| I-League | 26/10/18 | Chennai City FC | - | Indian Arrows | 4:1 |  |
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| I-League | 16/12/18 | Minerva Punjab FC | - | Chennai City FC | 0:0 | ||||
| I-League | 24/02/19 | Chennai City FC | - | Mohun Bagan FC | 3:1 | ||||
| I-League | 09/03/19 | Chennai City FC | - | Minerva Punjab FC | 3:1 | ||||
| I-League | 26/12/19 | Real Kashmir | - | Chennai City FC | 2:1 |
India