Stadium: Center Court Round: 26 Ground: Clay
| ITF Italy F1 Qual | 2015/02/14 08:00 | Luca Tomasetto v Simon, Tobias | 1-6,3-6 |
| ITF Italy F21 | 2018/07/31 18:00 | Simon, Tobias v Rieder, Horst | 6-2,6-4 |
| ITF Portugal F12 | 2018/07/27 11:30 | Nuno Borges v Simon, Tobias | 6-7,6-2,6-4 |
| ITF Portugal F12 | 2018/07/26 15:00 | Carr, Simon v Simon, Tobias | 4-6,3-6 |
| ITF Portugal F12 | 2018/07/25 14:50 | Daniel Batista v Simon, Tobias | 4-6,3-6 |
| Challenger - Nottingham | 2018/06/12 14:30 | Ward, James v Simon, Tobias | 6-4,6-7,7-6 |
| Challenger Nottingham Qual | 2018/06/11 10:00 | Christopher Eubanks v Simon, Tobias | 3-6,7-6,6-7 |
| Challenger Nottingham Qual | 2018/06/10 10:00 | Alexis Canter v Simon, Tobias | 1-6,2-6 |
| Challenger Nottingham Qual | 2018/06/09 10:00 | Adam Jones v Simon, Tobias | 3-6,4-6 |
| ITF Italy F21 | 2018/07/30 10:00 | Tortora, Davide v Luca Tomasetto | 6-7,6-7 |
| ITF Italy F21 Qual | 2018/07/29 10:50 | Luca Tomasetto v Manuel Mazza | 1-6,7-5,7-6 |
| ITF Italy F21 Qual | 2018/07/28 15:45 | Luca Tomasetto v Kerschbaumer, Michael | 2-6,6-2,6-1 |
| ITF Italy F17 | 2018/07/04 13:15 | Luca Tomasetto v Giovanni Fonio | 6-4,1-6,1-6 |
| ITF Italy F17 | 2018/07/02 14:05 | Marco Miceli v Luca Tomasetto | 6-7,2-6 |
| ITF Italy F17 | 2018/07/01 09:00 | Borroni, Andrea v Luca Tomasetto | 3-6,4-6 |
| ITF Italy F17 | 2018/06/30 09:00 | Leonardo Taddia v Luca Tomasetto | 7-6,4-6,4-6 |
| ITF Tunisia F24 | 2018/06/18 08:30 | Edoardo Lavagno v Luca Tomasetto | 6-0,6-3 |