Stadium: Pista 8 Round: 27 Ground: Clay
| ITF M25 La Nucia | 2021/03/17 10:45 | Yan Bondarevskiy v Roberto Ortega-Olmedo | 6-3,6-3 |
| ITF M25 Vic | 2021/05/20 13:10 | Yan Bondarevskiy v Benjamin Winter Lopez | 6-3,4-6,6-4 |
| ITF M25 Vic | 2021/05/19 09:00 | Jesper De Jong v Yan Bondarevskiy | 7-6,4-6,4-6 |
| ITF M25 Vic | 2021/05/18 08:00 | Mateus Alves v Yan Bondarevskiy | 6-7,3-6 |
| ITF M25 Vic | 2021/05/17 09:00 | Alejandro Moro Canas v Yan Bondarevskiy | 6-4,3-6,9-11 |
| ITF M25 Vic | 2021/05/16 11:00 | Nil Boixader Roca v Yan Bondarevskiy | 6-2,6-2 |
| ITF M15 Valldoreix | 2021/05/11 09:00 | Alvaro Lopez San Martin v Yan Bondarevskiy | 6-2,6-3 |
| ITF M15 Valldoreix | 2021/05/10 11:00 | Federico Iannaccone v Yan Bondarevskiy | 2-6,7-6,6-10 |
| ITF M15 Valldoreix | 2021/05/09 14:00 | Mayeul Darras v Yan Bondarevskiy | 1-6,4-6 |
| ITF M25 Vic | 2021/05/20 08:55 | Maxime Hamou v Roberto Ortega-Olmedo | 3-6,4-6 |
| Challenger Salinas 2 | 2021/04/27 17:50 | Roberto Ortega-Olmedo v Tim Van Rijthoven | 6-7,7-6,6-7 |
| Challenger Salinas | 2021/04/22 15:00 | Roberto Ortega-Olmedo v Altug Celikbilek | 6-1,4-6,4-6 |
| Challenger Salinas | 2021/04/20 15:50 | Nick Chappell v Roberto Ortega-Olmedo | 3-6,2-6 |
| Challenger Oeiras | 2021/04/05 12:30 | Carlos Gimeno Valero v Roberto Ortega-Olmedo | 6-1,6-1 |
| Challenger Oeiras | 2021/04/01 15:30 | Gastao Elias v Roberto Ortega-Olmedo | 3-6,6-1,6-3 |
| Challenger Oeiras | 2021/03/30 15:30 | Roberto Ortega-Olmedo v Ernesto Escobedo | 7-5,6-4 |
| ITF M25 La Nucia | 2021/03/17 10:45 | Yan Bondarevskiy v Roberto Ortega-Olmedo | 6-3,6-3 |