| 1 | Wed 1 Jan 2020 | 53-0 v Hampton & Richmond BoroughHampton & Richmond Borough 0-3 Dulwich Hamlet | Vanarama National League South |
| 2 | Sat 4 Jan 2020 | 56-0 v Braintree TownDulwich Hamlet 6-0 Braintree Town | Vanarama National League South |
| 3 | Sat 11 Jan 2020 | 51-1 v WeymouthWeymouth 1-1 Dulwich Hamlet | Vanarama National League South |
| 4 | Sat 18 Jan 2020 | 51-1 v Chippenham TownDulwich Hamlet 1-1 Chippenham Town | Vanarama National League South |
| 5 | Tue 21 Jan 2020 | 51-3 v Havant & WaterloovilleDulwich Hamlet 1-3 Havant & Waterlooville | Vanarama National League South |
| 6 | Sat 25 Jan 2020 | 50-1 v DartfordDartford 1-0 Dulwich Hamlet | Vanarama National League South |
| 7 | Sat 1 Feb 2020 | 55-3 v Chelmsford CityDulwich Hamlet 5-3 Chelmsford City | Vanarama National League South |
| 8 | Sat 8 Feb 2020 | 50-0 v Havant & WaterloovilleHavant & Waterlooville 0-0 Dulwich Hamlet | Vanarama National League South |
| 9 | Sat 15 Feb 2020 | 50-1 v Welling UnitedDulwich Hamlet 0-1 Welling United | Vanarama National League South |
| 10 | Sat 22 Feb 2020 | 52-3 v Bath CityBath City 3-2 Dulwich Hamlet | Vanarama National League South |
| 11 | Sat 29 Feb 2020 | 50-1 v Tonbridge AngelsDulwich Hamlet 0-1 Tonbridge Angels | Vanarama National League South |
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