FA Cup 2021/22, Extra Preliminary Round |
 | 07.08.2021 | | Long Eaton United | – | Holbeach United | | 4:1 (2:1) |
| Long Eaton |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Holbeach United | – | Sheffield | | 0:4 |
| Holbeach |
FA Cup 2020/21, Extra Preliminary Round |
| 02.09.2020 | | Holbeach United | – | Kirby Muxloe | | 1:0 |
| Holbeach |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Corby Town | – | Holbeach United | | 4:0 (2:0) |
| Corby |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Holbeach United | – | Fakenham Town | | 2:0 (2:0) |
| Holbeach |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Deeping Rangers | – | Holbeach United | | 3:2 (2:0) |
| Market Deeping |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Grantham Town | – | Holbeach United | | 2:1 (2:1) |
| Grantham |
FA Cup 2017/18, Preliminary Round |
| 19.08.2017 | | Holbeach United | – | Northampton ON Chenecks | | 6:1 (3:0) |
| Holbeach |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Ely City | – | Holbeach United | | 0:2 |
| Ely |
FA Cup 2016/17, First Qualifying Round |
| 03.09.2016 | | Dereham Town | – | Holbeach United | | 2:1 |
| Dereham |
FA Cup 2016/17, Preliminary Round |
| 20.08.2016 | | Kirkley & Pakefield | – | Holbeach United | | 3:4 |
| Lowestoft |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Holbeach United | – | Swaffham Town | | 4:1 |
| Holbeach |
FA Cup 2015/16, Second Qualifying Round |
| 29.09.2015 | | Worcester City | – | Holbeach United | | 2:0 (1:0) * |
| Worcester |
FA Cup 2015/16, Second Qualifying Round |
| 26.09.2015 | | Holbeach United | – | Worcester City | | 1:1 (0:0) |
| Holbeach |
FA Cup 2015/16, First Qualifying Round |
| 15.09.2015 | | Stourport Swifts | – | Holbeach United | | 0:1 aet
(0:0) * |
| Stourport-on-Severn |
FA Cup 2015/16, First Qualifying Round |
| 12.09.2015 | | Holbeach United | – | Stourport Swifts | | 2:2 (0:1) |
| Holbeach |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Wisbech Town | – | Holbeach United | | 0:1 (0:0) |
| Wisbech |
FA Cup 2015/16, Extra Preliminary Round |
| 18.08.2015 | | Ely City | – | Holbeach United | | 0:4 (0:2) * |
| Ely |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Holbeach United | – | Ely City | | 1:1 (0:1) |
| Holbeach |
FA Cup 2014/15, Preliminary Round |
| 30.08.2014 | | Holbeach United | – | Boston Town | | 2:4 |
| Holbeach |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Diss Town | – | Holbeach United | | 1:5 |
| Diss |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Spalding United | – | Holbeach United | | 4:0 |
| Spalding |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Holbeach United | – | Norwich United | | 2:1 |
| Holbeach |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Holbeach United | – | Stamford | | 1:2 (0:1) |
| Holbeach |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Kirby Muxloe | – | Holbeach United | | 0:2 |
| Kirby Muxloe |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Arnold Town | – | Holbeach United | | 0:2 |
| |
FA Cup 2011/12, Preliminary Round |
| 07.09.2011 | | Holbeach United | – | Hucknall Town | | 1:3 * |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Hucknall Town | – | Holbeach United | | 0:0 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Holbeach United | – | Lincoln Moorlands Railway | | 3:1 |
| |
FA Cup 2010/11, Extra Preliminary Round |
| 14.08.2010 | | Holbeach United | – | Radcliffe Olympic | | 0:1 |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 19.08.2009 | | Holbeach United | – | Shirebrook Town | | 1:2 * |
| |
FA Cup 2009/10, Extra Preliminary Round |
