Stadium: Court 3 Round: 24 Ground: Hardcourt indoor
| Challenger San Benedetto | 2019/07/19 20:30 | Roberto Marcora v Federico Gaio | 2-6,4-6 |
| Challenger San Benedetto | 2019/07/18 13:40 | Roberto Marcora v Andrea Pellegrino | 7-6,6-4 |
| Challenger San Benedetto | 2019/07/17 15:30 | Roberto Marcora v Andrea Collarini | 6-4,6-4 |
| Challenger Perugia | 2019/07/09 14:30 | Gianluigi Quinzi v Roberto Marcora | 6-7,6-3,6-3 |
| Challenger Recanati | 2019/07/07 19:00 | Roberto Marcora v Egor Gerasimov | 2-6,5-7 |
| Challenger Recanati | 2019/07/06 17:00 | Roberto Marcora v Mats Moraing | 4-6,7-5,7-6 |
| Challenger Recanati | 2019/07/05 15:00 | Roberto Marcora v Jurij Rodionov | 7-5,6-7,7-6 |
| Challenger Recanati | 2019/07/04 19:20 | Matthias Bachinger v Roberto Marcora | 7-6,3-6,4-6 |
| Challenger Nur-Sultan | 2019/07/19 05:00 | Matteo Viola v Sebastian Korda | 4-6,5-7 |
| Challenger Nur-Sultan | 2019/07/18 05:00 | Aleksandr Nedovyesov v Matteo Viola | 6-7,4-6 |
| Challenger Nur-Sultan | 2019/07/17 09:40 | Sidharth Rawat v Matteo Viola | 1-6,6-2,1-6 |
| Challenger Recanati | 2019/07/04 08:00 | Ramkumar Ramanathan v Matteo Viola | 6-4,6-1 |
| Challenger Recanati | 2019/07/03 08:00 | Matteo Viola v Ilya Ivashka | 6-4,5-7,6-4 |
| Challenger Recanati | 2019/07/01 17:15 | Matteo Viola v Emiliano Maggioli | 6-3,7-6 |
| ATP Stuttgart | 2019/06/09 11:05 | Matteo Viola v Alexei Popyrin | 3-6,5-7 |
| Challenger Vicenza | 2019/05/30 07:30 | Matteo Viola v Mats Moraing | 4-6,1-6 |