| 2. Round | 31/10/2018 | Minerva Punjab FC | - | Real Kashmir | 0:1 | ||||
| 3. Round | 06/11/2018 | Real Kashmir | - | Churchill Brothers | 0:0 | ||||
| 4. Round | 11/11/2018 | Real Kashmir | - | NEROCA FC | 0:2 | ||||
| 14. Round | 19/01/2019 | Shillong Lajong FC | - | Real Kashmir | 0:1 | ||||
| 20. Round | 24/02/2019 | Indian Arrows | - | Real Kashmir | 2:2 | ||||
| 18. Round | 28/02/2019 | Real Kashmir | - | East Bengal FC | 1:2 |
India