Stadium: Court 3 Round: 25 Ground: Hardcourt outdoor
| Challenger Murcia | 2021/09/30 15:00 | Ortega-Olmedo, Roberto v Mathias Bourgue | 6-7,4-6 |
| Challenger Murcia | 2021/09/27 17:05 | Vanneste, Jeroen v Ortega-Olmedo, Roberto | 4-6,6-3,3-6 |
| Challenger Braga | 2021/09/20 11:30 | Cacao, Tiago v Ortega-Olmedo, Roberto | 4-6,6-1,6-1 |
| ITF M25 Madrid | 2021/09/16 09:15 | Ortega-Olmedo, Roberto v Luca Nardi | 4-6,2-6 |
| ITF M25 Madrid | 2021/09/14 09:10 | Ortega-Olmedo, Roberto v Ignacio Monzon | 6-3,6-2 |
| Challenger Seville | 2021/09/06 19:00 | Ortega-Olmedo, Roberto v Adrian Andreev | 6-7,0-6 |
| Challenger Mallorca | 2021/09/02 14:30 | Joao Sousa v Ortega-Olmedo, Roberto | 6-3,6-3 |
| Challenger Mallorca | 2021/08/31 10:00 | Ortega-Olmedo, Roberto v Nicolas Mejia | 7-5,7-5 |
| ITF M25 Setubal | 2021/10/07 11:30 | Neuchrist, Maximilian v Lipovsek Puches, Tomas | 3-6,6-2,6-2 |
| ITF M25 Setubal | 2021/10/06 16:55 | Lipovsek Puches, Tomas v Gil, Fred | 6-1,6-2 |
| ITF M25 Madrid | 2021/09/15 07:00 | Filip Misolic v Lipovsek Puches, Tomas | 6-4,4-6,6-3 |
| ITF M15 Bad Waltersdorf | 2021/09/03 08:00 | Lipovsek Puches, Tomas v David Pichler | 3-6,5-7 |
| ITF M15 Bad Waltersdorf | 2021/09/02 08:00 | Lipovsek Puches, Tomas v Krainer, L. | 6-3,6-1 |
| ITF M15 Bad Waltersdorf | 2021/08/31 10:15 | Lipovsek Puches, Tomas v Rohrer, Niklas | 6-2,7-5 |
| ITF M15 Bad Waltersdorf | 2021/08/26 09:35 | Lipovsek Puches, Tomas v Krainer, L. | 3-6,4-6 |
| ITF M15 Bad Waltersdorf | 2021/08/25 10:55 | Lipovsek Puches, Tomas v Prechtel, Sebastian | 7-5,6-1 |