Home History
| England - National League South | 2020/12/12 15:00 | Oxford City v Dulwich | L | 1-0 |
| England - National League South | 2020/12/08 19:45 | Dulwich v Eastbourne Borough | W | 2-1 |
| England - National League South | 2020/12/05 15:00 | Hungerford Town v Dulwich | W | 0-3 |
| England - National League South | 2020/11/24 19:45 | Bath City v Dulwich | W | 1-4 |
| England - National League South | 2020/11/21 15:00 | Hemel Hempstead v Dulwich | D | 1-1 |
| England - National League South | 2020/11/17 19:45 | Dorking Wanderers v Dulwich | D | 0-0 |
| England - National League South | 2020/11/11 19:45 | Havant and W v Dulwich | L | 3-1 |
| England - National League South | 2020/11/03 19:45 | Dulwich v Concord Rangers | L | 1-4 |
Away History
| England - FA Trophy | 2020/12/08 19:45 | Lowestoft Town v Cheshunt | W | 0-3 |
| England - Isthmian Premier Division | 2020/11/03 19:45 | Wingate & Finchley v Cheshunt | D | 2-2 |
| England - FA Trophy | 2020/10/31 15:00 | East Thurrock v Cheshunt | W | 3-4 |
| England - Isthmian Premier Division | 2020/10/24 14:00 | Cheshunt v Kingstonian | W | 3-2 |
| England - Isthmian Premier Division | 2020/10/20 18:45 | Cheshunt v AFC Hornchurch | L | 0-3 |
| England - Isthmian Premier Division | 2020/10/17 14:00 | Bishop's Stortford v Cheshunt | L | 2-0 |
| England - Isthmian Premier Division | 2020/10/13 18:45 | Cheshunt v Folkestone Invicta | W | 2-1 |
| England - Isthmian Premier Division | 2020/10/10 14:00 | Cheshunt v Bognor Regis Town | W | 1-0 |