FA Cup 2023/24, First Qualifying Round |
 | 05.09.2023 |  | Haringey Borough | – | Dulwich Hamlet | | 2:1 (1:0) * |
| London |
FA Cup 2022/23, Third Qualifying Round |
| 01.10.2022 | | Dulwich Hamlet | – | Folkestone Invicta | | 0:1 (0:0) |
| London |
FA Cup 2021/22, Second qualifying round |
| 18.09.2021 | | Dulwich Hamlet | – | Bedfont Sports | | 0:1 (0:1) |
| London |
FA Cup 2020/21, Fourth Qualifying Round |
| 24.10.2020 | | Eastbourne Borough | – | Dulwich Hamlet | | 1:0 |
| Eastbourne |
FA Cup 2019/20, First Round Proper |
| 08.11.2019 | | Dulwich Hamlet | – | Carlisle United | | 1:4 (0:2) |
| London |
FA Cup 2018/19, Third Qualifying Round |
| 06.10.2018 | | Eastbourne Borough | – | Dulwich Hamlet | | 4:3 (4:0) |
| Eastbourne |
FA Cup 2017/18, Second Qualifying Round |
| 16.09.2017 | | Slough Town | – | Dulwich Hamlet | | 3:2 (0:0) |
| Beaconsfield |
FA Cup 2016/17, Second Qualifying Round |
| 17.09.2016 | | Dulwich Hamlet | – | Hendon | | 0:2 |
| London |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Whitehawk | – | Dulwich Hamlet | | 4:2 (2:1) |
| Whitehawk |
FA Cup 2014/15, First Qualifying Round |
| 13.09.2014 | | Dulwich Hamlet | – | Worthing | | 0:3 (0:2) |
| London |
FA Cup 2013/14, Third Qualifying Round |
| 12.10.2013 | | Hemel Hempstead Town | – | Dulwich Hamlet | | 3:1 (1:1) |
| Hemel Hempstead |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Arlesey Town | – | Dulwich Hamlet | | 1:0 (0:0) |
| Arlesey |
FA Cup 2011/12, Second Qualifying Round |
| 01.10.2011 | | Sutton United | – | Dulwich Hamlet | | 5:1 |
| |
FA Cup 2010/11, Preliminary Round |
| 31.08.2010 | | Dulwich Hamlet | – | Tunbridge Wells | | 0:1 * |
| |
FA Cup 2009/10, First Qualifying Round |
| 12.09.2009 | | VT | – | Dulwich Hamlet | | 1:0 |
| |
FA Cup 2008/09, Second Qualifying Round |
| 01.10.2008 | | Hendon | – | Dulwich Hamlet | | 2:1 * |
| |
FA Cup 2007/08, Third Qualifying Round |
| 12.10.2007 | | AFC Hornchurch | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 2006/07, First Qualifying Round |
| 16.09.2006 | | Walton & Hersham | – | Dulwich Hamlet | | 3:0 |
| |
FA Cup 2005/06, Third Qualifying Round |
| 08.10.2005 | | Lewes | – | Dulwich Hamlet | | 1:0 |
| |
FA Cup 2004/05, Third Qualifying Round |
| | | Hornchurch | – | Dulwich Hamlet | | 9:0 (4:0) |
| |
FA Cup 2003/04, Preliminary Round |
| | | Dulwich Hamlet | – | Folkestone Invicta | | 1:3 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Dulwich Hamlet | – | Lymington & New Milton | | 1:3 * |
| |
FA Cup 2001/02, Preliminary Round |
| | | Horsham | – | Dulwich Hamlet | | 2:0 |
| |
FA Cup 2000/01, Fourth Qualifying Round |
| | | Hayes | – | Dulwich Hamlet | | 4:2 (1:2) |
| |
FA Cup 1999/00, Fourth Qualifying Round |
| | | Hayes | – | Dulwich Hamlet | | 3:0 (2:0) * |
| |
FA Cup 1998/99, First Round Proper |
| 14.11.1998 | | Dulwich Hamlet | – | Southport | | 0:1 (0:0) |
| |
FA Cup 1997/98, Second Qualifying Round |
| | | Billericay Town | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1996/97, Second Qualifying Round |
