| 2. Round | 28/08/2019 | Stade Tunisien | - | CS Chebba | 0:0 | ||||
| 3. Round | 24/09/2019 | CS Chebba | - | Club Africain | 0:2 | ||||
| 4. Round | 29/09/2019 | CS Hammam-Lif | - | CS Chebba | 1:2 | ||||
| 5. Round | 23/10/2019 | US Monastir | - | CS Chebba | 2:0 | ||||
| 8. Round | 10/11/2019 | CS Chebba | - | US Tataouine | 0:0 | ||||
| 9. Round | 24/11/2019 | CA Bizertin | - | CS Chebba | 2:0 |
Libya