| 1. Jornada | 30.09.2018 | Bengaluru FC | - | Chennaiyin FC | 1:0 | ||||
| 2. Jornada | 06.10.2018 | Chennaiyin FC | - | FC Goa | 1:3 | ||||
| 2. Jornada | 18.10.2018 | Chennaiyin FC | - | NorthEast United FC | 3:4 | ||||
| 2. Jornada | 23.10.2018 | Delhi Dynamos FC | - | Chennaiyin FC | 0:0 |  |
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| 2. Jornada | 26.10.2018 | ATK | - | Chennaiyin FC | 2:1 | ||||
| 3. Jornada | 03.11.2018 | Chennaiyin FC | - | Mumbai City FC | 0:1 | ||||
| 3. Jornada | 06.11.2018 | FC Pune City | - | Chennaiyin FC | 2:4 | ||||
| 3. Jornada | 25.11.2018 | Jamshedpur FC | - | Chennaiyin FC | 3:1 | ||||
| 3. Jornada | 29.11.2018 | Chennaiyin FC | - | Kerala Blasters | 0:0 | ||||
| 4. Jornada | 02.12.2018 | Chennaiyin FC | - | ATK | 2:3 | ||||
| 4. Jornada | 15.12.2018 | Chennaiyin FC | - | Delhi Dynamos FC | 1:3 | ||||
| 6. Jornada | 02.02.2019 | Chennaiyin FC | - | FC Pune City | 1:2 | ||||
| 6. Jornada | 09.02.2019 | Chennaiyin FC | - | Bengaluru FC | 2:1 |  |
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| 6. Jornada | 15.02.2019 | Kerala Blasters | - | Chennaiyin FC | 3:0 | ||||
| 6. Jornada | 23.02.2019 | Chennaiyin FC | - | Jamshedpur FC | 0:0 | ||||
| 6. Jornada | 28.02.2019 | FC Goa | - | Chennaiyin FC | 1:0 |
India