1. Round | 24/08/2019 | Olympiakos Piraeus | - | Asteras Tripolis | 1:0 | ||||
2. Round | 01/09/2019 | Asteras Tripolis | - | AEK Athen | 2:3 | ||||
3. Round | 15/09/2019 | Xanthi FC | - | Asteras Tripolis | 2:1 | ||||
5. Round | 29/09/2019 | OFI Heraklion | - | Asteras Tripolis | 3:1 | ||||
21. Round | 27/01/2020 | Lamia | - | Asteras Tripolis | 1:1 |