| 1. Jornada | 23.10.2019 | FC Goa | - | Chennaiyin FC | 3:0 | ||||
| 2. Jornada | 27.10.2019 | Chennaiyin FC | - | Mumbai City FC | 0:0 | ||||
| 3. Jornada | 30.10.2019 | Chennaiyin FC | - | ATK | 0:1 | ||||
| 4. Jornada | 10.11.2019 | Bengaluru FC | - | Chennaiyin FC | 3:0 | ||||
| 5. Jornada | 25.11.2019 | Chennaiyin FC | - | Hyderabad FC | 2:1 | ||||
| 6. Jornada | 28.11.2019 | Chennaiyin FC | - | Odisha FC | 2:2 | ||||
| 7. Jornada | 09.12.2019 | Jamshedpur FC | - | Chennaiyin FC | 1:1 |  |
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| 9. Jornada | 20.12.2019 | Chennaiyin FC | - | Kerala Blasters | 3:1 | ||||
| 10. Jornada | 26.12.2019 | Chennaiyin FC | - | FC Goa | 3:4 |  |
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| 11. Jornada | 06.01.2020 | Odisha FC | - | Chennaiyin FC | 2:0 | ||||
| 12. Jornada | 10.01.2020 | Hyderabad FC | - | Chennaiyin FC | 1:3 | |
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| 13. Jornada | 16.01.2020 | Chennaiyin FC | - | NorthEast United FC | 2:0 | |
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| 14. Jornada | 23.01.2020 | Chennaiyin FC | - | Jamshedpur FC | 4:1 | ||||
| 15. Jornada | 01.02.2020 | Kerala Blasters | - | Chennaiyin FC | 3:6 | |
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| 16. Jornada | 09.02.2020 | Chennaiyin FC | - | Bengaluru FC | 0:0 | ||||
| 17. Jornada | 16.02.2020 | ATK | - | Chennaiyin FC | 1:3 | |
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| 18. Jornada | 21.02.2020 | Mumbai City FC | - | Chennaiyin FC | 0:1 | |
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