Stadium: TC Parma Round: 64 Ground: Hardcourt indoor
| Challenger Marbella | 2020/10/24 14:25 | Dimitar Kuzmanov v Riccardo Bonadio | 5-7,1-6 |
| Challenger Lisbon | 2020/10/16 12:30 | Dimitar Kuzmanov v Alessandro Giannessi | 4-6,3-6 |
| Challenger Lisbon | 2020/10/14 09:00 | Benjamin Bonzi v Dimitar Kuzmanov | 5-7,2-6 |
| Challenger Lisbon | 2020/10/12 11:10 | Frederico Ferreira Silva v Dimitar Kuzmanov | 5-7,3-6 |
| Challenger Lisbon | 2020/10/10 14:30 | Dimitar Kuzmanov v Stefano Napolitano | 6-2,4-6,6-1 |
| Challenger Split | 2020/09/26 14:00 | Orlando Luz v Dimitar Kuzmanov | 6-2,6-4 |
| ITF M25 Klosters | 2020/09/16 11:00 | Holger Rune v Dimitar Kuzmanov | 2-6,6-1,6-1 |
| ITF M25 Poznan | 2020/08/30 08:50 | Kacper Zuk v Dimitar Kuzmanov | 7-6,6-1 |
| Italian National Tour | 2020/07/01 16:25 | Raul Brancaccio v Luca Vanni | 7-6,6-2 |
| Italian National Tour | 2020/06/30 10:45 | Luca Vanni v Giovanni Fonio | 6-4,6-4 |
| Challenger Bergamo | 2020/02/20 14:15 | Enzo Couacaud v Luca Vanni | 6-3,6-2 |
| Challenger Bergamo | 2020/02/18 13:50 | Luca Vanni v Tristan Lamasine | 6-3,6-4 |
| Challenger Bergamo | 2020/02/17 14:20 | Fabrizio Ornago v Luca Vanni | 1-6,2-6 |
| Challenger Cherbourg | 2020/02/09 11:35 | Mirza Basic v Luca Vanni | 6-3,6-4 |
| Challenger Quimper | 2020/01/28 10:35 | Roberto Ortega-Olmedo v Luca Vanni | 7-6,6-1 |
| Challenger Quimper | 2020/01/27 10:45 | Dan Added v Luca Vanni | 4-6,6-3,6-7 |