| | | Welling United | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1995/96, Third Qualifying Round |
| | | Bognor Regis Town | – | Dulwich Hamlet | | 4:2 |
| |
FA Cup 1994/95, Third Qualifying Round |
| | | Worthing | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1993/94, First Qualifying Round |
| | | Bromley | – | Dulwich Hamlet | | 3:1 |
| |
FA Cup 1992/93, First Qualifying Round |
| | | Kingstonian | – | Dulwich Hamlet | | 4:0 |
| |
FA Cup 1991/92, Second Qualifying Round |
| | | Hertford Town | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1990/91, First Qualifying Round |
| | | Littlehampton Town | – | Dulwich Hamlet | | 2:0 |
| |
FA Cup 1989/90, Fourth Qualifying Round |
| |  | Merthyr Tydfil | – | Dulwich Hamlet | | 4:2 * |
| |
FA Cup 1988/89, Fourth Qualifying Round |
| | | Dulwich Hamlet | – | Fisher Athletic | | 0:3 * |
| |
FA Cup 1987/88, First Qualifying Round |
| | | Basingstoke Town | – | Dulwich Hamlet | | 3:0 |
| |
FA Cup 1986/87, Second Qualifying Round |
| | | Wembley | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1985/86, Second Qualifying Round |
| | | Southwick | – | Dulwich Hamlet | | 2:1 * |
| |
FA Cup 1984/85, First Qualifying Round |
| | | Dulwich Hamlet | – | Kingstonian | | 0:2 |
| |
FA Cup 1983/84, Second Qualifying Round |
| | | Dulwich Hamlet | – | Folkestone | | 1:2 |
| |
FA Cup 1982/83, Third Qualifying Round |
| | | Wealdstone | – | Dulwich Hamlet | | 2:1 * |
| |
FA Cup 1981/82, Second Qualifying Round |
| | | Dulwich Hamlet | – | Fareham Town | | 1:2 |
| |
FA Cup 1980/81, Third Qualifying Round |
| | | St Albans City | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1979/80, Second Qualifying Round |
| | | Margate | – | Dulwich Hamlet | | 1:0 |
| |
FA Cup 1978/79, Third Qualifying Round |
| | | Dulwich Hamlet | – | Gravesend & Northfleet | | 0:1 * |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Leyton-Wingate | – | Dulwich Hamlet | | 2:1 * |
| |
FA Cup 1976/77, Third Qualifying Round |
| | | Dulwich Hamlet | – | Wealdstone | | 0:2 |
| |
FA Cup 1975/76, Third Qualifying Round |
| | | Dulwich Hamlet | – | Southall & Ealing Borough | | 1:2 * |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Sutton United | – | Dulwich Hamlet | | 4:2 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Dulwich Hamlet | – | Romford | | 0:1 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Dulwich Hamlet | – | Hampton | | 1:2 |
| |
FA Cup 1971/72, Second Qualifying Round |
| | | Dulwich Hamlet | – | Redhill | | 0:1 |
| |
FA Cup 1970/71, Second Qualifying Round |
| | | Guildford City | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Wycombe Wanderers | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Dulwich Hamlet | – | Woodford Town | | 0:1 |
| |
FA Cup 1967/68, Second Qualifying Round |
| | | Hitchin Town | – | Dulwich Hamlet | | 3:1 |
| |
FA Cup 1966/67, Second Qualifying Round |
| | | Dulwich Hamlet | – | Ashford Town | | 1:4 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Dulwich Hamlet | – | Wokingham Town | | 1:2 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Wokingham Town | – | Dulwich Hamlet | | 2:0 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Dulwich Hamlet | – | Walthamstow Avenue | | 0:3 |
