7. Ronde | 01.12.2018 | Mohun Bagan FC | - | Chennai City FC | 1:1 | ||||
9. Ronde | 16.12.2018 | Minerva Punjab FC | - | Chennai City FC | 0:0 | ||||
10. Ronde | 22.12.2018 | Chennai City FC | - | Real Kashmir | 0:1 | ||||
11. Ronde | 29.12.2018 | Chennai City FC | - | Shillong Lajong FC | 6:1 | ||||
12. Ronde | 04.01.2019 | Chennai City FC | - | Gokulam Kerala | 3:2 | ||||
13. Ronde | 14.01.2019 | Chennai City FC | - | East Bengal FC | 2:1 | ||||
14. Ronde | 18.01.2019 | Chennai City FC | - | Aizawl FC | 4:3 | ||||
15. Ronde | 28.01.2019 | Real Kashmir | - | Chennai City FC | 1:0 | ||||
17. Ronde | 08.02.2019 | Indian Arrows | - | Chennai City FC | 0:2 | ||||
18. Ronde | 11.02.2019 | NEROCA FC | - | Chennai City FC | 3:3 |