| 15.08.2009 | | Shirebrook Town | – | Holbeach United | | 2:2 |
| |
FA Cup 2008/09, Extra Preliminary Round |
| 16.08.2008 | | St Neots Town | – | Holbeach United | | 7:1 |
| |
FA Cup 2007/08, First Qualifying Round |
| 15.09.2007 | | Holbeach United | – | Debenham LC | | 0:2 |
| |
FA Cup 2007/08, Preliminary Round |
| 01.09.2007 | | Holbeach United | – | Newmarket Town | | 2:0 |
| |
FA Cup 2007/08, Extra Preliminary Round |
| 18.08.2007 | | Holbeach United | – | Wisbech Town | | 2:1 |
| |
FA Cup 2006/07, Preliminary Round |
| 02.09.2006 | | Gedling Town | – | Holbeach United | | 4:0 |
| |
FA Cup 2005/06, Preliminary Round |
| 27.08.2005 | | Holbeach United | – | Boldmere St Michaels | | 0:2 |
| |
FA Cup 2004/05, Extra Preliminary Round |
| | | Holbeach United | – | Alvechurch | | 0:1 |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Staveley Miners Welfare | – | Holbeach United | | 3:2 * |
| |
FA Cup 2003/04, Extra Preliminary Round |
| | | Holbeach United | – | Staveley Miners Welfare | | 1:1 |
| |
FA Cup 2002/03, Preliminary Round |
| | | Nantwich Town | – | Holbeach United | | 4:0 |
| |
FA Cup 2001/02, Preliminary Round |
| | | Matlock Town | – | Holbeach United | | 3:1 |
| |
FA Cup 2000/01, Second Qualifying Round |
| | | Holbeach United | – | Belper Town | | 1:3 |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Holbeach United | – | Leek County School Old Boys | | 3:1 * |
| |
FA Cup 2000/01, First Qualifying Round |
| | | Leek County School Old Boys | – | Holbeach United | | 1:1 |
| |
FA Cup 2000/01, Preliminary Round |
| | | Holbeach United | – | Glapwell | | 2:1 |
| |
FA Cup 2000/01, Extra Preliminary Round |
| | | Holbeach United | – | Halesowen Harriers | | 1:0 |
| |
FA Cup 1999/00, First Qualifying Round |
| | | Eastwood Town | – | Holbeach United | | 3:0 |
| |
FA Cup 1999/00, Preliminary Round |
| | | Holbeach United | – | Pelsall Villa | | 2:0 |
| |
FA Cup 1998/99, First Qualifying Round |
| | | Rocester | – | Holbeach United | | 3:0 |
| |
FA Cup 1997/98, First Qualifying Round |
| | | Holbeach United | – | Gresley Rovers | | 3:6 |
| |
FA Cup 1996/97, Preliminary Round |
| | | Haverhill Rovers | – | Holbeach United | | 5:1 |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Chelmsford City | – | Holbeach United | | 3:1 * |
| |
FA Cup 1995/96, Second Qualifying Round |
| | | Holbeach United | – | Chelmsford City | | 0:0 |
| |
FA Cup 1995/96, First Qualifying Round |
| | | March Town United | – | Holbeach United | | 0:3 |
| |
FA Cup 1995/96, Preliminary Round |
| | | Burnham Ramblers | – | Holbeach United | | 1:3 |
| |
FA Cup 1994/95, Preliminary Round |
| | | Holbeach United | – | Heybridge Swifts | | 1:2 |
| |
FA Cup 1991/92, Preliminary Round |
| | | Holbeach United | – | Hinckley Athletic | | 2:3 |
| |
FA Cup 1990/91, Preliminary Round |
| | | Holbeach United | – | Potton United | | 1:2 |
| |
FA Cup 1989/90, Second Qualifying Round |
| | | Tamworth | – | Holbeach United | | 1:0 |
| |
FA Cup 1989/90, First Qualifying Round |
| | | Rushden Town | – | Holbeach United | | 4:5 |
| |
FA Cup 1988/89, Preliminary Round |
| | | Holbeach United | – | Banbury United | | 1:4 |
| |
FA Cup 1987/88, Preliminary Round |
| | | Holbeach United | – | Walsall Wood | | 1:4 |
| |
FA Cup 1986/87, First Qualifying Round |
| | | Bromsgrove Rovers | – | Holbeach United | | 2:0 |
| |
FA Cup 1985/86, Preliminary Round |
| | | Rushden Town | – | Holbeach United | | 1:0 * |
| |
FA Cup 1985/86, Preliminary Round |
| | | Rushden Town | – | Holbeach United | | 3:3 aet * |
| |
FA Cup 1985/86, Preliminary Round |
| | | Holbeach United | – | Rushden Town | | 1:1 |
