| Calcutta Premier Division A | - | 2023-10-30 17:00 | 东孟加拉 | 4-1 | Diamond Harbour | |
| Calcutta Premier Division A | - | 2023-09-26 17:30 | Mohammedan | 2-0 | Diamond Harbour | |
| Calcutta Premier Division A | - | 2023-09-17 17:30 | Diamond Harbour | | ATK Mohun Bagan | |
| Calcutta Premier Division A | - | 2023-08-27 17:30 | Diamond Harbour | 4-0 | Tollygunge | 2-0 |
| Calcutta Premier Division A | - | 2023-08-18 17:30 | Diamond Harbour | 3-0 | Dalhousie | 2-0 |
| Calcutta Premier Division A | - | 2023-08-12 17:30 | Diamond Harbour | 5-1 | Patha Chakra | 2-1 |
| Calcutta Premier Division A | - | 2023-08-08 17:30 | Diamond Harbour | 0-1 | Kalighat Milan Sangha | 0-1 |
| Calcutta Premier Division A | - | 2023-08-05 17:30 | Diamond Harbour | 1-1 | Peerless | 0-1 |
| Calcutta Premier Division A | - | 2023-07-30 17:30 | Diamond Harbour | 1-0 | United | 0-0 |
| Calcutta Premier Division A | - | 2023-07-22 17:30 | Diamond Harbour | 2-1 | Mohammedan | 0-0 |
| Calcutta Premier Division A | - | 2023-07-18 17:30 | Diamond Harbour | 2-0 | Calcutta | |
| Calcutta Premier Division A | - | 2023-07-15 18:00 | Diamond Harbour | 4-0 | Food Corporation | 2-0 |
| Calcutta Premier Division A | - | 2023-07-12 18:00 | Diamond Harbour | 1-1 | Army Red | 0-0 |
| Calcutta Premier Division A | - | 2023-06-25 21:30 | Diamond Harbour | 2-0 | Southern Samity | |
