Stadium: Stadium Court 3 Round: 28 Ground: Clay
| ITF M15 Rochester | 2019/06/28 18:15 | Simon Freund v Ronan Jachuck | 6-2,6-4 |
| ITF M15 Rochester | 2019/06/27 18:40 | Simon Freund v Zachary Svajda | 6-4,0-6,6-3 |
| ITF M15 Rochester | 2019/06/26 20:15 | Maksim Tikhomirov v Simon Freund | 6-3,4-6,3-6 |
| ITF M25 Tulsa | 2019/06/19 15:00 | Martin Redlicki v Simon Freund | 6-4,6-3 |
| ITF M25 Tulsa | 2019/06/18 15:00 | Simon Freund v Abraham Asaba | 6-2,6-3 |
| ITF M25 Tulsa | 2019/06/17 15:00 | Simon Freund v Sebastian Zapata | 6-1,6-0 |
| ITF M25 Wichita | 2019/06/12 16:40 | Alexander Cozbinov v Simon Freund | 7-5,6-3 |
| ITF M15 Kalmar | 2019/05/16 08:15 | Simon Freund v Ronald Slobodchikov | 3-6,4-6 |
| ITF M15 Rochester | 2019/06/28 20:40 | Strong Kirchheimer v Ricardo Rodriguez-Pace | 6-4,7-5 |
| ITF M15 Rochester | 2019/06/27 17:00 | Strong Kirchheimer v Blaise Bicknell | 6-1,6-3 |
| ITF M15 Rochester | 2019/06/26 23:05 | Strong Kirchheimer v Vasil Kirkov | 6-4,6-1 |
| ITF M15 Orlando | 2019/06/22 13:00 | Strong Kirchheimer v Ricardo Rodriguez-Pace | 6-4,2-6,6-7 |
| ITF M15 Orlando | 2019/06/21 14:00 | Strong Kirchheimer v Paul Oosterbaan | 6-0,6-3 |
| ITF M15 Orlando | 2019/06/20 15:25 | Strong Kirchheimer v Logan Zapp | 6-2,6-1 |
| ITF M15 Orlando | 2019/06/19 13:00 | Strong Kirchheimer v Alexander Knight | 6-2,6-4 |
| ITF M25 Wichita | 2019/06/12 19:45 | Martin Redlicki v Strong Kirchheimer | 6-3,4-6,7-5 |