| 1. Round | 04/12/2019 | East Bengal FC | - | Real Kashmir | 1:1 | ||||
| 2. Round | 07/12/2019 | Punjab FC | - | East Bengal FC | 1:1 | ||||
| 3. Round | 10/12/2019 | NEROCA FC | - | East Bengal FC | 1:4 | ||||
| 4. Round | 14/12/2019 | TRAU FC | - | East Bengal FC | 1:2 | ||||
| 6. Round | 04/01/2020 | Churchill Brothers | - | East Bengal FC | 1:0 | ||||
| 8. Round | 15/01/2020 | East Bengal FC | - | Gokulam Kerala | 1:3 | ||||
| 5. Round | 19/01/2020 | Mohun Bagan FC | - | East Bengal FC | 2:1 | ||||
| 14. Round | 17/02/2020 | Indian Arrows | - | East Bengal FC | 1:3 | ||||
| 15. Round | 23/02/2020 | TRAU FC | - | East Bengal FC | 2:4 |
India