Stadion: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger - Portoroz | 2017/08/08 14:20 | Matteo Viola v Sergiy Stakhovsky | 6-7,2-6 |
| 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 - Ilkley | 2018/06/22 16:40 | Jordan Thompson v Sergiy Stakhovsky | 4-6,4-6 |
| Challenger - Padova | 2018/07/24 19:20 | Matteo Viola v Tommy Robredo | 6-1,1-6,1-6 |
| Challenger - San Benedetto | 2018/07/20 17:00 | Sergio Gutierrez-Ferrol v Matteo Viola | 6-1,6-0 |
| Challenger - San Benedetto | 2018/07/19 18:10 | Matteo Viola v Joao Domingues | 2-6,6-3,6-3 |
| Challenger - San Benedetto | 2018/07/17 15:05 | Matteo Viola v Pietro Rondoni | 7-6,6-2 |
| ATP - Eastbourne - Qualifikation | 2018/06/24 10:00 | Alex De Minaur v Matteo Viola | 6-2,6-4 |
| ATP - Eastbourne - Qualifikation | 2018/06/23 11:15 | Andrew Whittington v Matteo Viola | 6-4,4-6,2-6 |
| Challenger - Poprad Tatry | 2018/06/19 11:15 | Attila Balazs v Matteo Viola | 6-3,6-3 |
| ATP - Stuttgart | 2018/06/12 09:00 | Gilles Simon v Matteo Viola | 6-0,6-3 |