Stadium: Court 5 Round: 44 Ground: Clay
| ITF M15 Tabarka | 2019/09/11 10:15 | Nicolo Inserra v Neil Oberleitner | 2-6,6-4,3-6 |
| Challenger Cordenons | 2019/08/13 17:30 | Nicolo Inserra v Christopher O'Connell | 2-6,3-6 |
| Challenger Cordenons | 2019/08/12 08:30 | Fabien Reboul v Nicolo Inserra | 6-3,6-7,6-4 |
| ITF M25 Appiano | 2019/08/05 15:45 | Petro Orlando Fellin v Nicolo Inserra | 6-1,6-2 |
| ITF M25 Appiano | 2019/08/05 09:45 | Davide Ferrarolli v Nicolo Inserra | 1-6,4-6 |
| ITF M25 Bolzano | 2019/07/30 09:05 | Paolo Dagnino v Nicolo Inserra | 3-6,6-3,10-4 |
| ITF M25 Bolzano | 2019/07/29 15:30 | Carlo Alberto Fossati v Nicolo Inserra | 4-6,6-7 |
| ITF M25 Pontedera | 2019/07/22 13:00 | Luigi Sorrentino v Nicolo Inserra | 6-1,3-6,10-6 |
| ITF M15 Tabarka | 2019/09/15 08:00 | Ilarion Danilchenko v Hamza Ben Yaacoub | 7-5,6-1 |
| ITF M15 Tabarka | 2019/09/11 08:30 | Franco Feitt v Ilarion Danilchenko | 6-4,2-6,6-4 |
| ITF M15 Tabarka | 2019/09/03 09:00 | Marius Ruzgas v Ilarion Danilchenko | 6-4,3-6,11-9 |
| ITF M15 Tabarka | 2019/09/02 16:00 | Ilarion Danilchenko v Moritz Thiem | 7-5,3-6,10-7 |