Stadium: Center Court Round: 19 Ground: Hardcourt outdoor
| Challenger Grodzisk Mazowiecki | 2023/08/13 08:00 | Denis Yevseyev v Aleksandr Braynin | 4-6,6-3,6-4 |
| Challenger Meerbusch | 2023/08/10 11:00 | Denis Yevseyev v Titouan Droguet | 1-6,3-6 |
| Challenger Meerbusch | 2023/08/09 08:00 | Martin Krumich v Denis Yevseyev | 7-6,5-7,4-6 |
| Challenger Porto | 2023/08/04 17:30 | Jules Marie v Denis Yevseyev | 3-6,7-6,6-4 |
| Challenger Porto | 2023/08/03 12:45 | Denis Yevseyev v Emilio Nava | 3-6,6-3,7-5 |
| Challenger Porto | 2023/08/02 16:30 | Joao Domingues v Denis Yevseyev | 2-6,6-3,3-6 |
| Challenger Astana | 2023/07/30 05:00 | Khumoyun Sultanov v Denis Yevseyev | 5-7,6-2,4-6 |
| Challenger Astana | 2023/07/29 06:35 | Denis Yevseyev v Yanki Erel | 6-4,6-4 |
| Challenger Grodzisk Mazowiecki | 2023/08/13 08:00 | Zura Tkemaladze v Stefanos Sakellaridis | 2-6,6-4,1-6 |
| Challenger Meerbusch | 2023/08/07 15:50 | Stefanos Sakellaridis v Martin Krumich | 3-6,5-7 |
| Challenger Meerbusch | 2023/08/06 09:00 | Stefanos Sakellaridis v Daniel S Martinez | 7-6,6-4 |
| Challenger Luedenscheid | 2023/07/30 09:00 | Hazem Naw v Stefanos Sakellaridis | 6-3,6-0 |
| ITF M15 Metzingen | 2023/07/26 12:30 | Stefanos Sakellaridis v Kai Lemstra | 3-6,3-6 |
| ITF M25 Esch/Alzette | 2023/07/21 10:00 | Stefanos Sakellaridis v Alex Knaff | 1-6,1-6 |
| ITF M25 Esch/Alzette | 2023/07/20 12:45 | Stefanos Sakellaridis v Samuel Brosset | 6-3,4-6,7-6 |
| ITF M25 Esch/Alzette | 2023/07/19 09:25 | Stefanos Sakellaridis v Brian Bozemoj | 6-3,6-3 |