Stadium: Court 1 Round: 27 Ground: Clay
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/15 08:00 | Federico Iannaccone v Gian Marco Ortenzi | 4-6,6-3,6-7 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/14 11:45 | Gian Marco Ortenzi v Gabriele Bosio | 6-3,6-2 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/13 07:00 | Speziali, Maurizio v Gian Marco Ortenzi | 5-7,5-7 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/12 07:00 | Gian Marco Ortenzi v Noah Thurner | 6-2,6-2 |
| Wetzlar, Singles Qualifying M-ITF-GER-11A | 2019/08/05 09:00 | Gian Marco Ortenzi v Tim Handel | 6-3,3-6,7-10 |
| Pontedera, Singles M-ITF-ITA-15A | 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 Héraklion | 2019/05/29 11:45 | Kobelt, Peter v Gian Marco Ortenzi | 6-3,6-2 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/15 09:20 | Heger, Tim v Bortolotti, Marco | 0-6,6-4,3-6 |
| Santa Cristina Val Gardena, Singles M-ITF-ITA-18A | 2019/08/13 13:25 | de Rossi, Marco v Bortolotti, Marco | 4-6,3-6 |
| Challenger Manerbio | 2019/08/06 08:00 | Bortolotti, Marco v Cuevas, Martin | 6-7,1-6 |
| Challenger Manerbio | 2019/08/05 08:00 | Bortolotti, Marco v Mascarini, Riccardo | 6-2,6-2 |
| Sopot, Pologne | 2019/07/29 13:50 | Bortolotti, Marco v Andrea Pellegrino | 3-6,1-6 |
| Challenger Recanati | 2019/07/01 14:30 | Andrea Vavassori v Bortolotti, Marco | 6-4,7-5 |
| Parma II, Italy | 2019/06/19 11:45 | Bortolotti, Marco v Quinzi, Gianluigi | 1-6,3-6 |
| Parma II, Italy | 2019/06/18 08:00 | Bortolotti, Marco v Maggioli, Emiliano | 6-1,2-6,6-2 |