| Tue 18 May, 7:45 pm | H |  | Punjab United | Post-lockdown friendly tournament | 3 - 2 |
| Sat 22 May, 3:00 pm | A | | Lordswood | Post-lockdown friendly tournament | 2 - 4 |
| Tue 25 May, 7:45 pm | H | | Rochester United | Post-lockdown friendly tournament | 5 - 0 |
| Sat 29 May, 3:00 pm | A | | Chatham Town | Post-lockdown friendly tournament | 4 - 4 |
| Sat 05 Jun, 3:00 pm | A | | Rochester United | Post-lockdown friendly tournament | 0 - 2 |
| Tue 08 Jun, 7:45 pm | H | | Chatham Town | Post-lockdown friendly tournament | 1 - 1 |
| Tue 15 Jun, 7:45 pm | A | | Punjab United | Post-lockdown friendly tournament | 3 - 3 |
| Sat 19 Jun, 3:00 pm | H | | Lordswood | Post-lockdown friendly tournament | 3 - 1 |
| Thu 24 Jun, 7:45 pm | A | | Chatham Town | Post-lockdown friendly tournament | 2 - 2 |
| Thu 08 Jul, 7:45 pm | A | | Sittingbourne | Friendly | 1 - 2 |
| Sat 10 Jul, 3:00 pm | A | | Margate | Friendly | 2 - 1 |
| Tue 13 Jul, 7:45 pm | A | | Maidstone United | Friendly | 6 - 0 |
| Sat 17 Jul, 3:00 pm | A | | Faversham Town | Friendly | 1 - 2 |
| Tue 20 Jul, 7:45 pm | A | | Larkfield & New Hythe Wanderers | Friendly | 0 - 3 |
| Tue 27 Jul, 7:30 pm | A | | Ashford United | Friendly | 3 - 1 |
| Sat 31 Jul, 3:00 pm | A | | Tunbridge Wells | SCEFL Premier Division | 1 - 3 |
| Tue 03 Aug, 7:45 pm | A | | Kennington | SCEFL Premier Division | 3 - 3 |
| Sat 07 Aug, 3:00 pm | A | | Tower Hamlets | The Emirates FA Cup | 1 - 4 |
| Sat 14 Aug, 3:00 pm | H | | Fisher | SCEFL Premier Division | 1 - 0 |
| Tue 17 Aug, 7:45 pm | A | | Punjab United | SCEFL Premier Division | 1 - 3 |
| Sat 28 Aug, 3:00 pm | H | | Chatham Town | SCEFL Premier Division | 3 - 2 |
| Mon 30 Aug, 3:00 pm | A | | Hollands & Blair | SCEFL Premier Division | 0 - 1 |
| Sat 04 Sep, 3:00 pm | H | | Marlow F.C. | The Emirates FA Cup | 0 - 1 |
| Sat 11 Sep, 3:00 pm | A | | Eastbourne Town | The Buildbase FA Vase | 0 - 1 |
| Tue 14 Sep, 7:45 pm | H | | Lordswood | SCEFL Premier Division | 4 - 0 |
| Sat 18 Sep, 3:00 pm | H | | Rochester United | Kent Reliance Senior Trophy | 4 - 1 |
| Sat 25 Sep, 3:00 pm | A | | Erith Town | The Buildbase FA Vase | 2 - 3 |
| Sat 02 Oct, 3:00 pm | A | | Welling Town | SCEFL Premier Division | 2 - 3 |
| Wed 06 Oct, 7:45 pm | A | | Canterbury City | SCEFL Premier Division | 1 - 7 |
| Sat 09 Oct, 3:00 pm | H | | Holmesdale | SCEFL Premier Division | 1 - 0 |
| Fri 15 Oct, 7:45 pm | H | | Tunbridge Wells | Kent Reliance Senior Trophy | 4 - 0 |
| Sat 23 Oct, 3:00 pm | H | | Forest Hill Park | The Buildbase FA Vase | 4 - 0 |
| Tue 26 Oct, 7:45 pm | H | | Kennington | SCEFL Premier Division | 2 - 1 |
