Stadium: C Round: 45 Ground: Clay
| Challenger Ostrava Qual | 2018/04/28 08:00 | Dimitar Kuzmanov v Evan Furness | 4-6,3-6 |
| Challenger Francavilla | 2018/04/24 08:00 | Felix Auger Aliassime v Dimitar Kuzmanov | 7-5,7-6 |
| Challenger Francavilla Qual | 2018/04/23 08:00 | Dimitar Kuzmanov v Elliot Benchetrit | 7-5,7-5 |
| Challenger Francavilla Qual | 2018/04/22 08:00 | Dimitar Kuzmanov v Patrik Rikl | 6-2,6-3 |
| Challenger Francavilla Qual | 2018/04/21 08:00 | Dimitar Kuzmanov v Gianluca Di Nicola | 3-6,6-2,6-2 |
| Challenger Tunis Qual | 2018/04/14 13:00 | Ernests Gulbis v Dimitar Kuzmanov | 6-3,6-4 |
| Davis Cup | 2018/04/07 10:20 | Dimitar Kuzmanov v Lucas Catarina | 6-2,6-1 |
| Davis Cup | 2018/04/06 09:30 | Dimitar Kuzmanov v Dimitar Grabul | 6-2,6-2 |
| ITF Italy F10 | 2018/05/16 09:00 | Pietro Licciardi v Corrado Summaria | 3-6,3-6 |
| ITF Italy F10 | 2018/05/15 13:10 | Matteo Viola v Pietro Licciardi | 1-6,4-6 |
| ITF Egypt F17 | 2018/05/12 09:50 | Felipe Meligeni Rodrigues Alves v Pietro Licciardi | 6-3,6-2 |
| ITF Egypt F17 | 2018/05/11 08:00 | Kristian Lozan v Pietro Licciardi | 2-6,4-6 |
| ITF Egypt F17 | 2018/05/10 07:30 | Nicolo Turchetti v Pietro Licciardi | 2-6,4-6 |
| ITF Egypt F17 | 2018/05/09 08:00 | Iancu-Iustinian Ghinda v Pietro Licciardi | 0-6,1-6 |
| ITF Egypt F16 | 2018/05/02 12:55 | Pietro Licciardi v Nicolo Turchetti | 4-6,7-5,6-7 |
| Challenger Francavilla Qual | 2018/04/21 09:30 | Pietro Licciardi v Maximo Gonzalez | 6-7,2-6 |