1. Round | 23/10/2019 | FC Goa | - | Chennaiyin FC | 3:0 | ||||
2. Round | 27/10/2019 | Chennaiyin FC | - | Mumbai City FC | 0:0 | ||||
5. Round | 25/11/2019 | Chennaiyin FC | - | Hyderabad FC | 2:1 | ||||
6. Round | 28/11/2019 | Chennaiyin FC | - | Odisha FC | 2:2 | ||||
7. Round | 09/12/2019 | Jamshedpur FC | - | Chennaiyin FC | 1:1 | ||||
10. Round | 26/12/2019 | Chennaiyin FC | - | FC Goa | 3:4 | ||||
12. Round | 10/01/2020 | Hyderabad FC | - | Chennaiyin FC | 1:3 | ||||
14. Round | 23/01/2020 | Chennaiyin FC | - | Jamshedpur FC | 4:1 | ||||
15. Round | 01/02/2020 | Kerala Blasters | - | Chennaiyin FC | 3:6 | ||||
16. Round | 09/02/2020 | Chennaiyin FC | - | Bengaluru FC | 0:0 | ||||
8. Round | 25/02/2020 | NorthEast United FC | - | Chennaiyin FC | 2:2 |