| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 3/29/25 | Fiorentina U19 vs Sassuolo U19 | Viareggio Cup | 2:1 | Yes | Yes |
| 5/12/24 | Sassuolo U19 vs Fiorentina U19 | Primavera 1 - Play Offs | 3:1 | Yes | Yes |
| 12/2/23 | Fiorentina U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 0:1 | No | No |
| 4/1/23 | Fiorentina U19 vs Sassuolo U19 | Viareggio Cup | 1:3 | Yes | Yes |
| 3/4/23 | Fiorentina U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 1:1 | No | Yes |
| 9/11/22 | Sassuolo U19 vs Fiorentina U19 | Primavera 1 - Play Offs | 2:2 | Yes | Yes |
| 3/26/22 | Fiorentina U19 vs Sassuolo U19 | Viareggio Cup | 1:2 | Yes | Yes |
| 2/26/22 | Sassuolo U19 vs Fiorentina U19 | Primavera 1 - Play Offs | 3:0 | Yes | No |
| 9/27/21 | Fiorentina U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 1:0 | No | No |
| 6/16/21 | Sassuolo U19 vs Fiorentina U19 | Primavera 1 - Play Offs | 1:2 | Yes | Yes |
| 3/14/21 | Fiorentina U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 1:1 | No | Yes |
| 12/7/19 | Sassuolo U19 vs Fiorentina U19 | Primavera 1 - Play Offs | 0:0 | No | No |
| 3/1/19 | Fiorentina U19 vs Sassuolo U19 | Primavera 1 - Play Offs | 0:1 | No | No |
| 10/27/18 | Sassuolo U19 vs Fiorentina U19 | Primavera 1 - Play Offs | 1:2 | Yes | Yes |
| 9/22/18 | Sassuolo U19 vs Fiorentina U19 | Premier League | 1:3 | Yes | Yes |
| 3/23/18 | Fiorentina U19 vs Sassuolo U19 | Viareggio Cup | 3:2 | Yes | Yes |