Head to Head
| India I-League | 2019/01/04 11:30 | Chennai City FC v Gokulam Kerala FC | L | 3-2 |
| India I-League | 2018/11/04 11:30 | Gokulam Kerala FC v Chennai City FC | L | 2-3 |
| India I-League | 2018/01/20 12:00 | Chennai City FC v Gokulam Kerala FC | W | 0-1 |
| India I-League | 2017/12/04 14:30 | Gokulam Kerala FC v Chennai City FC | D | 1-1 |
Home History
| World Club Friendlies | 2019/10/24 13:00 | Gokulam Kerala FC v Terengganu | D | 0-0 |
| World Club Friendlies | 2019/10/22 13:00 | Bashundhara Kings v Gokulam Kerala FC | W | 1-3 |
| India Kerala Premier League | 2019/05/18 10:31 | Gokulam Kerala FC v Indian Navy | D | 1-1 |
| India Kerala Premier League | 2019/05/12 10:30 | Gokulam Kerala FC v Kerala Blasters II | D | 0-0 |
| India Kerala Premier League | 2019/04/06 10:34 | FC Kerala v Gokulam Kerala FC | W | 1-2 |
| India Kerala Premier League | 2019/03/27 10:30 | Golden Threads FC v Gokulam Kerala FC | W | 1-3 |
| India Kerala Premier League | 2019/03/20 10:30 | Gokulam Kerala FC v FC Kerala | W | 2-1 |
| India I-League | 2019/03/09 11:30 | Gokulam Kerala FC v East Bengal Club | L | 1-2 |
Away History
| World Club Friendlies | 2019/10/24 10:00 | Bashundhara Kings v Chennai City FC | L | 3-2 |
| World Club Friendlies | 2019/10/22 10:00 | Chennai City FC v Terengganu | L | 3-5 |
| India Durand Cup | 2019/08/18 09:00 | Chennai City FC v Army Green | W | 2-1 |
| India Super Cup | 2019/04/09 15:00 | Chennai City FC v FC Goa | L | 0-3 |
| India Super Cup | 2019/04/04 15:00 | Bengaluru v Chennai City FC | W | 1-2 |
| India Super Cup | 2019/03/31 15:00 | Pune City v Chennai City FC | W | 2-4 |
| India I-League | 2019/03/09 11:30 | Chennai City FC v Punjab FC | W | 3-1 |
| India I-League | 2019/03/01 11:30 | Churchill Brothers SC v Chennai City FC | L | 3-2 |