Stadium: Centre Court Round: 25
| ITF Great Britain F5 | 2018/09/19 10:30 | Antoine Bellier v Jonathan Gray | 6-4,6-1 |
| ITF Great Britain F5 | 2018/09/18 09:45 | Ryan Nijboer v Jonathan Gray | 6-4,3-6,2-6 |
| ITF France F17 | 2018/09/12 14:00 | Christopher Heyman v Jonathan Gray | 3-6,6-4,6-2 |
| ITF France F16 | 2018/09/04 12:50 | Lucas Poullain v Jonathan Gray | 6-2,7-5 |
| ITF Belarus F3 | 2018/08/20 10:10 | Jonathan Gray v Joshua Paris | 6-4,4-6,4-6 |
| ITF Belarus F2 | 2018/08/15 07:00 | Jonathan Gray v Giorgio Ricca | 4-6,5-7 |
| ITF Belarus F2 | 2018/08/14 08:45 | Jonathan Gray v Alon Elia | 6-3,2-6,7-5 |
| ITF Belarus F1 | 2018/08/11 07:00 | Jurabek Karimov v Jonathan Gray | 6-4,6-4 |
| ITF Portugal F17 | 2018/09/23 10:00 | Joao Monteiro v Fred Gil | 6-3,4-6,5-7 |
| ITF Portugal F17 | 2018/09/22 13:15 | Joao Monteiro v Maxime Tchoutakian | 6-4,6-2 |
| ITF Portugal F17 | 2018/09/21 09:00 | Joao Monteiro v Rafael Izquierdo Luque | 6-3,6-4 |
| ITF Portugal F17 | 2018/09/19 10:00 | Joao Monteiro v Luis Faria | 6-3,5-7,6-3 |
| ITF Portugal F17 | 2018/09/17 13:00 | Joao Monteiro v Miguel Semedo | 6-1,6-1 |
| ITF Portugal F15 | 2018/08/16 09:00 | Joao Monteiro v Evan Hoyt | 6-7,1-6 |
| ITF Portugal F15 | 2018/08/15 10:35 | Joao Monteiro v Goncalo Falcao | 6-4,7-6 |
| ITF Portugal F14 | 2018/08/11 11:55 | Frederico Ferreira Silva v Joao Monteiro | 6-2,6-7,7-6 |