Stadium: Court 6 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Setubal | 2023/09/19 15:15 | Duarte Vale v Francisco Rocha | 3-6,4-6 |
| ITF M25 Sintra | 2023/09/14 10:40 | Goncalo Oliveira v Francisco Rocha | 6-3,6-2 |
| ITF M25 Sintra | 2023/09/13 14:35 | Jake Van Emburgh v Francisco Rocha | 1-6,6-4,0-6 |
| ITF M25 Sintra | 2023/09/06 15:35 | Joao Domingues v Francisco Rocha | 6-1,7-5 |
| ITF M25 Idanha-A-Nova | 2023/08/30 10:00 | Francisco Rocha v Johannes Ingildsen | 2-6,6-2,4-6 |
| ITF M25 Idanha-A-Nova | 2023/08/22 08:00 | Francisco Rocha v Luc Fomba | 6-7,7-6,6-4 |
| ITF M25 Getxo | 2023/07/03 16:30 | Alex Martinez v Francisco Rocha | 6-1,0-6,6-2 |
| ITF M25 Bakio | 2023/06/27 12:00 | Francisco Rocha v Antonio Prat | 2-6,1-6 |
| ITF M25 Setubal | 2023/09/19 12:20 | Sascha Gueymard Wayenburg v Kalin Ivanovski | 4-6,4-6 |
| ITF M25 Sintra | 2023/09/14 09:00 | Duarte Vale v Kalin Ivanovski | 7-6,6-4 |
| ITF M25 Sintra | 2023/09/13 14:15 | Marcus Walters v Kalin Ivanovski | 4-6,6-7 |
| Challenger Cassis | 2023/09/04 11:15 | Kalin Ivanovski v Federico Gaio | 6-1,3-6,4-6 |
| Challenger Mallorca | 2023/08/30 20:05 | Joao Sousa v Kalin Ivanovski | 6-4,7-6 |
| Challenger Grodzisk Mazowiecki | 2023/08/15 13:35 | Marius Copil v Kalin Ivanovski | 6-4,1-6,6-4 |
| Challenger Banja Luka | 2023/08/08 10:30 | Clement Tabur v Kalin Ivanovski | 7-6,7-6 |
| ITF M25 Kramsach | 2023/07/30 10:00 | Gerard Campana Lee v Kalin Ivanovski | 2-6,2-6 |