1. Round | 22/10/2019 | Jamshedpur FC | - | Odisha FC | 2:1 | ||||
2. Round | 29/10/2019 | Jamshedpur FC | - | Hyderabad FC | 3:1 | ||||
3. Round | 03/11/2019 | Jamshedpur FC | - | Bengaluru FC | 0:0 | ||||
4. Round | 09/11/2019 | ATK | - | Jamshedpur FC | 3:1 | ||||
5. Round | 26/11/2019 | FC Goa | - | Jamshedpur FC | 0:1 | ||||
6. Round | 02/12/2019 | Jamshedpur FC | - | NorthEast United FC | 1:1 | ||||
7. Round | 09/12/2019 | Jamshedpur FC | - | Chennaiyin FC | 1:1 | ||||
8. Round | 13/12/2019 | Kerala Blasters | - | Jamshedpur FC | 2:2 | ||||
9. Round | 19/12/2019 | Jamshedpur FC | - | Mumbai City FC | 1:2 | ||||
10. Round | 27/12/2019 | Odisha FC | - | Jamshedpur FC | 2:1 |