Stadium: Court 5 Round: 62 Ground: Clay
| ITF M25 Palmanova | 2023/03/20 14:00 | Jaime Caldes v Freddy Humphries | 6-3,6-0 |
| ITF M15 Sharm El Sheikh | 2023/02/15 13:55 | Simone Roncalli v Jaime Caldes | 6-2,7-5 |
| ITF M15 Sharm El Sheikh | 2023/02/14 09:30 | Jaime Caldes v Petr Bar Biryukov | 7-6,7-6 |
| ITF M15 Sharm El Sheikh | 2023/02/13 10:00 | Alexandros Skorilas v Jaime Caldes | 6-7,2-6 |
| ITF M15 Sharm El Sheikh | 2023/02/06 08:00 | Nathan Seateun v Jaime Caldes | 6-2,6-3 |
| ITF M15 Sharm El Sheikh | 2023/02/02 08:00 | Daniele Capecchi v Jaime Caldes | 6-1,3-6,6-2 |
| ITF M15 Sharm El Sheikh | 2023/02/01 09:30 | Timur Maulenov v Jaime Caldes | 1-6,2-6 |
| ITF M15 Sharm El Sheikh | 2023/01/31 09:45 | Jaime Caldes v Sergei Pogosian | 6-2,6-4 |
| ITF M25 Palmanova | 2023/03/20 14:00 | Darius Florin Pop v Carlo Venturini | 6-4,6-1 |
| ITF M25 Palmanova | 2023/03/20 08:00 | Darius Florin Pop v Steffan Van Weldam | 2-6,6-1,10-5 |
| ITF M25 Palmanova | 2023/03/13 08:00 | Bruno P Navarro v Darius Florin Pop | 6-1,6-0 |
| ITF M25 Palmanova | 2023/03/12 12:00 | Samuel M Arjona v Darius Florin Pop | 0-6,2-6 |
| ITF M25 Manacor | 2023/01/23 13:00 | Daniel L Salmeron v Darius Florin Pop | 6-4,7-5 |
| ITF M25 Manacor | 2023/01/22 12:00 | Darius Florin Pop v Kiyan Santino Kasemi | 6-3,6-3 |
| ITF M25 Manacor | 2023/01/15 14:00 | Florian Broska v Darius Florin Pop | 6-2,6-2 |
| ITF M25 Manacor | 2023/01/09 14:30 | Darius Florin Pop v Thijmen Loof | 2-6,2-6 |