Estadio: Court 1 Round: 27 Ground: Clay
| ITF M15 Santa Cristina | 2019/08/15 08:00 | Federico Iannaccone v Gian Marco Ortenzi | 4-6,6-3,6-7 |
| ITF M15 Santa Cristina | 2019/08/14 11:45 | Gian Marco Ortenzi v Gabriele Bosio | 6-3,6-2 |
| ITF M15 Santa Cristina | 2019/08/13 07:00 | Maurizio Speziali v Gian Marco Ortenzi | 5-7,5-7 |
| ITF M15 Santa Cristina | 2019/08/12 07:00 | Gian Marco Ortenzi v Noah Thurner | 6-2,6-2 |
| ITF M15 Wetzlar | 2019/08/05 09:00 | Gian Marco Ortenzi v Tim Handel | 6-3,3-6,7-10 |
| ITF M25 Pontedera | 2019/07/22 13:00 | Marco Miceli v Gian Marco Ortenzi | 6-2,6-4 |
| ITF M15 Gubbio | 2019/07/16 08:00 | Giuseppe Tresca v Gian Marco Ortenzi | 6-0,6-4 |
| ITF M15 Heraklion | 2019/05/29 11:45 | Peter Kobelt v Gian Marco Ortenzi | 6-3,6-2 |
| ITF M15 Santa Cristina | 2019/08/15 09:20 | Tim Heger v Marco Bortolotti | 0-6,6-4,3-6 |
| ITF M15 Santa Cristina | 2019/08/13 13:25 | Marco De Rossi v Marco Bortolotti | 4-6,3-6 |
| Challenger Manerbio | 2019/08/06 08:00 | Marco Bortolotti v Martin Cuevas | 6-7,1-6 |
| Challenger Manerbio | 2019/08/05 08:00 | Marco Bortolotti v Riccardo Mascarini | 6-2,6-2 |
| Challenger de Sopot | 2019/07/29 13:50 | Marco Bortolotti v Andrea Pellegrino | 3-6,1-6 |
| Challenger de Recanati | 2019/07/01 14:30 | Andrea Vavassori v Marco Bortolotti | 6-4,7-5 |
| Challenger de Parma | 2019/06/19 11:45 | Marco Bortolotti v Gianluigi Quinzi | 1-6,3-6 |
| Challenger de Parma | 2019/06/18 08:00 | Marco Bortolotti v Emiliano Maggioli | 6-1,2-6,6-2 |