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, 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, Preliminary Round |
| 21.08.2021 | | Coggeshall Town | | Berkhamsted | | 0:1 (0:1) |
| Coggeshall |
FA Cup 2019/20, Preliminary Round |
| 24.08.2019 | | Wembley | | Berkhamsted | | 2:3 (0:2) |
| London |
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, 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 2015/16, Extra Preliminary Round |
| 15.08.2015 | | Berkhamsted | | Hanworth Villa | | 3:2 |
| Berkhamsted |
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, 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 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 |
| |