Stadium: Court 2 Round: 25 Ground: Clay
| Challenger - Segovia | 2021/07/27 14:00 | Roberto Ortega-Olmedo v Cem Ilkel | 6-3,6-7,4-6 |
| Challenger - Pozoblanco | 2021/07/20 17:10 | Tim Van Rijthoven v Roberto Ortega-Olmedo | 6-3,6-7,7-5 |
| Challenger - Iasi | 2021/07/13 10:50 | Matija Pecotic v Roberto Ortega-Olmedo | 4-6,6-0,6-1 |
| ITF - M25 Ajaccio | 2021/07/08 17:05 | Clement Chidekh v Roberto Ortega-Olmedo | 6-2,2-6,6-2 |
| ITF - M25 Ajaccio | 2021/07/07 07:00 | Simone Agostini v Roberto Ortega-Olmedo | 1-6,3-6 |
| ITF - M25 Bakio | 2021/07/01 12:45 | Roberto Ortega-Olmedo v John Echeverria | 6-7,2-6 |
| ITF - M25 Bakio | 2021/06/30 14:10 | Roberto Ortega-Olmedo v Alex M Pujolras | 7-5,6-3 |
| ATP - Mallorca | 2021/06/19 14:15 | Roberto Ortega-Olmedo v Denis Istomin | 6-4,5-7,6-7 |
| ITF - M25 Frankfurt am Main | 2021/08/10 08:30 | Matthew Romios v Yan Sabanin | 5-7,4-6 |
| ITF - M25 Frankfurt am Main | 2021/08/09 11:30 | Matthew Romios v Giles Hussey | 7-6,7-6 |
| ITF - M25 Wetzlar | 2021/08/05 09:00 | Louis Wessels v Matthew Romios | 6-3,6-1 |
| ITF - M25 Wetzlar | 2021/08/04 12:55 | Matthew Romios v Max Wiskandt | 6-4,6-3 |
| ITF - M25 Wetzlar | 2021/08/03 09:00 | Matthew Romios v Daniel Paty | 6-4,7-5 |
| ITF - M25 Wetzlar | 2021/08/02 12:45 | Matthew Romios v David Tesic | 6-1,6-2 |
| ITF - M15 Esch/Alzette | 2021/07/20 13:00 | Matthew Romios v Andreja Petrovic | 7-6,4-6,3-6 |
| UTR Pro Tennis Series - Bendigo | 2021/01/22 05:00 | Matthew Romios v Thomas Bosancic | 3-6,1-4 |