Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| Challenger - Bengaluru | 2023/02/21 07:15 | Lorenzo Giustino v James McCabe | 2-6,6-7 |
| Zhangjiagang, China | 2023/08/30 04:45 | Leonid Sheyngezikht v Lorenzo Giustino | 4-6,1-6 |
| Challenger - Prague | 2023/08/23 09:45 | Federico Agustin Gomez v Lorenzo Giustino | 6-3,6-3 |
| Challenger - Prague | 2023/08/21 11:50 | Lorenzo Giustino v Filip Cristian Jianu | 6-4,6-3 |
| Challenger Todi | 2023/08/15 16:35 | Lorenzo Giustino v Mathys Erhard | 6-7,0-6 |
| Challenger Porto | 2023/08/01 14:50 | Antoine Escoffier v Lorenzo Giustino | 6-3,6-4 |
| Challenger Pozoblanco | 2023/07/18 07:30 | Lorenzo Giustino v Edas Butvilas | 1-6,2-6 |
| Challenger Salzburg | 2023/07/10 10:30 | Lorenzo Giustino v Sandro Kopp | 0-6,2-6 |
| Challenger Troyes | 2023/07/07 15:30 | Calvin Hemery v Lorenzo Giustino | 6-4,4-6,6-1 |
| Zhangjiagang, China | 2023/08/30 05:40 | Luke Saville v James McCabe | 6-7,6-2,3-6 |
| Challenger Zhuhai | 2023/08/22 03:45 | Hanwen Li v James McCabe | 6-2,6-3 |
| Challenger Granby | 2023/07/21 17:10 | James Trotter v James McCabe | 7-6,6-2 |
| Challenger Granby | 2023/07/20 18:00 | James McCabe v Dane Sweeny | 6-4,6-2 |
| Challenger Granby | 2023/07/19 14:00 | James McCabe v Tennys Sandgren | 7-6,6-3 |
| Challenger Chicago | 2023/07/13 15:00 | Skander Mansouri v James McCabe | 3-6,6-4,6-4 |
| Challenger Bloomfield Hills | 2023/07/06 17:00 | Steve Johnson v James McCabe | 6-4,6-2 |
| Challenger Bloomfield Hills | 2023/07/05 16:50 | James McCabe v Abedallah Shelbayh | 6-3,6-7,7-6 |