Stadium: Centre Round: 25 Ground: Hardcourt outdoor
| Challenger - Segovia | 2018/07/31 14:10 | Sergiy Stakhovsky v Matteo Viola | 3-6,6-2,6-7 |
| ATP Newport | 2018/07/17 15:00 | Sergiy Stakhovsky v Jason Jung | 4-6,6-3,3-6 |
| Wimbledon | 2018/07/04 12:10 | Sam Querrey v Sergiy Stakhovsky | 7-6,6-3,6-3 |
| Wimbledon | 2018/07/02 10:30 | Sergiy Stakhovsky v Joao Sousa | 6-3,6-3,5-7,1-6,6-4 |
| Boodles Challenge | 2018/06/30 13:30 | Andreas Seppi v Sergiy Stakhovsky | 3-6,3-6 |
| Boodles Challenge | 2018/06/27 11:30 | Liam Broady v Sergiy Stakhovsky | 7-5,4-6,10-2 |
| Challenger Ilkley | 2018/06/24 14:00 | Sergiy Stakhovsky v Oscar Otte | 6-4,6-4 |
| Challenger Ilkley | 2018/06/23 13:00 | Sergiy Stakhovsky v Michael Mmoh | 6-4,7-5 |
| Challenger Portoroz Qual | 2018/08/06 10:10 | Christopher Heyman v Markus Eriksson | 3-6,3-6 |
| Challenger Portoroz Qual | 2018/08/05 13:00 | Christopher Heyman v Nikola Cacic | 6-1,5-7,6-4 |
| Challenger - Segovia | 2018/07/31 15:45 | Christopher Heyman v Joao Monteiro | 4-6,4-6 |
| ITF Germany F8 | 2018/07/20 11:00 | Manuel Pena Lopez v Christopher Heyman | 6-4,6-2 |
| ITF Germany F8 | 2018/07/19 09:30 | Marc Sieber v Christopher Heyman | 1-6,5-7 |
| ITF Germany F8 | 2018/07/18 15:10 | Pavle Daljev v Christopher Heyman | 3-6,4-6 |
| ITF Belgium F3 | 2018/07/06 15:00 | Christopher Heyman v Michael Geerts | 6-4,6-7,3-6 |
| ITF Belgium F3 | 2018/07/05 15:35 | Christopher Heyman v Nikita Mashtakov | 6-3,6-2 |