Stadium: Court 1 Round: 54 Ground: Clay
| ITF M15 Rochester | 2019/06/25 21:15 | David Volfson v Langford Hills | 6-4,6-1 |
| ITF M15 Rochester | 2019/06/24 17:00 | Langford Hills v John Harrison Richmond | 6-1,6-3 |
| ITF M15 Rochester | 2019/06/24 17:00 | David Volfson v Cleeve Harper | 6-0,6-0 |
| ITF M25 Tulsa | 2019/06/17 15:00 | Cleeve Harper v Andrew Fenty | 4-6,6-4,6-10 |
| ITF M15 Cancun | 2019/06/10 18:00 | Cleeve Harper v Kamen Damov | 7-6,3-6,5-10 |
| ITF M15 Cancun | 2019/06/10 13:30 | Skyler Butts v Cleeve Harper | 1-6,3-6 |
| ITF M15 Champaign | 2019/06/03 15:00 | Andrew Zhang v Cleeve Harper | 6-1,6-7,10-2 |
| ITF Canada F4 Qual | 2018/06/24 17:00 | Adrian Ortiz v Cleeve Harper | 5-7,7-5,6-3 |
| ITF Canada F3 Qual | 2018/06/18 17:35 | A.J Catanzariti v Cleeve Harper | 6-3,6-3 |