[10] Chennaiyin FC 2-1 Hyderabad FC [9] 2019-11-25 14:00
Stadium: Jawaharlal Nehru Stadium Round: 1
Referee: Lairenlakpam Ajit Metei Home Manager: John Gregory Away Manager: Philip Brown
Home History
| Indie - Super League | 2019/11/10 14:00 | Bengaluru v Chennaiyin FC | L | 3-0 |
| Indie - Super League | 2019/10/30 14:00 | Chennaiyin FC v ATK | L | 0-1 |
| Indie - Super League | 2019/10/27 14:00 | Chennaiyin FC v Mumbai City FC | D | 0-0 |
| Indie - Super League | 2019/10/23 14:00 | FC Goa v Chennaiyin FC | L | 3-0 |
| Indie - Durand Cup | 2019/08/16 09:30 | Chennaiyin FC v Trau FC | W | 1-0 |
| Puchar AFC | 2019/06/26 10:30 | Manang Marshyangdi Club v Chennaiyin FC | W | 2-3 |
| Puchar AFC | 2019/06/19 09:30 | Punjab FC v Chennaiyin FC | D | 1-1 |
| Puchar AFC | 2019/05/15 13:00 | Dhaka Abahani v Chennaiyin FC | L | 3-2 |
Away History
| Indie - Super League | 2019/11/06 14:00 | Hyderabad FC v Northeast United | L | 0-1 |
| Indie - Super League | 2019/11/02 14:00 | Hyderabad FC v Kerala Blasters | W | 2-1 |
| Indie - Super League | 2019/10/29 14:00 | Jamshedpur FC v Hyderabad FC | L | 3-1 |
| Indie - Super League | 2019/10/25 14:00 | ATK v Hyderabad FC | L | 5-0 |