Stadium: Centre Court Round: 25 Ground: Grass
| Challenger Surbiton | 2018/06/05 15:30 | James Ward v Sergiy Stakhovsky | 6-4,3-6,3-6 |
| Challenger Loughborough | 2018/05/27 12:00 | Hiroki Moriya v James Ward | 6-2,7-5 |
| Challenger Loughborough | 2018/05/26 14:00 | James Ward v Maximilian Neuchrist | 6-1,6-4 |
| Challenger Loughborough | 2018/05/23 12:50 | James Ward v Christian Harrison | 7-6,6-3 |
| Challenger Loughborough | 2018/05/21 16:30 | James Ward v Lloyd Glasspool | 7-5,6-1 |
| Challenger Glasgow | 2018/05/03 15:00 | James Ward v Harri Heliovaara | 5-7,4-6 |
| Challenger Glasgow | 2018/05/02 10:40 | Kaichi Uchida v James Ward | 4-6,6-7 |
| Challenger Leon | 2018/04/26 22:05 | James Ward v Filip Peliwo | 2-6,4-6 |
| Challenger Nottingham Qual | 2018/06/11 10:00 | Christopher Eubanks v Tobias Simon | 3-6,7-6,6-7 |
| Challenger Nottingham Qual | 2018/06/10 10:00 | Alexis Canter v Tobias Simon | 1-6,2-6 |
| Challenger Nottingham Qual | 2018/06/09 10:00 | Adam Jones v Tobias Simon | 3-6,4-6 |
| ITF Romania F2 | 2018/05/30 10:45 | Tobias Simon v Marko Tepavac | 2-6,3-6 |
| Challenger Loughborough Qual | 2018/05/21 11:25 | Tobias Simon v Daniel Evans | 4-6,6-7 |
| Challenger Loughborough Qual | 2018/05/20 11:30 | Tobias Simon v Alexis Canter | 7-5,7-6 |
| Challenger Loughborough Qual | 2018/05/19 13:35 | Tobias Simon v Francesco Ferrari | 6-4,7-6 |
| Challenger Heilbronn Qual | 2018/05/13 10:35 | Clement Geens v Tobias Simon | 7-5,3-6,6-3 |