Stadium: Center Court Round: 25 Ground: Hardcourt outdoor
| Challenger Winnipeg | 2019/07/11 20:00 | Cem Ilkel v Roberto Ortega-Olmedo | 7-6,6-3 |
| 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 |
| Challenger Almaty | 2021/06/07 08:45 | Kimmer Coppejans v Roberto Ortega-Olmedo | 6-1,6-2 |
| Challenger Pozoblanco | 2021/07/25 19:00 | Cem Ilkel v Altug Celikbilek | 1-6,7-6,3-6 |
| Challenger Pozoblanco | 2021/07/24 19:30 | Michael Geerts v Cem Ilkel | 2-6,7-6,4-6 |
| Challenger Pozoblanco | 2021/07/23 18:00 | Cem Ilkel v Tim Van Rijthoven | 7-5,7-6 |
| Challenger Pozoblanco | 2021/07/22 17:45 | Cem Ilkel v Hiroki Moriya | 6-3,6-2 |
| Challenger Pozoblanco | 2021/07/20 20:10 | Cem Ilkel v Johannes Haerteis | 6-2,7-6 |
| Wimbledon | 2021/06/22 14:45 | Tomas Martin Etcheverry v Cem Ilkel | 6-1,6-4 |
| Challenger Forli | 2021/06/15 11:35 | Orlando Luz v Cem Ilkel | 7-5,3-6,7-5 |
| Challenger Bratislava | 2021/06/11 13:35 | Filip Horansky v Cem Ilkel | 6-3,6-4 |