Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF - Jakarta M15 | 2019/08/09 02:30 | Emiliano Maggioli v Jonathan Gray | 6-1,6-2 |
| ITF - Jakarta M15 | 2019/08/08 02:30 | Jonathan Gray v Chien Hsun Lo | 6-2,6-0 |
| ITF - Jakarta M15 | 2019/08/07 02:30 | Jonathan Gray v Justin Barki | 7-5,6-3 |
| ITF M15 Idanha-a-Nova | 2019/07/13 09:30 | David Jorda Sanchis v Jonathan Gray | 7-6,6-2 |
| ITF M15 Idanha-a-Nova | 2019/07/12 09:00 | Francisco Dias v Jonathan Gray | 2-6,4-6 |
| ITF M15 Idanha-a-Nova | 2019/07/11 13:20 | Loic Ratsaratany v Jonathan Gray | 3-6,6-7 |
| ITF M15 Idanha-a-Nova | 2019/07/09 09:00 | Daniel Batista v Jonathan Gray | 5-7,6-4,1-6 |
| ITF - Singapur M15 | 2019/06/16 03:00 | Aidan Mchugh v Jonathan Gray | 6-2,6-2 |
| ITF - Jakarta M15 | 2019/08/08 03:55 | Vladyslav Orlov v Ruan Roelofse | 7-6,6-2 |
| ITF - Jakarta M15 | 2019/08/07 02:30 | Alexander Crnokrak v Ruan Roelofse | 4-6,4-6 |
| ITF - Champaign M25 | 2019/07/26 20:30 | Oliver Crawford v Ruan Roelofse | 6-3,6-4 |
| ITF - Champaign M25 | 2019/07/25 21:55 | Alec Adamson v Ruan Roelofse | 7-6,4-6,5-7 |
| ITF - Champaign M25 | 2019/07/24 19:05 | Juan Carlos Aguilar v Ruan Roelofse | 2-6,5-7 |
| ITF - Saarlouis M15 | 2019/07/03 10:00 | Luca Gelhardt v Ruan Roelofse | 7-5,6-3 |
| ITF M25 Palma del Rio | 2019/06/29 20:35 | Ruan Roelofse v Arthur Rinderknech | 2-6,3-6 |
| ITF M25 Palma del Rio | 2019/06/28 20:30 | John Echeverria v Ruan Roelofse | 6-7,6-4,3-6 |