| 3. Ronde | 28.09.2019 | Sassuolo Calcio [A-jun] | - | Atalanta [A-jun] | 0:2 | ||||
| 4. Ronde | 05.10.2019 | Cagliari Calcio [A-jun] | - | Sassuolo Calcio [A-jun] | 4:2 | ||||
| 7. Ronde | 02.11.2019 | Sassuolo Calcio [A-jun] | - | Delfino Pescara [A-jun] | 2:1 | ||||
| 8. Ronde | 09.11.2019 | SSC Napoli [A-jun] | - | Sassuolo Calcio [A-jun] | 3:4 | ||||
| 9. Ronde | 23.11.2019 | Sassuolo Calcio [A-jun] | - | Sampdoria [A-jun] | 5:1 |  |
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| 10. Ronde | 29.11.2019 | AS Roma [A-jun] | - | Sassuolo Calcio [A-jun] | 4:3 | ||||
| 11. Ronde | 07.12.2019 | Sassuolo Calcio [A-jun] | - | ACF Fiorentina [A-jun] | 0:0 |
Slowakije