Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2019/11/05 07:30 | Lodewijk Weststrate v Hasan Ibrahim | 6-1,6-4 |
| ITF M15 Heraklion | 2019/11/03 10:00 | Lorenzo Brunetti v Lodewijk Weststrate | 3-6,7-5,5-10 |
| ITF M15 Sharm El Sheikh | 2019/10/22 10:10 | Lodewijk Weststrate v Neil Oberleitner | 6-7,6-3,9-11 |
| ITF M15 Sharm El Sheikh | 2019/10/21 08:00 | Luis Humberto Lopez v Lodewijk Weststrate | 2-6,2-6 |
| ITF M15 Sharm El Sheikh | 2019/10/20 08:00 | Lodewijk Weststrate v Mingyuan Yang | 6-0,6-1 |
| ITF M15 Sharm El Sheikh | 2019/10/15 08:00 | Neil Oberleitner v Lodewijk Weststrate | 3-6,6-1,11-9 |
| ITF M15 Sharm El Sheikh | 2019/10/14 10:30 | Lodewijk Weststrate v Michal Wozniak | 6-2,6-2 |
| ITF M15 Sharm El Sheikh | 2019/10/13 10:00 | Lodewijk Weststrate v Phongsapak Kerdlaphee | 6-0,6-2 |
| ITF M25 Fort Worth | 2019/10/22 18:30 | Liam Broady v Jonathan Gray | 6-0,6-2 |
| ITF M25 Waco | 2019/10/16 18:00 | Alex Rybakov v Jonathan Gray | 6-1,7-5 |
| ITF M25 Claremont | 2019/10/09 18:40 | Connor Farren v Jonathan Gray | 3-6,6-3,6-4 |
| ITF M25 Norman | 2019/10/03 16:45 | Jonathan Gray v Reese Stalder | 4-6,4-6 |
| ITF M25 Norman | 2019/10/01 16:30 | Lloyd Glasspool v Jonathan Gray | 3-6,2-6 |
| ITF M25 Harlingen | 2019/09/27 22:00 | Govind Nanda v Jonathan Gray | 6-3,4-6,6-2 |
| ITF M25 Harlingen | 2019/09/26 15:00 | Jonathan Gray v Nick Hardt | 6-3,6-4 |
| ITF M25 Harlingen | 2019/09/25 15:30 | Peter Bothwell v Jonathan Gray | 6-3,4-6,4-6 |