| 2. Round | 14/01/2021 | Mohammedan SC | - | Churchill Brothers | 0:0 | ||||
| 3. Round | 19/01/2021 | Punjab FC | - | Churchill Brothers | 0:1 | ||||
| 6. Round | 03/02/2021 | Churchill Brothers | - | Aizawl FC | 0:0 | ||||
| 9. Round | 18/02/2021 | Chennai City FC | - | Churchill Brothers | 1:2 | ||||
| 10. Round | 24/02/2021 | Churchill Brothers | - | NEROCA FC | 1:0 | ||||
| 11. Round | 01/03/2021 | Gokulam Kerala | - | Churchill Brothers | 2:3 |  |
India