FA Cup 2023/24, Third Qualifying Round |
 | 30.09.2023 | | AFC Totton | – | Berkhamsted | | 1:0 (0:0) |
| Totton |
FA Cup 2023/24, Second Qualifying Round |
| 16.09.2023 | | Eastbourne United | – | Berkhamsted | | 1:3 (1:1) |
| Eastbourne |
FA Cup 2023/24, First Qualifying Round |
| 02.09.2023 | | Berkhamsted | – | Beckenham Town | | 5:4 (2:1) |
| Berkhamsted |
FA Cup 2022/23, Third Qualifying Round |
| 01.10.2022 | | Banbury United | – | Berkhamsted | | 2:0 (0:0) |
| Banbury |
FA Cup 2022/23, Second Qualifying Round |
| 17.09.2022 | | Berkhamsted | – | Concord Rangers | | 2:0 (1:0) |
| Berkhamsted |
FA Cup 2022/23, First Qualifying Round |
| 03.09.2022 | | Berkhamsted | – | Witham Town | | 2:1 (0:0) |
| Berkhamsted |
FA Cup 2022/23, Preliminary Round |
| 20.08.2022 | | Berkhamsted | – | Ware | | 1:0 (0:0) |
| Berkhamsted |
FA Cup 2021/22, First Qualifying Round |
| 04.09.2021 | | Walthamstow | – | Berkhamsted | | 1:0 (1:0) |
| London |
FA Cup 2021/22, Preliminary Round |
| 21.08.2021 | | Coggeshall Town | – | Berkhamsted | | 0:1 (0:1) |
| Coggeshall |
FA Cup 2020/21, Preliminary Round |
| 12.09.2020 | | Cribbs | – | Berkhamsted | | 2:0 |
| Bristol |
FA Cup 2019/20, First Qualifying Round |
| 07.09.2019 | | St Ives Town | – | Berkhamsted | | 2:1 (1:1) |
| St Ives |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Wembley | – | Berkhamsted | | 2:3 (0:2) |
| London |
FA Cup 2018/19, First Qualifying Round |
| 11.09.2018 | | Berkhamsted | – | Coggeshall Town | | 1:2 (1:1) * |
| Berkhamsted |
FA Cup 2018/19, First Qualifying Round |
| 08.09.2018 | | Coggeshall Town | – | Berkhamsted | | 1:1 (0:1) |
| Coggeshall |
FA Cup 2018/19, Preliminary Round |
| 25.08.2018 | | Thame United | – | Berkhamsted | | 0:2 (0:1) |
| Thame |
FA Cup 2018/19, Extra Preliminary Round |
| 11.08.2018 | | Tring Athletic | – | Berkhamsted | | 0:2 (0:0) |
| Tring |
FA Cup 2017/18, First Qualifying Round |
| 02.09.2017 | | Berkhamsted | – | Slough Town | | 1:3 (0:2) |
| Berkhamsted |
FA Cup 2017/18, Preliminary Round |
| 20.08.2017 | | Crawley Green | – | Berkhamsted | | 2:3 (0:2) |
| Crawley |
FA Cup 2017/18, Extra Preliminary Round |
| 05.08.2017 | | Stotfold | – | Berkhamsted | | 1:12 |
| Stotfold |
FA Cup 2016/17, Extra Preliminary Round |
| 06.08.2016 | | Cogenhoe United | – | Berkhamsted | | 1:0 |
| Cogenhoe |
FA Cup 2015/16, Preliminary Round |
| 29.08.2015 | | Barton Rovers | – | Berkhamsted | | 3:1 |
| Barton-le-Clay |
FA Cup 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Berkhamsted | – | Hanworth Villa | | 3:2 |
| Berkhamsted |
FA Cup 2014/15, Extra Preliminary Round |
| 16.08.2014 | | Ashford Town Middlesex | – | Berkhamsted | | 3:1 |
| Stanwell |
FA Cup 2013/14, First Qualifying Round |
| 14.09.2013 | | Daventry Town | – | Berkhamsted | | 6:1 |
| Daventry |
FA Cup 2013/14, Preliminary Round |
| 31.08.2013 | | Berkhamsted | – | Harefield United | | 4:1 |
| Berkhamsted |
FA Cup 2013/14, Extra Preliminary Round |
| 17.08.2013 | | Berkhamsted | – | Dunstable | | 2:1 |
| Berkhamsted |
FA Cup 2012/13, Second Qualifying Round |
| 22.09.2012 | | Berkhamsted | – | Metropolitan Police | | 0:3 |
| Berkhamsted |
FA Cup 2012/13, First Qualifying Round |
| 08.09.2012 | | Uxbridge | – | Berkhamsted | | 3:4 (2:1) |
| London |
FA Cup 2012/13, Preliminary Round |
| 25.08.2012 | | Berkhamsted | – | Hadley | | 3:1 |
| Berkhamsted |
FA Cup 2012/13, Extra Preliminary Round |
| 14.08.2012 | | Berkhamsted | – | Hoddesdon Town | | 2:1 * |
| |
FA Cup 2012/13, Extra Preliminary Round |
| 11.08.2012 | | Hoddesdon Town | – | Berkhamsted | | 1:1 |
| |
FA Cup 2011/12, First Qualifying Round |
| 20.09.2011 | | Berkhamsted | – | St Albans City | | 0:3 * |
| |
FA Cup 2011/12, First Qualifying Round |
| 17.09.2011 | | St Albans City | – | Berkhamsted | | 0:0 |
| |
FA Cup 2011/12, Preliminary Round |
| 03.09.2011 | | Haringey Borough | – | Berkhamsted | | 0:1 |
| |
FA Cup 2011/12, Extra Preliminary Round |
| 20.08.2011 | | Crawley Green | – | Berkhamsted | | 1:2 |
| |
