Round: 44 Ground: Hardcourt outdoor
| ITF M15 Pittsburgh | 2019/07/02 14:00 | John Harrison Richmond v Simon Freund | 4-6,3-6 |
| ITF M15 Rochester | 2019/06/24 17:00 | Langford Hills v John Harrison Richmond | 6-1,6-3 |
| ITF M15 Orlando | 2019/06/18 13:00 | John Harrison Richmond v Trey Hilderbrand | 5-7,3-6 |
| ITF M15 Orlando | 2019/06/17 13:00 | John Harrison Richmond v Matthew Foster-Estwick | 2-6,4-6 |
| ITF M15 Bucharest | 2019/05/21 07:00 | Simon Beaupain v John Harrison Richmond | 6-3,6-3 |
| ITF M15 Bucharest | 2019/05/20 07:00 | Pietro Mugelli v John Harrison Richmond | 3-6,0-6 |
| ITF M15 Kalmar | 2019/05/13 12:25 | Jesper Klov Nilsson v John Harrison Richmond | 7-5,6-7,10-8 |
| ITF M15 Karlskrona | 2019/05/08 11:45 | Justin Butsch v John Harrison Richmond | 6-4,7-5 |