| |
FA Cup 1984/85, Preliminary Round |
| | | Stevenage Borough | – | Holbeach United | | 8:0 |
| |
FA Cup 1983/84, First Qualifying Round |
| | | Great Yarmouth Town | – | Holbeach United | | 3:1 |
| |
FA Cup 1982/83, First Round Proper |
| 20.11.1982 | | Holbeach United | – | Wrexham | | 0:4 |
| |
FA Cup 1982/83, Fourth Qualifying Round |
| | | Corby Town | – | Holbeach United | | 0:1 |
| |
FA Cup 1982/83, Third Qualifying Round |
| | | Holbeach United | – | Moor Green | | 2:1 |
| |
FA Cup 1982/83, Second Qualifying Round |
| | | Holbeach United | – | Rushall Olympic | | 1:0 |
| |
FA Cup 1982/83, First Qualifying Round |
| | | Holbeach United | – | Long Eaton United | | 3:1 |
| |
FA Cup 1981/82, Preliminary Round |
| | | Boston | – | Holbeach United | | 5:0 |
| |
FA Cup 1980/81, Second Qualifying Round |
| | | Holbeach United | – | Boston | | 0:3 |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Holbeach United | – | Ilkeston Town | | 1:0 * |
| |
FA Cup 1980/81, First Qualifying Round |
| | | Ilkeston Town | – | Holbeach United | | 0:0 |
| |
FA Cup 1979/80, Preliminary Round |
| | | Skegness Town | – | Holbeach United | | 2:1 * |
| |
FA Cup 1979/80, Preliminary Round |
| | | Holbeach United | – | Skegness Town | | 2:2 |
| |
FA Cup 1978/79, Preliminary Round |
| | | Holbeach United | – | Louth United | | 0:3 |
| |
FA Cup 1977/78, Second Qualifying Round |
| | | Holbeach United | – | Boston | | 0:1 |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Ely City | – | Holbeach United | | 1:2 |
| |
FA Cup 1976/77, First Qualifying Round |
| | | Stamford | – | Holbeach United | | 3:2 |
| |
FA Cup 1975/76, First Qualifying Round |
| | | Great Yarmouth Town | – | Holbeach United | | 1:0 |
| |
FA Cup 1974/75, First Qualifying Round |
| | | Skegness Town | – | Holbeach United | | 3:0 |
| |
FA Cup 1973/74, Second Qualifying Round |
| | | Stamford | – | Holbeach United | | 3:1 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Boston | – | Holbeach United | | 0:2 |
| |
FA Cup 1972/73, First Qualifying Round |
| | | Holbeach United | – | Bourne Town | | 0:1 |
| |
FA Cup 1971/72, First Qualifying Round |
| | | Holbeach United | – | Stamford | | 1:4 |
| |
FA Cup 1970/71, First Qualifying Round |
| | | Boston United | – | Holbeach United | | 4:0 |
| |
FA Cup 1969/70, First Qualifying Round |
| | | Holbeach United | – | Bourne Town | | 1:2 |
| |
FA Cup 1968/69, Second Qualifying Round |
| | | Wisbech Town | – | Holbeach United | | 3:1 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Spalding United | – | Holbeach United | | 2:5 * |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Holbeach United | – | Spalding United | | 1:1 |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Holbeach United | – | Boston United | | 0:2 * |
| |
FA Cup 1967/68, First Qualifying Round |
| | | Boston United | – | Holbeach United | | 1:1 |
| |
FA Cup 1966/67, First Qualifying Round |
| | | Spalding United | – | Holbeach United | | 5:2 |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Holbeach United | – | Skegness Town | | 0:1 * |
| |
FA Cup 1965/66, Second Qualifying Round |
| | | Skegness Town | – | Holbeach United | | 2:2 |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Holbeach United | – | Louth United | | 2:0 |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Holbeach United | – | Grantham | | 0:1 * |
| |
FA Cup 1964/65, Second Qualifying Round |
| | | Grantham | – | Holbeach United | | 1:1 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Louth United | – | Holbeach United | | 2:5 |
| |
FA Cup 1963/64, Second Qualifying Round |