| |
FA Cup 1962/63, Third Qualifying Round |
| | | Tooting & Mitcham United | – | Dulwich Hamlet | | 5:1 |
| |
FA Cup 1961/62, Fourth Qualifying Round |
| | | Dulwich Hamlet | – | King's Lynn | | 1:2 |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Sutton United | – | Dulwich Hamlet | | 4:2 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Woking | – | Dulwich Hamlet | | 3:0 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Redhill | – | Dulwich Hamlet | | 1:0 |
| |
FA Cup 1957/58, Second Qualifying Round |
| | | Bexleyheath & Welling | – | Dulwich Hamlet | | 3:1 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Dulwich Hamlet | – | Woking | | 1:2 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Carshalton Athletic | – | Dulwich Hamlet | | 4:1 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Dulwich Hamlet | – | Canterbury City | | 0:2 * |
| |
FA Cup 1953/54, First Qualifying Round |
| | | Tunbridge Wells United | – | Dulwich Hamlet | | 3:1 |
| |
FA Cup 1952/53, Second Qualifying Round |
| | | Wimbledon | – | Dulwich Hamlet | | 5:2 * |
| |
FA Cup 1949/50, Fourth Qualifying Round |
| | | Dulwich Hamlet | – | Walthamstow Avenue | | 1:3 * |
| |
FA Cup 1948/49, First Round Proper |
| 27.11.1948 | | Northampton Town | – | Dulwich Hamlet | | 2:1 |
| |
FA Cup 1947/48, Fourth Qualifying Round |
| | | Guildford City | – | Dulwich Hamlet | | 5:2 |
| |
FA Cup 1946/47, Fourth Qualifying Round |
| | | Hayes | – | Dulwich Hamlet | | 4:2 |
| |
FA Cup 1945/46, Fourth Qualifying Round |
| | | Dulwich Hamlet | – | Romford | | 1:2 |
| |
FA Cup 1937/38, First Round Proper |
| 27.11.1937 | | Dulwich Hamlet | – | Aldershot | | 1:2 |
| |
FA Cup 1936/37, First Round Proper |
| 28.11.1936 | | Swindon Town | – | Dulwich Hamlet | | 6:0 |
| |
FA Cup 1935/36, First Round Proper |
| 30.11.1935 | | Dulwich Hamlet | – | Torquay United | | 2:3 |
| |
FA Cup 1934/35, First Round Proper |
| 24.11.1934 | | Dulwich Hamlet | – | Torquay United | | 1:2 |
| |
FA Cup 1933/34, First Round Proper |
| 30.11.1933 | | Newport County | – | Dulwich Hamlet | | 6:2 * |
| |
FA Cup 1932/33, First Round Proper |
| 26.11.1932 | | Swindon Town | – | Dulwich Hamlet | | 4:1 |
| |
FA Cup 1930/31, First Round Proper |
| 04.12.1930 | | Newport County | – | Dulwich Hamlet | | 4:1 * |
| |
FA Cup 1929/30, First Round Proper |
| 30.11.1929 | | Dulwich Hamlet | – | Plymouth Argyle | | 0:3 |
| |
FA Cup 1928/29, First Round Proper |
| 24.11.1928 | | Merthyr Town | – | Dulwich Hamlet | | 4:2 |
| |
FA Cup 1927/28, First Round Proper |
| 26.11.1927 | | Ilford | – | Dulwich Hamlet | | 4:0 |
| |
FA Cup 1926/27, First Round Proper |
| 27.11.1926 | | Dulwich Hamlet | – | Southend United | | 1:4 |
| |
FA Cup 1925/26, First Round Proper |
| 28.11.1925 | | Southend United | – | Dulwich Hamlet | | 5:1 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Dorking | – | Dulwich Hamlet | | +:- |
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