Stadium: Court 3 Round: 25 Ground: Clay
| UTR Pro Tennis Series Plovdiv | 2022/02/11 09:00 | Ioan Alexandru Chirita v Yanaki Milev | 6-7,2-6 |
| ITF M15 Craiova | 2022/08/18 08:40 | Nicholas David Ionel v Ioan Alexandru Chirita | 6-1,1-6,6-2 |
| ITF M15 Craiova | 2022/08/17 10:45 | Dragos N Cazacu v Ioan Alexandru Chirita | 6-7,0-6 |
| ITF M15 Craiova | 2022/08/16 09:20 | Vlad Stoica v Ioan Alexandru Chirita | 6-4,2-6,5-10 |
| ITF M15 Craiova | 2022/08/15 11:00 | Ioan Alexandru Chirita v George Lazarov | 4-6,6-3,10-5 |
| ITF M15 Curtea de Arges | 2022/08/09 06:00 | Mihai Razvan Marinescu v Ioan Alexandru Chirita | 6-3,6-1 |
| ITF M15 Curtea de Arges | 2022/08/07 11:00 | Ioan Alexandru Chirita v Alexandru Luca | 3-6,6-2,10-6 |
| ITF M25 Pitesti | 2022/08/02 06:30 | Nicholas David Ionel v Ioan Alexandru Chirita | 6-1,6-0 |
| ITF M25 Bacau | 2022/07/26 12:30 | Ioan Alexandru Chirita v Sergo Sikharulidze | 6-1,3-6,4-10 |
| ITF M15 Pescara | 2022/08/30 12:25 | Lautaro Agustin Falabella v Yanaki Milev | 6-4,6-1 |
| ITF M15 Craiova | 2022/08/18 07:00 | Yanaki Milev v Ilya Snitari | 6-7,4-6 |
| ITF M15 Craiova | 2022/08/17 08:05 | Yanaki Milev v Calin T Stirbu | 5-7,6-3,6-2 |
| ITF M15 Sofia | 2022/07/07 10:35 | Leonid Sheyngezikht v Yanaki Milev | 7-6,6-4 |
| ITF M15 Sofia | 2022/07/05 10:15 | Yanaki Milev v Cezar Cretu | 6-4,6-3 |
| ITF M15 Belgrade | 2022/06/29 12:45 | Yanaki Milev v Roko Horvat | 3-6,6-7 |
| ITF M25 Skopje | 2022/06/07 08:00 | Stefanos Sakellaridis v Yanaki Milev | 3-6,6-3,10-4 |
| ITF M25 Skopje | 2022/06/06 12:40 | Luka Ljuben Andonov v Yanaki Milev | 5-7,1-6 |