19. Round | 18/02/2019 | Shillong Lajong FC | - | Chennai City FC | 2:4 | ||||
20. Round | 24/02/2019 | Chennai City FC | - | Mohun Bagan FC | 3:1 | ||||
21. Round | 01/03/2019 | Churchill Brothers | - | Chennai City FC | 3:2 | ||||
22. Round | 09/03/2019 | Chennai City FC | - | Minerva Punjab FC | 3:1 |