| |
FA Cup 1931/32, First Round Proper |
| 03.12.1931 | | Clapton Orient | – | Coventry City | | 2:0 * |
| |
FA Cup 1929/30, Third Round Proper |
| 11.01.1930 | | Clapton Orient | – | Bristol Rovers | | 1:0 |
| |
FA Cup 1929/30, Second Round Proper |
| 14.12.1929 | | Clapton Orient | – | Northfleet United | | 2:0 |
| |
FA Cup 1929/30, First Round Proper |
| 09.12.1929 | | Clapton Orient | – | Folkestone | | 4:1 * |
| |
FA Cup 1928/29, Third Round Proper |
| 17.01.1929 | | Clapton Orient | – | Southampton | | 2:1 * |
| |
FA Cup 1925/26, Fifth Round Proper |
| 20.02.1926 | | Clapton Orient | – | Newcastle United | | 2:0 |
| |
FA Cup 1925/26, Fourth Round Proper |
| 30.01.1926 | | Clapton Orient | – | Middlesbrough | | 4:2 |
| |
FA Cup 1925/26, Third Round Proper |
| 09.01.1926 | | Chesterfield | – | Clapton Orient | | 0:1 |
| |
FA Cup 1913/14, First Round Proper |
| 14.01.1914 | | Nottingham Forest | – | Clapton Orient | | 0:1 * |
| |
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