Stadium: Court 5 Round: 27 Ground: Clay
| ITF - M25 Santa Margherita | 2019/09/26 14:10 | Louis Wessels v Alessandro Ingarao | 6-7,6-1,6-3 |
| ITF - M25 Santa Margherita | 2019/09/24 13:15 | Louis Wessels v Borroni, Andrea | 6-4,6-1 |
| Challenger Szczecin | 2019/09/10 16:15 | Kolasinski, Filip v Louis Wessels | 6-3,7-5 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/08 09:30 | Louis Wessels v Santanna, B. | 5-7,4-6 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/07 09:30 | Clezar, Guilherme v Louis Wessels | 6-1,3-6,3-6 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/05 13:50 | Louis Wessels v Guy Orly Iradukunda | 6-3,6-1 |
| La Marsa, Singles M-ITF-TUN-37A | 2019/09/05 10:30 | Louis Wessels v Moez Echargui | 6-3,6-3 |
| Horgen, Singles Qualifying M-ITF-SUI-03A | 2019/09/01 11:20 | Louis Wessels v Gonzalez, Alejandro | 6-2,6-0 |
| ITF - M25 Santa Margherita | 2019/09/26 17:30 | Turchetti, Nicolo v Jacopo Berrettini | 6-3,1-6,4-6 |
| ITF - M25 Santa Margherita | 2019/09/24 13:05 | Andrea Guerrieri v Jacopo Berrettini | 6-2,6-7,3-6 |
| ITF - M25 Santa Margherita | 2019/09/19 12:00 | Matteo Gigante v Jacopo Berrettini | 6-2,7-5 |
| ITF - M25 Santa Margherita | 2019/09/18 17:25 | Fellin, Pietro Orlando v Jacopo Berrettini | 3-6,4-6 |
| Challenger Banja Luka | 2019/09/09 12:45 | Kalenichenko, Danylo v Jacopo Berrettini | 6-3,6-1 |
| Trieste, Singles M-ITF-ITA-20A | 2019/09/03 11:00 | Jacopo Berrettini v Lindell, Christian | 2-6,4-6 |
| ITF M25 Poznan | 2019/08/22 09:00 | Jacopo Berrettini v Camilo Ugo Carabelli | 1-6,1-6 |
| ITF M25 Poznan | 2019/08/21 10:00 | Jacopo Berrettini v Szmyrgala, Mikolaj | 6-4,7-6 |