2. Round | 04/12/2017 | Gokulam Kerala | - | Chennai City FC | 1:1 | ||||
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 | 05/01/2018 | Shillong Lajong FC | - | Chennai City FC | 0:0 | ||||
3. Round | 20/01/2018 | Chennai City FC | - | Gokulam Kerala | 0:1 | ||||
3. Round | 27/01/2018 | Chennai City FC | - | Indian Arrows | 0:0 | ||||
4. Round | 03/02/2018 | Chennai City FC | - | Aizawl FC | 1:1 | ||||
4. Round | 07/02/2018 | Chennai City FC | - | Mohun Bagan FC | 0:0 | ||||
4. Round | 17/02/2018 | Chennai City FC | - | Churchill Brothers | 3:1 | ||||
5. Round | 02/03/2018 | Chennai City FC | - | Minerva Punjab FC | 2:1 |