Stadium: Court 5 Round: 44 Ground: Clay
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/09/11 10:15 | Inserra, Nicolo v Neil Oberleitner | 2-6,6-4,3-6 |
| Cordenons, Italy | 2019/08/13 17:30 | Inserra, Nicolo v Christopher O'Connell | 2-6,3-6 |
| Cordenons, Italy | 2019/08/12 08:30 | Reboul, Fabien v Inserra, Nicolo | 6-3,6-7,6-4 |
| Appiano, Singles M-ITF-ITA-17A | 2019/08/05 15:45 | Fellin, Pietro Orlando v Inserra, Nicolo | 6-1,6-2 |
| Appiano, Singles M-ITF-ITA-17A | 2019/08/05 09:45 | Davide Ferrarolli v Inserra, Nicolo | 1-6,4-6 |
| ITF M25 Bolzano | 2019/07/30 09:05 | Dagnino, Paolo v Inserra, Nicolo | 3-6,6-3,10-4 |
| ITF M25 Bolzano | 2019/07/29 15:30 | Carlo Alberto Fossati v Inserra, Nicolo | 4-6,6-7 |
| Pontedera, Singles M-ITF-ITA-15A | 2019/07/22 13:00 | Luigi Sorrentino v Inserra, Nicolo | 6-1,3-6,10-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/09/15 08:00 | Danilchenko, Ilarion v Ben Yaacoub, Hamza | 7-5,6-1 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/09/11 08:30 | Feitt, Franco v Danilchenko, Ilarion | 6-4,2-6,6-4 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/09/03 09:00 | Ruzgas, Marius v Danilchenko, Ilarion | 6-4,3-6,11-9 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/09/02 16:00 | Danilchenko, Ilarion v Thiem, Moritz | 7-5,3-6,10-7 |