Home History
| England National League South | 2019/11/02 15:00 | Dulwich v Bath City | L | 1-3 |
| England National League South | 2019/10/26 14:00 | Chelmsford v Dulwich | D | 1-1 |
| England FA Cup Qualification | 2019/10/19 14:00 | Havant and W v Dulwich | W | 1-2 |
| England National League South | 2019/10/12 14:00 | Dulwich v Weymouth | D | 2-2 |
| England FA Cup Qualification | 2019/10/05 14:00 | Dulwich v Eastbourne Borough | W | 3-0 |
| England National League South | 2019/09/28 14:00 | Chippenham Town v Dulwich | D | 2-2 |
| England FA Cup Qualification | 2019/09/21 14:00 | Dulwich v Bognor Regis Town | W | 6-1 |
| England National League South | 2019/09/14 14:00 | Dulwich v Hungerford Town | L | 2-3 |
Away History
| England League 2 | 2019/11/02 15:00 | Carlisle v Macclesfield | W | 2-1 |
| England League 2 | 2019/10/26 14:00 | Leyton Orient v Carlisle | D | 1-1 |
| England League 2 | 2019/10/22 18:45 | Carlisle v Northampton | L | 0-2 |
| England League 2 | 2019/10/19 14:00 | Plymouth v Carlisle | L | 2-0 |
| England EFL Trophy | 2019/10/15 18:45 | Carlisle v Blackpool | W | 2-1 |
| England League 2 | 2019/10/12 14:00 | Carlisle v Crewe | L | 2-4 |
| England League 2 | 2019/10/05 14:00 | Newport County v Carlisle | L | 1-0 |
| England League 2 | 2019/09/28 14:00 | Carlisle v Oldham | W | 1-0 |