Estadio: Court 2 Round: 24 Ground: Clay
| Challenger de Vicenza | 2019/06/01 13:30 | Benjamin Hassan v Filippo Baldi | 7-6,4-6,5-7 |
| Challenger de Vicenza | 2019/06/01 08:30 | Benjamin Hassan v Facundo Bagnis | 7-5,3-6,6-2 |
| Challenger de Vicenza | 2019/05/31 12:40 | Lorenzo Giustino v Benjamin Hassan | 1-6,3-6 |
| Challenger de Vicenza | 2019/05/30 16:35 | Benjamin Hassan v Stefano Napolitano | 0-6,6-3,6-3 |
| Challenger de Vicenza | 2019/05/30 10:00 | Benjamin Hassan v Facundo Arguello | 1-6,6-1,6-3 |
| Challenger de Vicenza | 2019/05/28 09:30 | Benjamin Hassan v Jacopo Berrettini | 6-4,6-7,6-3 |
| Challenger de Aix-en-Provence | 2019/05/10 11:30 | Alexey Vatutin v Benjamin Hassan | 7-5,7-6 |
| Challenger de Aix-en-Provence | 2019/05/09 13:35 | Viktor Troicki v Benjamin Hassan | 2-6,2-6 |
| Challenger de Vicenza | 2019/05/31 10:45 | Marco Bortolotti v Facundo Bagnis | 6-7,6-1,3-6 |
| Challenger de Vicenza | 2019/05/29 15:15 | Marco Bortolotti v Giulio Zeppieri | 5-7,7-5,6-2 |
| ITF M25 Jablonec Nad Nisou | 2019/05/25 10:15 | Marco Bortolotti v Jiri Lehecka | 1-6,2-6 |
| ITF M25 Jablonec Nad Nisou | 2019/05/24 08:30 | Sekou Bangoura v Marco Bortolotti | 3-6,6-1,5-7 |
| ITF M25 Jablonec Nad Nisou | 2019/05/23 09:00 | Michal Konecny v Marco Bortolotti | 4-6,2-6 |
| ITF M25 Jablonec Nad Nisou | 2019/05/21 08:00 | Marco Bortolotti v Matej Sabanov | 6-2,6-3 |
| ITF M25 Jablonec Nad Nisou | 2019/05/20 08:00 | Marco Bortolotti v Dominik Recek | 7-6,2-6,13-11 |
| ITF M25 Santa Margarita | 2019/04/23 15:50 | Mats Rosenkranz v Marco Bortolotti | 6-4,6-1 |