Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Challenger Mallorca | 2018/08/27 11:10 | Simon, Tobias v Hugo Grenier | 7-5,2-6,7-6 |
| Challenger Mallorca | 2018/08/26 15:45 | Simon, Tobias v Federico Zeballos | 7-6,7-6 |
| Challenger Mallorca | 2018/08/26 10:45 | Mertens, Yannick v Simon, Tobias | 7-6,4-6,4-6 |
| Challenger Pullach Qual | 2018/08/04 15:25 | Zizou Bergs v Simon, Tobias | 6-4,7-6 |
| ITF Italy F21 | 2018/08/03 14:30 | Souza, Joao Olavo v Simon, Tobias | 7-6,7-6 |
| ITF Italy F21 | 2018/08/02 13:00 | Simon, Tobias v Balzerani, Riccardo | 6-2,7-6 |
| ITF Italy F21 | 2018/08/01 15:20 | Simon, Tobias v Luca Tomasetto | 7-6,6-3 |
| ITF Italy F21 | 2018/07/31 18:00 | Simon, Tobias v Rieder, Horst | 6-2,6-4 |
| US Open, New York, USA | 2018/08/21 22:15 | Polansky, Peter v Guttierrez-Ferrol, Sergio | 6-4,6-4 |
| Challenger Meerbusch | 2018/08/14 11:40 | Guttierrez-Ferrol, Sergio v Zizou Bergs | 6-1,3-6,3-6 |
| Challenger Padova | 2018/07/29 19:00 | Federico Gaio v Guttierrez-Ferrol, Sergio | 2-6,6-3,1-6 |
| Challenger Padova | 2018/07/28 19:00 | Guttierrez-Ferrol, Sergio v Robredo, Tommy | 3-6,6-1,6-2 |
| Challenger Padova | 2018/07/27 17:35 | Guttierrez-Ferrol, Sergio v Boluda-Purkiss, Carlos | 6-2,6-4 |
| Challenger Padova | 2018/07/25 08:30 | Gimeno-Traver, Daniel v Guttierrez-Ferrol, Sergio | 3-6,3-6 |
| Challenger San Benedetto | 2018/07/22 19:00 | Daniel Elahi Galan v Guttierrez-Ferrol, Sergio | 6-2,3-6,6-2 |
| Challenger San Benedetto | 2018/07/20 17:00 | Guttierrez-Ferrol, Sergio v Viola, Matteo | 6-1,6-0 |