Stadium: Central Court Round: 26 Ground: Clay
| Challenger - Santiago | 2017/03/10 21:45 | Dutra Silva, Rogerio v Bolelli, Simone | 6-4,6-2 |
| Challenger Szczecin | 2018/09/10 13:50 | Bolelli, Simone v Kenny de Schepper | 7-5,4-6,6-2 |
| US Open, New York, USA | 2018/08/23 15:00 | Young, Donald v Bolelli, Simone | 0-6,6-4,6-2 |
| US Open, New York, USA | 2018/08/21 22:50 | Neuchrist, Maximilian v Bolelli, Simone | 5-7,7-5,5-7 |
| Pullach, Germany | 2018/08/06 13:05 | Bolelli, Simone v Sebastian Ofner | 3-6,4-6 |
| Challenger Padova | 2018/07/25 17:00 | Eremin, Edoardo v Bolelli, Simone | 6-1,3-6,6-2 |
| ATP Bastad | 2018/07/20 14:30 | Bolelli, Simone v Henri Laaksonen | 6-3,2-6,4-6 |
| ATP Bastad | 2018/07/18 10:20 | Diego Schwartzman v Bolelli, Simone | 6-7,3-6 |
| ATP Bastad | 2018/07/17 11:35 | Roberto Carballes Baena v Bolelli, Simone | 6-4,3-6,4-6 |
| Challenger Szczecin | 2018/09/10 17:00 | Dutra Silva, Rogerio v Pawel Juszczak | 7-5,6-3 |
| Genoa, Italy | 2018/09/04 08:30 | Dutra Silva, Rogerio v Delbonis, Federico | 6-4,4-6,3-6 |
| Challenger Como | 2018/08/28 09:10 | Dutra Silva, Rogerio v Donati, Matteo | 0-6,4-6 |
| US Open, New York, USA | 2018/08/22 22:30 | Lorenzo Sonego v Dutra Silva, Rogerio | 4-6,6-2,7-6 |
| Challenger - Prague | 2018/07/26 10:50 | Safranek, Vaclav v Dutra Silva, Rogerio | 6-4,6-4 |
| Challenger - Prague | 2018/07/24 08:00 | Constant Lestienne v Dutra Silva, Rogerio | 2-6,4-6 |
| Umag, Croatia | 2018/07/17 15:00 | Dutra Silva, Rogerio v Haase, Robin | 6-4,5-7,3-6 |
| Umag, Croatie, Qualifications | 2018/07/16 16:40 | Dutra Silva, Rogerio v Martin, Andrej | 6-2,5-7,6-2 |