FA Cup 2020/21, Extra Preliminary Round |
 | 02.09.2020 |  | Holbeach United | – | Kirby Muxloe | | 1:0 |
| Holbeach |
FA Cup 2019/20, Extra Preliminary Round |
| 10.08.2019 | | Holbeach United | – | Fakenham Town | | 2:0 (2:0) |
| Holbeach |
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, 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, First Qualifying Round |
| 15.09.2015 | | Stourport Swifts | – | Holbeach United | | 0:1 aet
(0:0) * |
| Stourport-on-Severn |
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 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Diss Town | – | Holbeach United | | 1:5 |
| Diss |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Holbeach United | – | Norwich United | | 2:1 |
| 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, Extra Preliminary Round |
| 20.08.2011 | | Holbeach United | – | Lincoln Moorlands Railway | | 3:1 |
| |
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 2000/01, First Qualifying Round |
| | | Holbeach United | – | Leek County School Old Boys | | 3:1 * |
| |
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, Preliminary Round |
| | | Holbeach United | – | Pelsall Villa | | 2:0 |
| |
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 1989/90, First Qualifying Round |
| | | Rushden Town | – | Holbeach United | | 4:5 |
| |
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 1980/81, First Qualifying Round |
| | | Holbeach United | – | Ilkeston Town | | 1:0 * |
| |
FA Cup 1977/78, First Qualifying Round |
| | | Ely City | – | Holbeach United | | 1:2 |
| |
FA Cup 1973/74, First Qualifying Round |
| | | Boston | – | Holbeach United | | 0:2 |
| |
FA Cup 1968/69, First Qualifying Round |
| | | Spalding United | – | Holbeach United | | 2:5 * |
| |
FA Cup 1965/66, First Qualifying Round |
| | | Holbeach United | – | Louth United | | 2:0 |
| |
FA Cup 1964/65, First Qualifying Round |
| | | Louth United | – | Holbeach United | | 2:5 |
| |
FA Cup 1963/64, First Qualifying Round |
| | | Boston United | – | Holbeach United | | 0:1 * |
| |
FA Cup 1962/63, First Qualifying Round |
| | | Holbeach United | – | Alford United | | 6:4 * |
| |
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, First Qualifying Round |
| | | Holbeach United | – | St Neots Town | | 3:2 * |
| |
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 1955/56, Preliminary Round |
| | | Holbeach United | – | Newmarket Town | | 6:0 |
| |
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 1951/52, First Qualifying Round |
| | | Holbeach United | – | Lysaght's Sports | | 5:0 |
| |
FA Cup 1950/51, Extra Preliminary Round |
| | | Holbeach United | – | Bentinck Colliery Welfare | | 2:0 |
| |
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