Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Albuquerque | 2023/09/25 14:00 | Eugenio G Fitzmaurice v Maxwell McKennon | 1-6,6-3,10-3 |
| ITF M15 Champaign | 2023/09/13 20:25 | William Grant v Maxwell McKennon | 6-4,6-3 |
| ITF M25 Champaign | 2023/09/12 16:40 | Gabriel Evans v Maxwell McKennon | 6-7,6-2,6-10 |
| ITF M25 Champaign | 2023/09/11 15:00 | Filip Apltauer v Maxwell McKennon | 5-7,0-6 |
| ITF M15 Lakewood | 2023/07/13 17:00 | Alexander Kotzen v Maxwell McKennon | 6-2,6-3 |
| ITF M15 Lakewood | 2023/07/12 18:25 | Maxwell McKennon v Dominique Rolland | 3-6,7-6,6-0 |
| ITF M15 Lakewood | 2023/07/11 17:00 | Maxwell McKennon v Elijah Strode | 6-7,7-6,10-5 |
| ITF M15 Lakewood | 2023/07/10 17:00 | Maxwell McKennon v Dylan Charlap | 6-2,6-2 |