| 1 | Sat 3 Oct 2020 | 42-2 v Corinthian-CasualsCorinthian-Casuals 2-2 Dulwich Hamlet | Emirates FA Cup Second Qualifying Round |
| 2 | Sat 10 Oct 2020 | 41-1 v Ebbsfleet UnitedEbbsfleet United 1-1 Dulwich Hamlet | Vanarama National League South |
| 3 | Tue 13 Oct 2020 | 191-1 v ChristchurchChristchurch 1-1 Dulwich Hamlet | Emirates FA Cup Third Qualifying Round |
| 4 | Sat 17 Oct 2020 | 4 0-2 v Chippenham TownDulwich Hamlet 0-2 Chippenham Town | Vanarama National League South |
| 5 | Sat 24 Oct 2020 | 40-1 v Eastbourne BoroughEastbourne Borough 1-0 Dulwich Hamlet | Emirates FA Cup Fourth Qualifying Round |
| 6 | Sat 31 Oct 2020 | 40-0 v Chelmsford CityDulwich Hamlet 0-0 Chelmsford City | Vanarama National League South |
| 7 | Tue 3 Nov 2020 | 4 1-4 v Concord RangersDulwich Hamlet 1-4 Concord Rangers | Vanarama National League South |
| 8 | Wed 11 Nov 2020 | 8 1-3 v Havant & WaterloovilleHavant & Waterlooville 3-1 Dulwich Hamlet | Vanarama National League South |
| 9 | Tue 17 Nov 2020 | 40-0 v Dorking WanderersDorking Wanderers 0-0 Dulwich Hamlet | Vanarama National League South |
| 10 | Sat 21 Nov 2020 | 41-1 v Hemel Hempstead TownHemel Hempstead Town 1-1 Dulwich Hamlet | Vanarama National League South |
| 11 | Tue 24 Nov 2020 | 4 4-1 v Bath CityBath City 1-4 Dulwich Hamlet | Vanarama National League South |
| 12 | Sat 5 Dec 2020 | 4 3-0 v Hungerford TownHungerford Town 0-3 Dulwich Hamlet | Vanarama National League South |
| 13 | Tue 8 Dec 2020 | 42-1 v Eastbourne BoroughDulwich Hamlet 2-1 Eastbourne Borough | Vanarama National League South |
| 14 | Sat 12 Dec 2020 | 40-1 v Oxford CityOxford City 1-0 Dulwich Hamlet | Vanarama National League South |
| 15 | Tue 15 Dec 2020 | 43-1 v CheshuntDulwich Hamlet 3-1 Cheshunt | Buildbase FA Trophy Second Round |
| 16 | Sat 19 Dec 2020 | 41-2 v HornchurchDulwich Hamlet 1-2 Hornchurch | Buildbase FA Trophy Third Round |
| 17 | Mon 28 Dec 2020 | 42-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-2 Dulwich Hamlet | Vanarama National League South |
| 18 | Sat 16 Jan 2021 | 40-2 v Billericay TownBillericay Town 2-0 Dulwich Hamlet | Vanarama National League South |
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