Stadium: Court 7 Round: 25 Ground: Clay
| ITF M25 Decatur | 2023/07/31 14:00 | Ishaan Ravichander v Daniel Milavsky | 6-4,6-3 |
| ITF M25 Edwardsville | 2023/07/27 15:00 | Kareem Allaf v Daniel Milavsky | 6-4,6-4 |
| ITF M25 Edwardsville | 2023/07/26 15:30 | Daniel Milavsky v Ezekiel Clark | 7-5,7-6 |
| ITF M25 Edwardsville | 2023/07/25 13:30 | Daniel Milavsky v John Mercer | 4-6,6-4,10-8 |
| ITF M25 Edwardsville | 2023/07/24 14:00 | Karlis Ozolins v Daniel Milavsky | 3-6,3-6 |
| ITF M25 Laval | 2023/07/12 13:50 | Benjamin Thomas George v Daniel Milavsky | 4-6,6-2,6-4 |
| ITF M25 Laval | 2023/07/10 21:55 | Daniel Milavsky v Igor Danich | 6-0,6-1 |
| ITF M25 Laval | 2023/07/09 16:55 | Daniel Milavsky v William Bartram | 6-1,6-3 |
| UTR Pro Florida | 2023/12/17 15:00 | Benjamin Willwerth v Kurt Miller | 2-6,3-6 |
| UTR Pro Florida | 2023/12/15 17:00 | Benjamin Willwerth v Daniel P Caraballo | 6-2,7-6 |
| UTR Pro Florida | 2023/10/07 15:00 | Mikel Anderson v Benjamin Willwerth | 6-3,6-2 |
| UTR Pro Florida | 2023/10/06 18:41 | Benjamin Willwerth v Henry Lieberman | 6-3,1-2 |
| UTR Pro Florida | 2023/10/05 14:00 | Benjamin Willwerth v Paul Spencer | 6-4,6-2 |