Stadium: Centre Court Round: 25
| ITF Poland F3 | 2018/05/14 10:30 | Jonathan Gray v Pawel Juszczak | 4-6,4-6 |
| ITF Poland F2 | 2018/05/11 09:30 | Jonathan Gray v Maxim Ratniuk | 0-6,1-6 |
| ITF Poland F2 | 2018/05/10 12:30 | Jonathan Gray v Daniel Kossek | 6-3,6-1 |
| ITF Poland F2 | 2018/05/08 08:00 | Jonathan Gray v Maciej Smola | 6-1,6-4 |
| Challenger Glasgow | 2018/05/01 10:45 | Harri Heliovaara v Jonathan Gray | 6-3,6-1 |
| ITF France F8 | 2018/04/25 09:00 | Jonathan Gray v Gregoire Jacq | 0-6,2-6 |
| ITF France F8 | 2018/04/23 16:30 | Robin Kern v Jonathan Gray | 3-6,2-6 |
| ITF Greece F5 | 2018/03/30 07:30 | Jonathan Gray v Yaraslav Shyla | 4-6,2-6 |
| Challenger Mestre | 2018/05/24 10:25 | Joao Monteiro v Mitchell Krueger | 6-7,3-6 |
| Challenger Mestre | 2018/05/23 14:35 | Joao Monteiro v Mario Vilella Martinez | 7-5,6-7,6-1 |
| Challenger Lisbon | 2018/05/15 13:10 | Taro Daniel v Joao Monteiro | 7-6,7-6 |
| Challenger Braga | 2018/05/07 12:20 | Joao Monteiro v Gleb Sakharov | 6-2,3-6,2-6 |
| ATP Estoril Qual | 2018/04/30 13:45 | Ricardo Ojeda Lara v Joao Monteiro | 6-3,2-6,6-3 |
| ATP Estoril Qual | 2018/04/29 12:35 | Joao Monteiro v Stephane Robert | 6-3,6-7,7-6 |
| ITF Portugal F8 | 2018/04/20 12:40 | Joao Monteiro v Tiago Cacao | 4-6,5-7 |
| ITF Portugal F8 | 2018/04/19 13:05 | Joao Monteiro v Niels Desein | 6-2,6-7,6-4 |