Stadium: Court 1 Round: 14 Ground: Clay
| Challenger Vicenza | 2023/06/03 12:00 | Roman Andres Burruchaga v Pablo Llamas Ruiz | 3-6,0-6 |
| Challenger Vicenza | 2023/06/02 11:15 | Roman Andres Burruchaga v Nino Serdarusic | 6-3,6-3 |
| Challenger Vicenza | 2023/06/01 10:00 | Roman Andres Burruchaga v Mariano Navone | 6-4,6-7,7-6 |
| Challenger Vicenza | 2023/05/30 11:20 | Franco Agamenone v Roman Andres Burruchaga | 6-7,2-6 |
| Challenger Vicenza | 2023/05/29 08:30 | Roman Andres Burruchaga v Edoardo Lavagno | 1-6,6-1,7-5 |
| Challenger Vicenza | 2023/05/28 08:30 | Roman Andres Burruchaga v Ugo Blanchet | 7-5,6-2 |
| Challenger Skopje | 2023/05/24 11:05 | Alexander Weis v Roman Andres Burruchaga | 6-4,6-0 |
| Challenger Skopje | 2023/05/23 12:30 | Karol Drzewiecki v Roman Andres Burruchaga | 5-7,0-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/31 11:50 | Daniel Siniakov v Stuart Parker | 0-6,2-6 |
| ITF M25 Most | 2023/05/24 12:00 | Patrik Rikl v Daniel Siniakov | 6-3,4-6,6-3 |
| ITF M25 Most | 2023/05/23 09:20 | Daniel Siniakov v Samuel Puskar | 6-0,6-3 |
| ITF M25 Most | 2023/05/22 10:30 | Daniel Siniakov v Nicolo Toffanin | 6-0,6-2 |
| ITF M25 Prague | 2023/05/15 10:30 | Daniel Siniakov v Stepan Mruzek | 7-6,4-6,9-11 |
| ITF M25 Prague | 2023/05/14 11:00 | Daniel Siniakov v Martin Machala | 6-3,6-0 |
| ITF M25 Trnava | 2023/03/28 08:00 | Daniel Siniakov v Mikolaj Lis | 4-6,6-2,8-10 |
| ITF M15 Trnava | 2022/12/08 11:05 | Stefanos Sakellaridis v Daniel Siniakov | 0-6,6-3,6-2 |