Stadium: Center Court Round: 28 Ground: Clay
| 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 |
| Challenger Coquimbo | 2023/05/05 18:40 | Joao Lucas Reis da Silva v Roman Andres Burruchaga | 6-2,6-4 |
| Challenger Vicenza | 2023/06/02 16:30 | Pablo Llamas Ruiz v Luca Nardi | 6-3,6-4 |
| Challenger Vicenza | 2023/05/31 15:00 | Pablo Llamas Ruiz v Stefano Travaglia | 4-6,6-1,6-2 |
| Challenger Vicenza | 2023/05/29 12:30 | Sho Shimabukuro v Pablo Llamas Ruiz | 3-6,3-6 |
| ATP Lyon | 2023/05/24 16:00 | Felix Auger Aliassime v Pablo Llamas Ruiz | 7-5,6-2 |
| ATP Lyon | 2023/05/23 09:00 | Max Purcell v Pablo Llamas Ruiz | 4-6,7-6,1-6 |
| ATP Lyon | 2023/05/21 08:30 | Pablo Llamas Ruiz v Matteo Martineau | 7-6,6-3 |
| ATP Lyon | 2023/05/20 12:00 | Pablo Llamas Ruiz v Guido Andreozzi | 2-6,6-1,6-2 |
| Challenger Prag | 2023/05/10 13:20 | Pablo Llamas Ruiz v Henri Laaksonen | 3-6,7-6,2-6 |