Stadium: Hard 17 Round: 27 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2023/10/26 07:25 | Mario G Fernandez v Matthew William Donald | 5-7,3-6 |
| ITF M15 Heraklion | 2023/10/25 10:05 | Matthew William Donald v Benjamin Pietri | 6-4,7-5 |
| ITF M15 Heraklion | 2023/10/18 07:25 | Guy Den Ouden v Matthew William Donald | 6-4,6-2 |
| ITF M15 Arad | 2023/09/29 07:00 | Matthew William Donald v Jakub Nicod | 4-6,3-6 |
| ITF M15 Arad | 2023/09/28 07:50 | Matthew William Donald v Bogdan Pavel | 7-5,6-4 |
| ITF M15 Arad | 2023/09/27 07:00 | Filip Cristian Jianu v Matthew William Donald | 6-7,3-6 |
| ITF M15 Arad | 2023/09/26 08:35 | Matthew William Donald v Darius Florin Pop | 6-1,6-4 |
| ITF M25 Pardubice | 2023/09/20 11:50 | Martin Krumich v Matthew William Donald | 6-1,6-3 |
| ITF M15 Heraklion | 2023/10/26 11:00 | Oleg Prihodko v Stefanos Sakellaridis | 3-6,6-1,6-2 |
| ITF M15 Heraklion | 2023/10/24 09:00 | Thiemo De Bakker v Oleg Prihodko | 6-4,4-6,5-7 |
| ITF M15 Heraklion | 2023/10/20 07:00 | Oleg Prihodko v Oliver Ojakaar | 1-6,7-5,2-6 |
| ITF M15 Heraklion | 2023/10/19 09:25 | Oleg Prihodko v Alessandro Pecci | 6-4,6-3 |
| ITF M15 Heraklion | 2023/10/18 06:30 | Oleg Prihodko v Thomas Braithwaite | 6-3,6-4 |
| UTR Pro Beograd | 2023/10/08 09:35 | Ilya Snitari v Oleg Prihodko | 6-7,6-7 |
| UTR Pro Beograd | 2023/10/07 11:06 | Sasa Markovic v Oleg Prihodko | 2-6,6-7 |
| UTR Pro Beograd | 2023/10/06 06:00 | Vuk Radjenovic v Oleg Prihodko | 2-6,2-6 |