| 1 | Sat 7 Dec 2019 | 161-1 v DartfordDulwich Hamlet 1-1 Dartford | Vanarama National League South |
| 2 | Sat 14 Dec 2019 | 90-1 v HornchurchHornchurch 1-0 Dulwich Hamlet | Buildbase FA Trophy First Round |
| 3 | Sat 21 Dec 2019 | 114-1 v Hungerford TownHungerford Town 1-4 Dulwich Hamlet | Vanarama National League South |
| 4 | Thu 26 Dec 2019 | 111-2 v Hampton & Richmond BoroughDulwich Hamlet 1-2 Hampton & Richmond Borough | Vanarama National League South |
| 5 | Sat 28 Dec 2019 | 111-4 v Maidstone UnitedMaidstone United 4-1 Dulwich Hamlet | Vanarama National League South |
| 6 | Wed 1 Jan 2020 | 10 3-0 v Hampton & Richmond BoroughHampton & Richmond Borough 0-3 Dulwich Hamlet | Vanarama National League South |
| 7 | Sat 4 Jan 2020 | 106-0 v Braintree TownDulwich Hamlet 6-0 Braintree Town | Vanarama National League South |
| 8 | Sat 11 Jan 2020 | 101-1 v WeymouthWeymouth 1-1 Dulwich Hamlet | Vanarama National League South |
| 9 | Sat 18 Jan 2020 | 101-1 v Chippenham TownDulwich Hamlet 1-1 Chippenham Town | Vanarama National League South |
| 10 | Sat 25 Jan 2020 | 100-1 v DartfordDartford 1-0 Dulwich Hamlet | Vanarama National League South |
| 11 | Sat 1 Feb 2020 | 15 5-3 v Chelmsford CityDulwich Hamlet 5-3 Chelmsford City | Vanarama National League South |
| 12 | Sat 22 Feb 2020 | 152-3 v Bath CityBath City 3-2 Dulwich Hamlet | Vanarama National League South |
| 13 | Sat 29 Feb 2020 | 150-1 v Tonbridge AngelsDulwich Hamlet 0-1 Tonbridge Angels | Vanarama National League South |
| 14 | Sat 7 Mar 2020 | 151-2 v WealdstoneWealdstone 2-1 Dulwich Hamlet | Vanarama National League South |
| 15 | Sat 14 Mar 2020 | 92-1 v Hemel Hempstead TownDulwich Hamlet 2-1 Hemel Hempstead Town | Vanarama National League South |
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