12. Ronde | 04.01.2019 | Chennai City FC | - | Gokulam Kerala | 3:2 | ||||
14. Ronde | 18.01.2019 | Chennai City FC | - | Aizawl FC | 4:3 | ||||
15. Ronde | 28.01.2019 | Real Kashmir | - | Chennai City FC | 1:0 | ||||
18. Ronde | 11.02.2019 | NEROCA FC | - | Chennai City FC | 3:3 | ||||
19. Ronde | 18.02.2019 | Shillong Lajong FC | - | Chennai City FC | 2:4 | ||||
20. Ronde | 24.02.2019 | Chennai City FC | - | Mohun Bagan FC | 3:1 |