Stadium: Court 1 Round: 44 Ground: Clay
| ITF M15 Antalya | 2021/06/29 06:30 | Andrea Picchione v Menelaos Efstathiou | 6-3,4-6,7-10 |
| ITF M15 Antalya | 2021/06/28 06:25 | Andrea Picchione v Oezen Usakli | 6-0,6-1 |
| ITF M15 Antalya | 2021/06/25 07:00 | Andrea Picchione v Facundo Juarez | 3-6,2-6 |
| ITF M15 Antalya | 2021/06/24 08:20 | Andrea Picchione v Alex Barrena | 6-2,6-4 |
| ITF M15 Antalya | 2021/06/23 10:10 | Mathieu Perchicot v Andrea Picchione | 3-6,2-6 |
| ITF M15 Antalya | 2021/06/22 09:10 | Pawel Juszczak v Andrea Picchione | 3-6,4-6 |
| ITF M15 Antalya | 2021/06/21 06:55 | Daiki Yoshimura v Andrea Picchione | 1-6,6-7 |
| ITF M15 Antalya | 2021/06/20 07:00 | Dominique Graf v Andrea Picchione | 5-7,7-5,4-10 |
| ITF M15 Skopje | 2021/06/09 09:00 | Hanwen Li v Plamen Milushev | 6-4,6-7,6-4 |
| ITF M15 Skopje | 2021/06/08 07:30 | Plamen Milushev v Viktor Jovic | 6-4,7-6 |
| ITF M15 Skopje | 2021/06/07 09:30 | Plamen Milushev v Kristijan Juhas | 6-4,2-6,10-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/11 08:30 | Yurii Dzhavakian v Plamen Milushev | 3-6,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/10 12:00 | Plamen Milushev v Pierre Faivre | 6-7,6-2,6-4 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/09 10:30 | Yanaki Milev v Plamen Milushev | 6-3,6-7,2-6 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/08 09:15 | Constant De La Bassetiere v Plamen Milushev | 6-4,6-2 |
| UTR Pro Tennis Series Pazardzhik | 2021/04/07 09:30 | Gabriel Donev v Plamen Milushev | 7-5,6-3 |