Stadium: Court 15 Round: 44 Ground: Hardcourt outdoor
| Challenger Barcelona | 2018/10/12 14:00 | Roberto Carballes Baena v Alessandro Giannessi | 6-2,6-2 |
| Challenger Barcelona | 2018/10/11 09:30 | Alessandro Giannessi v Kenny de Schepper | 6-3,6-2 |
| Challenger Barcelona | 2018/10/09 11:00 | Miguel Semmler v Alessandro Giannessi | 4-6,3-6 |
| Challenger Florence | 2018/10/02 11:00 | Filip Horansky v Alessandro Giannessi | 6-2,6-0 |
| Challenger Banja Luka | 2018/09/16 11:00 | Alessandro Giannessi v Carlos Berlocq | 6-7,6-4,6-4 |
| Challenger Banja Luka | 2018/09/15 10:30 | Filippo Baldi v Alessandro Giannessi | 6-7,4-6 |
| Challenger Banja Luka | 2018/09/14 10:30 | Laurynas Grigelis v Alessandro Giannessi | 3-6,4-6 |
| Challenger Banja Luka | 2018/09/13 08:30 | Dimitar Kuzmanov v Alessandro Giannessi | 6-2,2-6,2-6 |
| Challenger Playford | 2019/01/02 23:30 | Luca Vanni v Zhe Li | 6-1,5-7,3-6 |
| Challenger Playford | 2019/01/01 23:30 | Luca Vanni v Kamil Majchrzak | 7-6,4-6,6-4 |
| Czech Extraliga | 2018/12/17 09:00 | Jiri Vesely v Luca Vanni | 4-6,6-7 |
| Czech Extraliga | 2018/12/16 09:00 | Denis Istomin v Luca Vanni | 3-6,6-7 |
| Czech Extraliga | 2018/12/14 09:00 | Luca Vanni v Szymon Walkow | 6-3,6-3 |
| Challenger Mouilleron le Captif | 2018/11/07 10:00 | Luca Vanni v Maxime Janvier | 2-6,2-6 |
| Challenger Brest | 2018/10/23 17:00 | Corentin Moutet v Luca Vanni | 3-6,6-2,6-3 |
| Challenger Orleans | 2018/09/29 15:20 | Antoine Hoang v Luca Vanni | 6-2,7-6 |