Stadium: Court 6 Round: 25 Ground: Clay
| 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 M25 Cuneo | 2019/07/01 10:55 | Marco Corino v Nicolo Inserra | 7-5,6-7,10-8 |
| ITF M25 Gyor | 2019/08/26 08:00 | Goran Radanovic v Neil Oberleitner | 6-1,1-6,10-5 |
| ITF M25 Schlieren | 2019/08/19 14:30 | Mischa Lanz v Neil Oberleitner | 6-2,6-0 |
| ITF M25 Schlieren | 2019/08/19 10:00 | Kevin Portmann v Neil Oberleitner | 1-6,0-6 |
| ITF M15 Baja | 2019/08/14 15:05 | Neil Oberleitner v Tomas Liska | 2-6,0-6 |
| ITF M15 Novi Sad | 2019/07/29 08:00 | Dusan Obradovic v Neil Oberleitner | 6-3,2-6,10-8 |
| ITF M15 Wels | 2019/07/22 07:30 | Sven Lah v Neil Oberleitner | 6-1,6-3 |
| ITF M15 Balatonalmadi | 2019/06/19 16:50 | Neil Oberleitner v Pavel Nejedly | 6-3,1-6,0-6 |
| ITF M15 Balatonalmadi | 2019/06/18 10:05 | Gibril Diarra v Neil Oberleitner | 3-6,6-7 |