Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Portoroz, Slovénie | 2017/08/08 14:20 | Viola, Matteo v Stakhovsky, Sergiy | 6-7,2-6 |
| Newport, USA | 2018/07/17 15:00 | Stakhovsky, Sergiy v Jason Jung | 4-6,6-3,3-6 |
| Wimbledon, London, Great Britain | 2018/07/04 12:10 | Querrey, Sam v Stakhovsky, Sergiy | 7-6,6-3,6-3 |
| Wimbledon, London, Great Britain | 2018/07/02 10:30 | Stakhovsky, Sergiy v Joao Sousa | 6-3,6-3,5-7,1-6,6-4 |
| Boodles Challenge | 2018/06/30 13:30 | Seppi, Andreas v Stakhovsky, Sergiy | 3-6,3-6 |
| Boodles Challenge | 2018/06/27 11:30 | Liam Broady v Stakhovsky, Sergiy | 7-5,4-6,10-2 |
| Ilkley, Great Britain | 2018/06/24 14:00 | Stakhovsky, Sergiy v Oscar Otte | 6-4,6-4 |
| Ilkley, Great Britain | 2018/06/23 13:00 | Stakhovsky, Sergiy v Michael Mmoh | 6-4,7-5 |
| Ilkley, Great Britain | 2018/06/22 16:40 | Jordan Thompson v Stakhovsky, Sergiy | 4-6,4-6 |
| Challenger Padova | 2018/07/24 19:20 | Viola, Matteo v Robredo, Tommy | 6-1,1-6,1-6 |
| Challenger San Benedetto | 2018/07/20 17:00 | Guttierrez-Ferrol, Sergio v Viola, Matteo | 6-1,6-0 |
| Challenger San Benedetto | 2018/07/19 18:10 | Viola, Matteo v Joao Domingues | 2-6,6-3,6-3 |
| Challenger San Benedetto | 2018/07/17 15:05 | Viola, Matteo v Rondoni, Pietro | 7-6,6-2 |
| ATP Eastbourne Qual | 2018/06/24 10:00 | Alex De Minaur v Viola, Matteo | 6-2,6-4 |
| ATP Eastbourne Qual | 2018/06/23 11:15 | Whittington, Andrew v Viola, Matteo | 6-4,4-6,2-6 |
| Challenger Poprad Tatry | 2018/06/19 11:15 | Balazs, Attila v Viola, Matteo | 6-3,6-3 |
| Stuttgart, Germany | 2018/06/12 09:00 | Simon, Gilles v Viola, Matteo | 6-0,6-3 |