| 2. Round | 31/10/2018 | Minerva Punjab FC | - | Real Kashmir | 0:1 |  |
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| 3. Round | 06/11/2018 | Real Kashmir | - | Churchill Brothers | 0:0 |  |
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| 4. Round | 11/11/2018 | Real Kashmir | - | NEROCA FC | 0:2 | ||||
| 5. Round | 20/11/2018 | Real Kashmir | - | Mohun Bagan FC | 0:1 | ||||
| 6. Round | 25/11/2018 | Real Kashmir | - | Indian Arrows | 2:0 | |
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| 7. Round | 05/12/2018 | Real Kashmir | - | Aizawl FC | 1:0 | |
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| 8. Round | 11/12/2018 | Real Kashmir | - | Shillong Lajong FC | 6:1 | |
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| 9. Round | 15/12/2018 | Gokulam Kerala | - | Real Kashmir | 1:1 | ||||
| 10. Round | 22/12/2018 | Chennai City FC | - | Real Kashmir | 0:1 | ||||
| 11. Round | 28/12/2018 | East Bengal FC | - | Real Kashmir | 1:1 | ||||
| 14. Round | 19/01/2019 | Shillong Lajong FC | - | Real Kashmir | 0:1 | ||||
| 15. Round | 28/01/2019 | Real Kashmir | - | Chennai City FC | 1:0 | |
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| 17. Round | 06/02/2019 | Real Kashmir | - | Gokulam Kerala | 1:0 | |
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| 20. Round | 24/02/2019 | Indian Arrows | - | Real Kashmir | 2:2 | ||||
| 18. Round | 28/02/2019 | Real Kashmir | - | East Bengal FC | 1:2 | |
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| 22. Round | 09/03/2019 | NEROCA FC | - | Real Kashmir | 2:3 |
Ivory Coast