| 1. Round | 28/10/2018 | Shillong Lajong FC | - | Aizawl FC | 2:1 | ||||
| 3. Round | 05/11/2018 | Indian Arrows | - | Shillong Lajong FC | 1:0 | ||||
| 5. Round | 15/11/2018 | Churchill Brothers | - | Shillong Lajong FC | 4:2 | ||||
| 10. Round | 23/12/2018 | Mohun Bagan FC | - | Shillong Lajong FC | 2:0 | ||||
| 11. Round | 29/12/2018 | Chennai City FC | - | Shillong Lajong FC | 6:1 | ||||
| 12. Round | 04/01/2019 | NEROCA FC | - | Shillong Lajong FC | 3:2 | ||||
| 15. Round | 25/01/2019 | Minerva Punjab FC | - | Shillong Lajong FC | 0:1 | ||||
| 17. Round | 05/02/2019 | Shillong Lajong FC | - | Churchill Brothers | 3:2 | ||||
| 16. Round | 14/02/2019 | East Bengal FC | - | Shillong Lajong FC | 5:0 | ||||
| 19. Round | 18/02/2019 | Shillong Lajong FC | - | Chennai City FC | 2:4 |  |
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| 21. Round | 04/03/2019 | Aizawl FC | - | Shillong Lajong FC | 4:1 | ||||
| 22. Round | 08/03/2019 | Shillong Lajong FC | - | Mohun Bagan FC | 2:3 |
India