Stadium: Court 5 Round: 45 Ground: Grass
| Wimbledon Qual | 2018/06/26 16:55 | Bolelli, Simone v Galovic, Viktor | 7-6,6-3 |
| Wimbledon Qual | 2018/06/25 15:30 | Ramkumar Ramanathan v Bolelli, Simone | 3-6,4-6 |
| ATP Queens Qual | 2018/06/16 10:00 | Benneteau, Julien v Bolelli, Simone | 7-6,4-6,7-5 |
| Open de France | 2018/05/28 15:45 | Rafael Nadal v Bolelli, Simone | 6-4,6-3,7-6 |
| French Open Qual | 2018/05/25 10:25 | Giraldo, Santiago v Bolelli, Simone | 6-0,6-2 |
| French Open Qual | 2018/05/24 08:00 | Yasutaka Uchiyama v Bolelli, Simone | 6-7,3-6 |
| French Open Qual | 2018/05/22 09:55 | Robredo, Tommy v Bolelli, Simone | 4-6,4-6 |
| Challenger - Rome | 2018/05/09 11:50 | Bolelli, Simone v Mohamed Safwat | 6-1,6-4 |
| Wimbledon Qual | 2018/06/26 16:20 | Klahn, Bradley v Antoine Hoang | 6-4,6-1 |
| Wimbledon Qual | 2018/06/25 14:05 | Klahn, Bradley v Ojeda Lara, Ricardo | 6-3,6-2 |
| Ilkley, Great Britain | 2018/06/19 14:00 | Tatsuma Ito v Klahn, Bradley | 6-4,6-7,6-3 |
| s-Hertogenbosch, Netherlands, Qualifying | 2018/06/09 10:05 | Max Purcell v Klahn, Bradley | 6-2,6-2 |
| French Open Qual | 2018/05/22 08:00 | Klahn, Bradley v Henri Laaksonen | 6-4,6-7,4-6 |
| Challenger - Bordeaux | 2018/05/18 15:00 | Guido Andreozzi v Klahn, Bradley | 6-3,6-3 |
| Challenger - Bordeaux | 2018/05/17 12:10 | Klahn, Bradley v Calvin Hemery | 6-3,7-6 |
| Challenger - Bordeaux | 2018/05/15 08:00 | Ugo Humbert v Klahn, Bradley | 2-6,2-6 |