2. Round | 11/12/2017 | Minerva Punjab FC | - | Chennai City FC | 2:1 | ||||
2. Round | 15/12/2017 | NEROCA FC | - | Chennai City FC | 2:1 | ||||
2. Round | 19/12/2017 | Churchill Brothers | - | Chennai City FC | 0:2 | ||||
2. Round | 22/12/2017 | Chennai City FC | - | East Bengal FC | 1:2 | ||||
3. Round | 02/01/2018 | Mohun Bagan FC | - | Chennai City FC | 1:2 | ||||
3. Round | 05/01/2018 | Shillong Lajong FC | - | Chennai City FC | 0:0 | ||||
3. Round | 09/01/2018 | Chennai City FC | - | NEROCA FC | 0:0 | ||||
3. Round | 20/01/2018 | Chennai City FC | - | Gokulam Kerala | 0:1 |