| | | Grantham | – | Holbeach United | | 2:0 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Boston United | – | Holbeach United | | 0:1 * |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Holbeach United | – | Boston United | | 2:2 |
| |
FA Cup 1962/63, Second Qualifying Round |
| | | Holbeach United | – | Skegness Town | | 2:3 |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Holbeach United | – | Alford United | | 6:4 * |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Alford United | – | Holbeach United | | 1:1 |
| |
FA Cup 1961/62, First Qualifying Round |
| | | Holbeach United | – | Grantham | | 0:2 |
| |
FA Cup 1960/61, Fourth Qualifying Round |
| | | Holbeach United | – | Loughborough United | | 1:2 |
| |
FA Cup 1960/61, Third Qualifying Round |
| | | Holbeach United | – | Skegness Town | | 1:0 |
| |
FA Cup 1960/61, Second Qualifying Round |
| | | Louth United | – | Holbeach United | | 0:3 |
| |
FA Cup 1960/61, First Qualifying Round |
| | | Holbeach United | – | Alford United | | 7:1 |
| |
FA Cup 1959/60, Second Qualifying Round |
| | | Cambridge United | – | Holbeach United | | 3:0 |
| |
FA Cup 1959/60, First Qualifying Round |
| | | Holbeach United | – | St Neots Town | | 3:2 * |
| |
FA Cup 1959/60, First Qualifying Round |
| | | St Neots Town | – | Holbeach United | | 1:1 |
| |
FA Cup 1958/59, Third Qualifying Round |
| | | Wisbech Town | – | Holbeach United | | 4:0 |
| |
FA Cup 1958/59, Second Qualifying Round |
| | | Cambridge United | – | Holbeach United | | 1:2 |
| |
FA Cup 1958/59, First Qualifying Round |
| | | Soham Town Rangers | – | Holbeach United | | 1:3 |
| |
FA Cup 1958/59, Preliminary Round |
| | | Ely City | – | Holbeach United | | 3:5 |
| |
FA Cup 1957/58, Preliminary Round |
| | | King's Lynn | – | Holbeach United | | 2:1 |
| |
FA Cup 1956/57, Preliminary Round |
| | | Cambridge United | – | Holbeach United | | 5:0 * |
| |
FA Cup 1956/57, Preliminary Round |
| | | Holbeach United | – | Cambridge United | | 2:2 |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Holbeach United | – | Wisbech Town | | 0:2 * |
| |
FA Cup 1955/56, First Qualifying Round |
| | | Wisbech Town | – | Holbeach United | | 2:2 |
| |
FA Cup 1955/56, Preliminary Round |
| | | Holbeach United | – | Newmarket Town | | 6:0 |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | King's Lynn | – | Holbeach United | | 3:1 * |
| |
FA Cup 1954/55, Second Qualifying Round |
| | | Holbeach United | – | King's Lynn | | 2:2 |
| |
FA Cup 1954/55, First Qualifying Round |
| | | Somersham Town | – | Holbeach United | | 1:7 |
| |
FA Cup 1954/55, Preliminary Round |
| | | Holbeach United | – | St Neots & District | | 4:1 |
| |
FA Cup 1953/54, Preliminary Round |
| | | Holbeach United | – | Histon | | 0:1 |
| |
FA Cup 1952/53, Preliminary Round |
| | | Retford Town | – | Holbeach United | | 2:1 |
| |
FA Cup 1951/52, Second Qualifying Round |
| | | Skegness Town | – | Holbeach United | | 4:0 |
| |
FA Cup 1951/52, First Qualifying Round |
| | | Holbeach United | – | Lysaght's Sports | | 5:0 |
| |
FA Cup 1950/51, Preliminary Round |
| | | Langold WMC | – | Holbeach United | | 2:1 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Holbeach United | – | Bentinck Colliery Welfare | | 2:0 |
| |
FA Cup 1949/50, Extra Preliminary Round |
| | | Boston United | – | Holbeach United | | 7:0 |
| |
FA Cup 1948/49, Preliminary Round |
| | | South Normanton Miners Welfare | – | Holbeach United | | 5:1 |
| |
FA Cup 1947/48, Preliminary Round |
| | | Gedling Colliery | – | Holbeach United | | 6:1 |
| |
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