Stadium: Court 2 Round: 14 Ground: Clay
| Challenger Cordenons | 2023/08/10 12:00 | Blaz Rola v Matteo Gigante | 5-7,2-6 |
| Challenger Cordenons | 2023/08/08 08:00 | Carlos Taberner v Blaz Rola | 6-2,1-6,4-6 |
| Challenger Trieste | 2023/07/16 16:15 | Blaz Rola v Kirill Kivattsev | 6-4,4-6,4-6 |
| Challenger Salzburg | 2023/07/15 11:00 | Blaz Rola v Lukas Neumayer | 4-6,6-3,5-7 |
| Challenger Salzburg | 2023/07/14 10:30 | Blaz Rola v Filip Misolic | 6-3,6-3 |
| Challenger Salzburg | 2023/07/13 09:30 | Blaz Rola v Vit Kopriva | 6-3,1-6,6-3 |
| Challenger Salzburg | 2023/07/11 13:15 | Roberto Carballes Baena v Blaz Rola | 6-7,1-6 |
| Challenger Salzburg | 2023/07/10 10:30 | Guido Andreozzi v Blaz Rola | 6-3,4-6,4-6 |
| Challenger Prague | 2023/08/20 13:20 | Federico Agustin Gomez v Oleg Prihodko | 6-4,4-6,6-4 |
| Challenger Banja Luka | 2023/08/07 09:30 | Marko Topo v Oleg Prihodko | 6-7,6-2,6-4 |
| Challenger Liberec | 2023/07/30 10:50 | Toby Alex Kodat v Oleg Prihodko | 6-4,6-4 |
| ITF M25 Bacau | 2023/07/28 07:00 | Hernan Casanova v Oleg Prihodko | 3-6,6-3,7-6 |
| ITF M25 Bacau | 2023/07/27 09:45 | Valentin Vanta v Oleg Prihodko | 3-6,6-2,2-6 |
| ITF M25 Bacau | 2023/07/26 14:40 | Ioan A Teglas v Oleg Prihodko | 6-4,2-6,0-6 |
| Challenger Amersfoort | 2023/07/16 13:05 | Alex M Pujolras v Oleg Prihodko | 6-4,7-6 |
| UTR Pro Olomouc | 2023/07/09 08:38 | Oleg Prihodko v Dominik Suc | 6-1,0-0 |