Stadium: Court 6 Round: 25 Ground: Clay
| ITF M25 Jablonec Nad Nisou | 2023/05/30 09:30 | Matthew William Donald v Lukas Janousek | 6-0,6-2 |
| ITF M25 Jablonec Nad Nisou | 2023/05/28 10:30 | Matthew William Donald v Julian Peter | 6-1,6-0 |
| ITF M25 Most | 2023/05/24 09:35 | Moraing, Mats v Matthew William Donald | 6-2,6-0 |
| ITF M25 Most | 2023/05/23 08:00 | Matthew William Donald v Stepan Mruzek | 6-4,6-3 |
| ITF M25 Most | 2023/05/22 09:00 | Matthew William Donald v Wunder, Markus | 6-2,6-0 |
| ITF M25 Prague | 2023/05/18 13:30 | Maxim Mrva v Matthew William Donald | 6-2,7-5 |
| ITF M25 Prague | 2023/05/17 11:00 | Jiri Cizek v Matthew William Donald | 6-7,3-6 |
| ITF M25 Prague | 2023/05/16 10:35 | Stepan Mruzek v Matthew William Donald | 3-6,2-6 |
| ITF M25 Most | 2023/05/27 07:55 | Timo Stodder v Michael Vrbensky | 7-6,6-7,6-2 |
| ITF M25 Most | 2023/05/26 08:00 | Michael Vrbensky v Jakub Paul | 6-2,6-3 |
| ITF M25 Most | 2023/05/25 08:00 | Michael Vrbensky v Akira Santillan | 6-2,6-4 |
| ITF M25 Most | 2023/05/24 09:20 | Michael Vrbensky v Martin Krumich | 6-4,6-3 |
| ITF M25 Prague | 2023/05/19 10:30 | Michael Vrbensky v Henri Squire | 1-6,0-6 |
| ITF M25 Prague | 2023/05/18 11:35 | Michael Vrbensky v Khumoyun Sultanov | 6-7,7-6,6-2 |
| ITF M25 Prague | 2023/05/16 11:25 | Michael Vrbensky v Jakub Paul | 6-3,6-3 |
| Challenger - Prague | 2023/05/09 09:40 | Shintaro Mochizuki v Michael Vrbensky | 7-5,6-3 |