Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Portoroz | 2017/08/08 14:20 | Matteo Viola v Sergiy Stakhovsky | 6-7,2-6 |
| 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 Ilkley | 2018/06/20 17:20 | Kevin King v Sergiy Stakhovsky | 4-6,0-6 |
| ATP Eastbourne Qual | 2018/06/24 10:00 | Alex De Minaur v Matteo Viola | 6-2,6-4 |
| ATP Eastbourne Qual | 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 |
| ATP Stuttgart Qual | 2018/06/10 11:00 | Tim Puetz v Matteo Viola | 3-6,6-7 |
| ATP Stuttgart Qual | 2018/06/09 11:00 | Matteo Viola v Andrej Martin | 6-4,6-3 |
| ITF Italy F13 | 2018/06/07 10:30 | Matteo Viola v Giovanni Fonio | 6-7,2-6 |
| ITF Italy F13 | 2018/06/06 09:55 | Matteo Viola v Jacopo Stefanini | 3-6,6-1,7-6 |