Stadium: Court 10 Round: 45 Ground: Grass
| Wimbledon Qual | 2018/06/25 15:30 | Ramkumar Ramanathan v Simone Bolelli | 3-6,4-6 |
| ATP Queens Qual | 2018/06/16 10:00 | Julien Benneteau v Simone Bolelli | 7-6,4-6,7-5 |
| French Open | 2018/05/28 15:45 | Rafael Nadal v Simone Bolelli | 6-4,6-3,7-6 |
| French Open Qual | 2018/05/25 10:25 | Santiago Giraldo v Simone Bolelli | 6-0,6-2 |
| French Open Qual | 2018/05/24 08:00 | Yasutaka Uchiyama v Simone Bolelli | 6-7,3-6 |
| French Open Qual | 2018/05/22 09:55 | Tommy Robredo v Simone Bolelli | 4-6,4-6 |
| Challenger Rome | 2018/05/09 11:50 | Simone Bolelli v Mohamed Safwat | 6-1,6-4 |
| Challenger Rome | 2018/05/09 08:00 | Simone Bolelli v Marco Trungelliti | 6-2,7-6 |
| Wimbledon Qual | 2018/06/25 16:00 | Facundo Bagnis v Viktor Galovic | 5-7,2-6 |
| ATP Stuttgart | 2018/06/13 10:30 | Maximilian Marterer v Viktor Galovic | 3-6,6-4,6-1 |
| ATP Stuttgart Qual | 2018/06/10 12:30 | Denis Kudla v Viktor Galovic | 3-6,6-4,6-3 |
| ATP Stuttgart Qual | 2018/06/09 13:25 | Philipp Petzschner v Viktor Galovic | 1-6,4-6 |
| Challenger Vicenza | 2018/05/29 09:00 | Stefano Travaglia v Viktor Galovic | 6-3,3-6,6-4 |
| French Open Qual | 2018/05/23 14:00 | Ilya Ivashka v Viktor Galovic | 6-2,7-6 |
| French Open Qual | 2018/05/21 14:20 | Viktor Galovic v Kenny de Schepper | 7-6,6-3 |
| Challenger Rome | 2018/05/09 10:05 | Patricio Heras v Viktor Galovic | 7-6,6-0 |