Stadium: Court 5 Round: 28 Ground: Hardcourt indoor
| Challenger Lexington | 2019/08/02 15:00 | Lloyd Glasspool v Liam Broady | 6-4,6-3 |
| Challenger Lexington | 2019/08/01 19:35 | Lloyd Glasspool v Sem Verbeek | 6-4,6-3 |
| Challenger Lexington | 2019/07/31 17:15 | Kaichi Uchida v Lloyd Glasspool | 4-6,3-6 |
| Challenger Lexington | 2019/07/29 15:40 | Toby Alex Kodat v Lloyd Glasspool | 1-6,4-6 |
| Challenger Binghamton | 2019/07/23 16:25 | Lloyd Glasspool v Collin Altamirano | 1-6,6-7 |
| Challenger Nottingham | 2019/06/10 13:35 | Brydan Klein v Lloyd Glasspool | 7-6,6-2 |
| Challenger Surbiton | 2019/06/03 14:30 | Lloyd Glasspool v Dominik Koepfer | 4-6,6-7 |
| ITF M15 Heraklion | 2019/05/19 07:30 | Lloyd Glasspool v Yshai Oliel | 3-6,4-6 |
| Challenger Lexington | 2019/07/29 17:50 | Sekou Bangoura v Strong Kirchheimer | 4-6,6-1,6-4 |
| Challenger Binghamton | 2019/07/24 15:45 | Dudi Sela v Strong Kirchheimer | 7-5,6-2 |
| Challenger Binghamton | 2019/07/23 14:00 | Strong Kirchheimer v Alejandro Gonzalez | 7-6,6-3 |
| Challenger Winnipeg | 2019/07/08 18:00 | Strong Kirchheimer v Jeffrey John Wolf | 4-6,4-6 |
| ITF M15 Pittsburgh | 2019/07/03 14:00 | Strong Kirchheimer v Drew Baird | 6-7,6-1,1-6 |
| ITF M15 Rochester | 2019/06/30 16:00 | Diego Hidalgo v Strong Kirchheimer | 7-6,7-6 |
| ITF M15 Rochester | 2019/06/29 19:00 | Simon Freund v Strong Kirchheimer | 1-6,5-7 |
| ITF M15 Rochester | 2019/06/28 20:40 | Strong Kirchheimer v Ricardo Rodriguez-Pace | 6-4,7-5 |