| 25/03/21 09:30 | Neroca FC1 : 2Chennai City |
| 20/03/21 14:30 | Chennai City1 : 3Aizawl |
| 11/03/21 14:30 | Indian Arrows0 : 5Chennai City |
| 06/03/21 09:30 | Chennai City1 : 2Sudeva |
| 28/02/21 14:30 | Chennai City0 : 3Aizawl |
| 23/02/21 14:30 | Mohammedan2 : 1Chennai City |
| 18/02/21 14:30 | Chennai City1 : 2Churchill Brothers |
| 13/02/21 11:30 | Minerva Punjab2 : 0Chennai City |
| 09/02/21 09:30 | Neroca FC1 : 2Chennai City |
| 03/02/21 09:30 | Chennai City0 : 4Sudeva |
| 29/01/21 11:30 | Chennai City1 : 0Indian Arrows |
| 24/01/21 09:30 | TRAU FC2 : 0Chennai City |
| 15/01/21 09:30 | Chennai City0 : 2Real Kashmir FC |
| 09/01/21 14:30 | Gokulam Kerala1 : 2Chennai City |
| 14/03/20 12:30 | Neroca FC2 : 2Chennai City |
| 11/03/20 15:00 | Chennai City2 : 2Maziya S&RC |
| 05/03/20 12:30 | Mohun Bagan AC1 : 1Chennai City |
| 28/02/20 12:30 | Indian Arrows0 : 2Chennai City |
| 23/02/20 14:30 | Chennai City1 : 1Aizawl |
| 16/02/20 12:30 | TRAU FC0 : 0Chennai City |
| 12/02/20 14:30 | Chennai City0 : 1Gokulam Kerala |
| 09/02/20 14:30 | Churchill Brothers1 : 2Chennai City |
| 05/02/20 14:30 | Chennai City1 : 0Indian Arrows |
| 31/01/20 14:30 | Chennai City2 : 3Mohun Bagan AC |
| 25/01/20 14:30 | Chennai City0 : 2East Bengal |
| 14/01/20 13:30 | Chennai City0 : 1Al-Riffa |
| 09/01/20 14:45 | Gokulam Kerala2 : 3Chennai City |
| 26/12/19 07:30 | Real Kashmir FC2 : 1Chennai City |
| 21/12/19 14:30 | Chennai City2 : 2Neroca FC |
| 17/12/19 12:30 | Aizawl1 : 1Chennai City |
| 10/12/19 09:30 | Minerva Punjab3 : 1Chennai City |
| 01/12/19 14:30 | Chennai City1 : 0TRAU FC |
| 16/03/18 15:30 | Atlético de Kolkata4 : 1Chennai City |
| 02/03/18 13:00 | Chennai City2 : 1Minerva Punjab |
| 24/02/18 09:30 | East Bengal7 : 1Chennai City |
| 17/02/18 13:00 | Chennai City3 : 1Churchill Brothers |
| 11/02/18 09:30 | Chennai City0 : 0Shillong Lajong |
| 07/02/18 13:00 | Chennai City0 : 0Mohun Bagan AC |
| 03/02/18 10:30 | Chennai City1 : 1Aizawl |
| 27/01/18 13:00 | Chennai City0 : 0Indian Arrows |
| 20/01/18 13:00 | Chennai City0 : 1Gokulam Kerala |
| 13/01/18 09:30 | Aizawl2 : 0Chennai City |
| 09/01/18 15:30 | Chennai City0 : 0Neroca FC |
| 05/01/18 13:00 | Shillong Lajong0 : 0Chennai City |
| 02/01/18 15:30 | Mohun Bagan AC1 : 2Chennai City |
| 22/12/17 13:00 | Chennai City1 : 2East Bengal |
| 19/12/17 15:30 | Churchill Brothers0 : 2Chennai City |
| 15/12/17 09:30 | Neroca FC2 : 1Chennai City |
| 11/12/17 15:30 | Minerva Punjab2 : 1Chennai City |
| 04/12/17 15:30 | Gokulam Kerala1 : 1Chennai City |