Stadium: Court 2 Round: 25 Ground: Clay
| Challenger - Barcelone | 2019/10/01 09:25 | Granollers, Gerard v Nedelko, Ivan | 6-3,3-6,2-6 |
| ITF - M15 Antalya | 2019/09/27 09:30 | Nedelko, Ivan v Luka Pavlovic | 6-3,0-6,4-6 |
| ITF - M15 Antalya | 2019/09/26 12:30 | Nedelko, Ivan v Urbanija, Mike | 6-1,6-4 |
| ITF - M15 Antalya | 2019/09/22 07:30 | Nedelko, Ivan v Michael Vrbensky | 3-6,6-4,6-4 |
| ITF - M15 Antalya | 2019/09/21 07:30 | Nedelko, Ivan v Kacper Zuk | 7-6,3-6,6-3 |
| ITF - M15 Antalya | 2019/09/20 08:40 | Nedelko, Ivan v Urbanija, Mike | 6-0,6-4 |
| ITF - M15 Antalya | 2019/09/19 09:20 | Nedelko, Ivan v Hellfritsch, Lucas | 7-5,7-5 |
| ITF - M15 Antalya | 2019/09/18 07:00 | Nedelko, Ivan v Andrea Fiorentini | 6-1,6-2 |
| Florence, Italy | 2019/09/26 14:05 | Kohlschreiber, Philipp v Alessandro Giannessi | 4-6,6-4,6-3 |
| Florence, Italy | 2019/09/25 13:55 | Okala, Jules v Alessandro Giannessi | 3-6,0-6 |
| Challenger Biella | 2019/09/20 12:50 | Alejandro Davidovich Fokina v Alessandro Giannessi | 6-2,6-1 |
| Challenger Biella | 2019/09/19 14:10 | Marco Trungelliti v Alessandro Giannessi | 6-7,1-6 |
| Challenger Biella | 2019/09/17 10:10 | Dambrosi, Giacomo v Alessandro Giannessi | 4-6,4-6 |
| Challenger Szczecin | 2019/09/11 11:10 | Pawel Juszczak v Alessandro Giannessi | 6-2,6-0 |
| Challenger Como | 2019/08/31 12:10 | Facundo Mena v Alessandro Giannessi | 6-2,1-6,6-2 |
| Challenger Como | 2019/08/30 13:20 | Alessandro Giannessi v Dmitry Popko | 7-6,4-6,6-4 |