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