Stadion: Pista 1 Round: 25 Ground: Hardcourt outdoor
| ITF - M15 - Antalya | 2021/04/09 07:00 | Dragos Nicolae Madaras v Pablo Llamas Ruiz | 4-6,6-4,6-0 |
| ITF - M15 - Antalya | 2021/04/08 08:05 | Pablo Llamas Ruiz v Edoardo Graziani | 6-3,6-2 |
| ITF - M15 - Antalya | 2021/04/07 08:20 | Pablo Llamas Ruiz v Sandro Kopp | 7-5,6-4 |
| ITF - M15 - Antalya | 2021/04/02 08:40 | Pablo Llamas Ruiz v Seong Chan Hong | 0-6,6-3,6-7 |
| ITF - M15 - Antalya | 2021/04/01 07:30 | Diego A B Sanchez v Pablo Llamas Ruiz | 3-6,1-6 |
| ITF - M15 - Antalya | 2021/03/31 11:55 | Pedro Vives Marcos v Pablo Llamas Ruiz | 6-3,2-6,3-6 |
| ITF - M25 - La Nucia | 2021/03/19 13:05 | Pablo Llamas Ruiz v Pedro Cachin | 4-6,4-6 |
| ITF - M25 - La Nucia | 2021/03/17 08:50 | Miguel Damas v Pablo Llamas Ruiz | 2-6,6-2,3-6 |
| ITF - M25 - Klosters | 2021/06/24 08:35 | Dominic Stephan Stricker v Tobias Simon | 7-6,6-7,6-3 |
| ITF - M25 - Klosters | 2021/06/23 12:00 | Tomas Papik v Tobias Simon | 3-6,4-6 |
| Challenger - Forlì | 2021/06/14 09:30 | Thiago Agustin Tirante v Tobias Simon | 7-6,6-3 |
| Challenger - Forlì | 2021/06/13 14:15 | Matteo Arnaldi v Tobias Simon | 6-7,2-6 |
| ITF - M15 - Gaiba | 2021/06/11 10:00 | Benjamin Lock v Tobias Simon | 6-2,6-3 |
| ITF - M15 - Gaiba | 2021/06/10 14:45 | Federico Bertuccioli v Tobias Simon | 4-6,3-6 |
| ITF - M15 - Gaiba | 2021/06/09 15:55 | Andrea Picchione v Tobias Simon | 5-7,7-6,5-7 |
| ITF - M15 - Sarajevo | 2021/06/02 10:40 | Tobias Simon v Federico Iannaccone | 1-6,3-6 |