| Sat 30 Oct, 3:00 pm | A | | Erith Town | SCEFL Premier Division | 0 - 2 |
| Sat 06 Nov, 3:00 pm | H | | Rusthall | SCEFL Premier Division | 4 - 0 |
| Sat 13 Nov, 3:00 pm | H | | Erith & Belvedere | SCEFL Premier Division | 4 - 0 |
| Sat 20 Nov, 3:00 pm | A | | Sheerwater FC | The Buildbase FA Vase | 2 - 3 |
| Sat 27 Nov, 3:00 pm | H | | Holmesdale | Kent Reliance Senior Trophy | 3 - 1 |
| Tue 30 Nov, 7:45 pm | A | | Lordswood | SCEFL Premier Division | 0 - 1 |
| Sat 04 Dec, 3:00 pm | H | | Glebe | SCEFL Premier Division | 3 - 3 |
| Tue 07 Dec, 7:45 pm | H | | Bearsted | SCEFL Challenge Cup | 2 - 0 |
| Sat 11 Dec, 3:00 pm | A | | Littlehampton Town | The Buildbase FA Vase | 1 - 0 |
| Sat 18 Dec, 3:00 pm | H | | Erith Town | SCEFL Premier Division | P - P |
| Mon 27 Dec, 3:00 pm | H | | K Sports | SCEFL Premier Division | 2 - 0 |
| Mon 03 Jan, 3:00 pm | A | | Chatham Town | SCEFL Premier Division | 2 - 0 |
| Sat 08 Jan, 3:00 pm | H | | Bearsted | SCEFL Premier Division | 3 - 0 |
| Sat 15 Jan, 3:00 pm | H | | Crowborough Athletic | SCEFL Premier Division | 6 - 0 |
| Tue 18 Jan, 7:45 pm | A | | Glebe | SCEFL Premier Division | 2 - 0 |
| Sat 22 Jan, 3:00 pm | A | | Welling Town | Kent Reliance Senior Trophy | 1 - 4 |
| Tue 25 Jan, 7:45 pm | A | | Kennington | SCEFL Challenge Cup | 0 - 2 |
| Sat 29 Jan, 3:00 pm | A | | Holmesdale | SCEFL Premier Division | |
| Tue 01 Feb, 7:45 pm | A | | Corinthian | Kent Reliance Senior Trophy 2019/20 Final | |
| Sat 05 Feb, 3:00 pm | H | | Punjab United | SCEFL Premier Division | |
| Tue 08 Feb, 7:45 pm | H | | Canterbury City | SCEFL Premier Division | |
| Sat 12 Feb, 3:00 pm | A | | Glebe | Kent Reliance Senior Trophy | |
| Tue 15 Feb, 7:45 pm | H | | Erith Town | SCEFL Premier Division | |
| Sat 19 Feb, 3:00 pm | A | | Tower Hamlets | SCEFL Premier Division | |
| Tue 22 Feb, 7:45 pm | A | | Deal Town | SCEFL Premier Division | |
| Sat 26 Feb, 3:00 pm | H | | Tunbridge Wells | SCEFL Premier Division | |
| Tue 01 Mar, 7:45 pm | A | | Fisher | SCEFL Premier Division | |
| Sat 05 Mar, 3:00 pm | A | | Erith & Belvedere | SCEFL Premier Division | |
| Sat 12 Mar, 3:00 pm | A | | Bearsted | SCEFL Premier Division | |
| Sat 19 Mar, 3:00 pm | H | | Welling Town | SCEFL Premier Division | |
| Sat 26 Mar, 3:00 pm | A | | Rusthall | SCEFL Premier Division | |
| Sat 02 Apr, 3:00 pm | H | | Deal Town | SCEFL Premier Division | |
| Sat 09 Apr, 3:00 pm | A | | Crowborough Athletic | SCEFL Premier Division | |
| Sat 16 Apr, 3:00 pm | H | | Hollands & Blair | SCEFL Premier Division | |
| Mon 18 Apr, 3:00 pm | A | | K Sports | SCEFL Premier Division | |
| Sat 23 Apr, 3:00 pm | H | | Tower Hamlets | SCEFL Premier Division | |
