| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 5/6/24 | Empoli U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 3:1 | Yes | Yes |
| 1/15/24 | Sassuolo U19 vs Empoli U19 | Primavera 1 - Play Offs | 4:1 | Yes | Yes |
| 4/24/23 | Empoli U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 0:2 | No | No |
| 11/5/22 | Sassuolo U19 vs Empoli U19 | Primavera 1 - Play Offs | 2:1 | Yes | Yes |
| 4/25/22 | Sassuolo U19 vs Empoli U19 | Primavera 1 - Play Offs | 3:0 | Yes | No |
| 2/23/22 | Empoli U19 vs Sassuolo U19 | Coppa Italia Primavera | 1:0 | No | No |
| 12/21/21 | Empoli U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 0:2 | No | No |
| 3/20/21 | Empoli U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 2:1 | Yes | Yes |
| 9/19/20 | Sassuolo U19 vs Empoli U19 | Primavera 1 - Play Offs | 3:2 | Yes | Yes |
| 2/22/20 | Empoli U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 1:1 | No | Yes |
| 10/21/19 | Sassuolo U19 vs Empoli U19 | Primavera 1 - Play Offs | 3:3 | Yes | Yes |
| 2/23/19 | Sassuolo U19 vs Empoli U19 | Primavera 1 - Play Offs | 1:2 | Yes | Yes |
| 10/20/18 | Empoli U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 3:3 | Yes | Yes |