[3] Chennai City FC 0-2 Real Kashmir FC [8] 2021-01-15 08:30
Stadium: Jawaharlal Nehru Stadium Round: 2
Head to Head
| India - I-League | 2019/12/26 06:30 | Real Kashmir FC v Chennai City FC | L | 2-1 |
| India - I-League | 2019/01/28 08:30 | Real Kashmir FC v Chennai City FC | L | 1-0 |
| India - I-League | 2018/12/22 14:00 | Chennai City FC v Real Kashmir FC | L | 0-1 |
Home History
| India - I-League | 2021/01/09 13:30 | Gokulam Kerala FC v Chennai City FC | W | 1-2 |
| India - I-League | 2020/03/14 11:30 | Neroca FC v Chennai City FC | D | 2-2 |
| AFC Cup | 2020/03/11 14:00 | Chennai City FC v Maziya SRC | D | 2-2 |
| India - I-League | 2020/03/05 11:30 | Mohun Bagan v Chennai City FC | D | 1-1 |
| India - I-League | 2020/02/28 11:30 | Indian Arrows v Chennai City FC | W | 0-2 |
| India - I-League | 2020/02/23 13:30 | Chennai City FC v Aizawl FC | D | 1-1 |
| India - I-League | 2020/02/16 11:30 | Trau FC v Chennai City FC | D | 0-0 |
| India - I-League | 2020/02/12 13:30 | Chennai City FC v Gokulam Kerala FC | L | 0-1 |
Away History
| India - I-League | 2021/01/10 08:30 | Real Kashmir FC v Trau FC | D | 1-1 |
| India - I-League | 2020/03/09 08:30 | Real Kashmir FC v East Bengal Club | L | 0-1 |
| India - I-League | 2020/03/04 08:30 | Real Kashmir FC v Neroca FC | W | 1-0 |
| India - I-League | 2020/02/29 08:30 | Real Kashmir FC v Aizawl FC | D | 2-2 |
| India - I-League | 2020/02/24 08:30 | Real Kashmir FC v Indian Arrows | W | 1-0 |
| India - I-League | 2020/02/19 11:30 | Churchill Brothers SC v Real Kashmir FC | L | 2-1 |
| India - I-League | 2020/02/16 08:30 | Punjab FC v Real Kashmir FC | L | 1-0 |
| India - I-League | 2020/02/08 13:30 | Gokulam Kerala FC v Real Kashmir FC | W | 0-1 |
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