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| Date | Match | Score |
|---|---|---|
| 25.08.2025 | Milan U20 - Sassuolo U20 | 1 : 2 |
| 24.05.2025 | Sassuolo U20 - Milan U20 | 3 : 0 |
| 15.02.2025 | Milan U20 - Sassuolo U20 | 0 : 1 |
| 18.12.2024 | Sassuolo U20 - Milan U20 | 2 : 4 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Sassuolo U20 - Bologna U20 | 5 - 3 | W |
| 05.09.2026 | Cagliari U20 - Sassuolo U20 | 2 - 1 | L |
| 28.08.2026 | Parma U20 - Sassuolo U20 | 4 - 0 | L |
| 22.08.2026 | Sassuolo U20 - Fiorentina U20 | 1 - 1 | D |
| 16.05.2026 | Sassuolo U20 - Frosinone U20 | 0 - 0 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Hellas Verona U20 - Milan U20 | 2 - 0 | L |
| 06.09.2026 | Milan U20 - Juventus U20 | 2 - 0 | W |
| 30.08.2026 | Cesena U20 - Milan U20 | 1 - 1 | D |
| 24.08.2026 | Milan U20 - Torino U20 | 3 - 2 | W |
| 16.05.2026 | Milan U20 - Torino U20 | 1 - 1 | D |