Stadium: Sparkassen Court Round: 25 Ground: Clay
| Challenger Cali | 2023/06/20 16:00 | Alex Rybakov v Orlando Luz | 4-6,6-7 |
| Challenger Palmas del Mar | 2023/06/15 16:00 | Gustavo Heide v Alex Rybakov | 6-3,6-4 |
| Challenger Palmas del Mar | 2023/06/13 22:25 | Alex Rybakov v Nicolas Moreno De Alboran | 7-6,6-3 |
| Challenger Palmas del Mar | 2023/06/12 17:40 | Evan Zhu v Alex Rybakov | 7-6,4-6,6-3 |
| Challenger Palmas del Mar | 2023/06/11 17:05 | Alfredo Perez v Alex Rybakov | 7-5,1-6,2-6 |
| ITF M25 Most | 2023/05/24 10:45 | Hynek Barton v Alex Rybakov | 6-3,6-3 |
| ITF M25 Prague | 2023/05/17 09:25 | Petr Nouza v Alex Rybakov | 6-4,6-3 |
| Challenger Prague | 2023/05/08 09:00 | Guido Andreozzi v Alex Rybakov | 6-3,6-3 |
| ITF M25 Marburg | 2023/07/04 08:00 | Jonas P Hartenstein v Martin Benes | 3-6,6-3,10-7 |
| ITF M25 Risskov/Aarhus | 2023/06/15 11:55 | Max Houkes v Jonas P Hartenstein | 6-7,6-4,6-3 |
| ITF M25 Risskov/Aarhus | 2023/06/14 10:40 | Olle Wallin v Jonas P Hartenstein | 2-6,4-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/30 10:15 | Peter Goldsteiner v Jonas P Hartenstein | 7-5,7-5 |
| ITF M25 Jablonec Nad Nisou | 2023/05/29 09:00 | Patrik Oplustil v Jonas P Hartenstein | 3-6,0-6 |
| ITF M25 Jablonec Nad Nisou | 2023/05/28 13:00 | Mikolaj Lis v Jonas P Hartenstein | 1-6,2-6 |
| ITF M25 Prague | 2023/05/15 10:45 | Tommy Czaplinski v Jonas P Hartenstein | 2-6,1-6 |
| ITF M15 Orange Park | 2023/05/02 14:00 | Jonas P Hartenstein v Jelani Sarr | 4-6,7-5,2-10 |