| 11. Jornada | 29.12.2018 | Chennai City FC | - | Shillong Lajong FC | 6:1 | ||||
| 12. Jornada | 04.01.2019 | Chennai City FC | - | Gokulam Kerala | 3:2 | ||||
| 13. Jornada | 14.01.2019 | Chennai City FC | - | East Bengal FC | 2:1 |  |
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| 20. Jornada | 24.02.2019 | Chennai City FC | - | Mohun Bagan FC | 3:1 | ||||
| 21. Jornada | 01.03.2019 | Churchill Brothers | - | Chennai City FC | 3:2 | ||||
| 22. Jornada | 09.03.2019 | Chennai City FC | - | Minerva Punjab FC | 3:1 |
India