Stadium: Dunlop Arena Round: 24 Ground: Clay
| Parma II, Italy | 2019/06/17 08:00 | Bortolotti, Marco v Verbeek, Sem | 6-2,6-0 |
| Challenger - Prostejov | 2019/06/03 11:50 | Benjamin Hassan v Bortolotti, Marco | 6-7,6-0,6-2 |
| Challenger - Vicence | 2019/05/31 10:45 | Bortolotti, Marco v Facundo Bagnis | 6-7,6-1,3-6 |
| Challenger - Vicence | 2019/05/29 15:15 | Bortolotti, Marco v Giulio Zeppieri | 5-7,7-5,6-2 |
| ITF M25 Jablonec Nad Nisou | 2019/05/25 10:15 | Bortolotti, Marco v Jiri Lehecka | 1-6,2-6 |
| ITF M25 Jablonec Nad Nisou | 2019/05/24 08:30 | Bangoura, Sekou v Bortolotti, Marco | 3-6,6-1,5-7 |
| ITF M25 Jablonec Nad Nisou | 2019/05/23 09:00 | Konecny, Michal v Bortolotti, Marco | 4-6,2-6 |
| ITF M25 Jablonec Nad Nisou | 2019/05/21 08:00 | Bortolotti, Marco v Sabanov, Matej | 6-2,6-3 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/07 09:00 | Maggioli, Emiliano v Nikolas Sanchez Izquierdo | 4-6,3-6 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/06 11:10 | Maggioli, Emiliano v Dhoe, Benjamin | 6-1,6-4 |
| Tabarka, Singles Qualifying M-ITF-TUN-41A | 2019/06/05 11:20 | Maggioli, Emiliano v Jotovski, Tomislav | 6-1,7-6 |
| Reggio Emilia, Singles Qualifying M-ITF-ITA-11A | 2019/05/31 15:30 | Andrea Bolla v Maggioli, Emiliano | 6-2,6-2 |
| Reggio Emilia, Singles Qualifying M-ITF-ITA-11A | 2019/05/31 07:30 | Di Nicola, Gianluca v Maggioli, Emiliano | 6-7,6-4,7-10 |
| Casale Monferrato, Singles M-ITF-ITA-09A | 2019/05/16 10:00 | Maggioli, Emiliano v Francesco Forti | 6-4,6-7,4-6 |
| Casale Monferrato, Singles M-ITF-ITA-09A | 2019/05/14 12:35 | Martniez, Mateo Nicolas v Maggioli, Emiliano | 3-6,3-6 |
| Challenger - Rome | 2019/05/07 09:15 | Maggioli, Emiliano v Kirill Kivattsev | 2-6,3-6 |