| 1 | Sat 3 Oct 2020 | 6 2-2 v Corinthian-CasualsCorinthian-Casuals 2-2 Dulwich Hamlet | Emirates FA Cup Second Qualifying Round |
| 2 | Sat 10 Oct 2020 | 61-1 v Ebbsfleet UnitedEbbsfleet United 1-1 Dulwich Hamlet | Vanarama National League South |
| 3 | Tue 13 Oct 2020 | 61-1 v ChristchurchChristchurch 1-1 Dulwich Hamlet | Emirates FA Cup Third Qualifying Round |
| 4 | Sat 17 Oct 2020 | 60-2 v Chippenham TownDulwich Hamlet 0-2 Chippenham Town | Vanarama National League South |
| 5 | Sat 31 Oct 2020 | 60-0 v Chelmsford CityDulwich Hamlet 0-0 Chelmsford City | Vanarama National League South |
| 6 | Tue 3 Nov 2020 | 61-4 v Concord RangersDulwich Hamlet 1-4 Concord Rangers | Vanarama National League South |
| 7 | Tue 17 Nov 2020 | 30-0 v Dorking WanderersDorking Wanderers 0-0 Dulwich Hamlet | Vanarama National League South |
| 8 | Sat 12 Dec 2020 | 3 0-1 v Oxford CityOxford City 1-0 Dulwich Hamlet | Vanarama National League South |
| 9 | Sat 19 Dec 2020 | 31-2 v HornchurchDulwich Hamlet 1-2 Hornchurch | Buildbase FA Trophy Third Round |
| 10 | Mon 28 Dec 2020 | 122-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-2 Dulwich Hamlet | Vanarama National League South |
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