2. Round | 03/10/2018 | Delhi Dynamos FC | - | FC Pune City | 1:1 | ||||
2. Round | 19/10/2018 | Mumbai City FC | - | FC Pune City | 2:0 | ||||
2. Round | 22/10/2018 | FC Pune City | - | Bengaluru FC | 0:3 | ||||
3. Round | 06/11/2018 | FC Pune City | - | Chennaiyin FC | 2:4 | ||||
3. Round | 10/11/2018 | ATK | - | FC Pune City | 1:0 | ||||
3. Round | 30/11/2018 | Bengaluru FC | - | FC Pune City | 2:1 | ||||
4. Round | 07/12/2018 | Kerala Blasters | - | FC Pune City | 0:1 | ||||
4. Round | 11/12/2018 | FC Pune City | - | FC Goa | 2:0 | ||||
6. Round | 02/02/2019 | Chennaiyin FC | - | FC Pune City | 1:2 | ||||
6. Round | 10/02/2019 | FC Pune City | - | ATK | 2:2 | ||||
6. Round | 16/02/2019 | Jamshedpur FC | - | FC Pune City | 1:4 | ||||
6. Round | 20/02/2019 | NorthEast United FC | - | FC Pune City | 1:1 | ||||
6. Round | 24/02/2019 | FC Pune City | - | Delhi Dynamos FC | 1:3 |