Stadium: Court 2 Round: 27 Ground: Clay
| Challenger Ostrava | 2019/04/29 08:00 | Enrico Dalla Valle v Julian Ocleppo | 6-2,6-2 |
| ITF M25 Santa Margherita | 2019/10/03 14:00 | Julian Ocleppo v Luca Nardi | 6-1,7-6 |
| ITF M25 Santa Margherita | 2019/10/02 18:55 | Julian Ocleppo v Francesco Maestrelli | 6-3,6-2 |
| ITF M25 Shrewsbury | 2019/09/28 13:00 | Jack Draper v Julian Ocleppo | 6-4,6-0 |
| ITF M25 Shrewsbury | 2019/09/27 10:00 | Luke Johnson v Julian Ocleppo | 6-7,6-3,3-6 |
| ITF M25 Shrewsbury | 2019/09/26 11:55 | Simon Carr v Julian Ocleppo | 1-6,6-1,3-6 |
| ITF M25 Shrewsbury | 2019/09/25 09:30 | Neil Pauffley v Julian Ocleppo | 5-7,5-7 |
| ITF M25 Shrewsbury | 2019/09/24 09:00 | David Fox v Julian Ocleppo | 3-6,3-6 |
| Challenger Glasgow | 2019/09/17 10:30 | Malek Jaziri v Julian Ocleppo | 7-6,6-3 |
| ITF M25 Santa Margherita | 2019/10/03 13:25 | Giovanni Fonio v Enrico Dalla Valle | 6-4,3-6,4-6 |
| ITF M25 Santa Margherita | 2019/10/02 15:30 | Davide Pontoglio v Enrico Dalla Valle | 6-2,4-6,3-6 |
| Challenger Florence | 2019/09/26 08:30 | Enrico Dalla Valle v Pedro Sousa | 5-7,6-4,4-6 |
| Challenger Florence | 2019/09/24 12:20 | Blaz Kavcic v Enrico Dalla Valle | 1-6,3-6 |
| Challenger Biella | 2019/09/16 14:10 | Jeremy Jahn v Enrico Dalla Valle | 6-3,6-4 |
| Challenger Szczecin | 2019/09/10 17:25 | Enrico Dalla Valle v Pavel Nejedly | 1-6,6-3,3-6 |
| ITF M25 Trieste | 2019/09/04 16:45 | Tomas Barrios Vera v Enrico Dalla Valle | 6-2,6-2 |
| ITF M25 Trieste | 2019/09/03 15:50 | Gianmarco Ferrari v Enrico Dalla Valle | 7-6,4-6,5-7 |