Stadium: Pista 2 Round: 25 Ground: Clay
| Challenger Braga | 2021/09/19 13:30 | Vanneste, Jeroen v Alex Rybakov | 2-6,0-6 |
| ITF M25 Madrid | 2021/09/15 11:25 | Mario G Fernandez v Vanneste, Jeroen | 6-2,7-6 |
| Challenger Warsaw | 2021/08/26 13:05 | Michael Vrbensky v Vanneste, Jeroen | 6-0,4-6,6-3 |
| Challenger Warsaw | 2021/08/25 10:40 | Vanneste, Jeroen v Alexander Shevchenko | 6-3,2-6,7-5 |
| ITF M25 Telfs | 2021/07/14 07:55 | Vanneste, Jeroen v Apostol, Bogdan Ionut | 2-6,3-6 |
| Challenger Salzburg | 2021/07/05 09:00 | Vanneste, Jeroen v Erler, Alexander | 4-6,2-6 |
| Challenger Salzburg | 2021/07/04 11:10 | Yosuke Watanuki v Vanneste, Jeroen | 3-6,2-6 |
| Prostejov, Czech Republic | 2021/06/14 08:30 | Alex Rybakov v Vanneste, Jeroen | 7-6,7-6 |
| 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 |
| Challenger - Prague | 2021/08/23 10:00 | Ortega-Olmedo, Roberto v Alexander Ritschard | 1-6,1-6 |
| ITF M25 Frankfurt am Main | 2021/08/11 09:00 | Ortega-Olmedo, Roberto v Romios, Matthew Christopher | 2-6,4-6 |