Stadium: Centre Court Round: 19 Ground: Clay
| Challenger Prague | 2023/08/20 11:35 | Daniel Cukierman v Jakub Filip | 3-6,3-6 |
| ITF M25 Prague | 2023/05/14 12:30 | Michael Agwi v Jakub Filip | 6-1,6-2 |
| Challenger Prague Qual | 2023/05/07 14:50 | Jakub Filip v Timo Stodder | 6-3,4-6,4-6 |
| ITF M15 Metzingen | 2022/07/17 13:00 | Jakub Filip v Max Wiskandt | 6-3,3-6,10-12 |
| ITF M25 Jablonec Nad Nisou | 2022/05/25 08:00 | Jakub Filip v Michael Vrbensky | 5-7,1-6 |
| ITF M25 Jablonec Nad Nisou | 2022/05/24 10:00 | Roman Postolka v Jakub Filip | 6-7,6-3,3-10 |
| ITF M25 Jablonec Nad Nisou | 2022/05/23 09:30 | Jakub Filip v Stepan Pecak | 6-2,6-4 |
| Challenger Prague | 2023/08/20 13:10 | Jiri Barnat v Kirill Kivattsev | 4-6,1-6 |
| Challenger Banja Luka | 2023/08/07 14:00 | Kirill Kivattsev v Mirza Basic | 6-7,4-6 |
| Challenger Banja Luka | 2023/08/07 10:45 | Kirill Kivattsev v Mark Whitehouse | 6-3,6-4 |
| Challenger Liberec | 2023/08/01 12:00 | Kirill Kivattsev v Dino Prizmic | 5-7,4-6 |
| Challenger Liberec | 2023/07/31 08:00 | Kirill Kivattsev v Matthew Dellavedova | 6-4,6-2 |
| Challenger Liberec | 2023/07/30 08:00 | Kirill Kivattsev v Oscar Jose Gutierrez | 6-2,6-4 |
| Challenger Zug | 2023/07/23 11:50 | Kirill Kivattsev v Michael Vrbensky | 2-6,2-6 |
| Challenger Trieste | 2023/07/17 12:10 | Carlos Taberner v Kirill Kivattsev | 6-1,3-6,6-2 |