Stadium: Court 2 Round: 27 Ground: Hardcourt outdoor
| ITF M25 Quinta Do Lago | 2021/10/20 10:40 | Roberto Ortega-Olmedo v Amaury Raynel | 6-1,6-4 |
| ITF M25 Loule | 2021/10/14 10:55 | Roberto Ortega-Olmedo v Yusuke Takahashi | 7-6,4-6,4-6 |
| ITF M25 Loule | 2021/10/13 11:00 | Roberto Ortega-Olmedo v Tomas Lipovsek Puches | 6-1,6-1 |
| Challenger Murcia | 2021/09/30 15:00 | Roberto Ortega-Olmedo v Mathias Bourgue | 6-7,4-6 |
| Challenger Murcia | 2021/09/27 17:05 | Jeroen Vanneste v Roberto Ortega-Olmedo | 4-6,6-3,3-6 |
| Challenger Braga | 2021/09/20 11:30 | Tiago Cacao v Roberto Ortega-Olmedo | 4-6,6-1,6-1 |
| ITF M25 Madrid | 2021/09/16 09:15 | Roberto Ortega-Olmedo v Luca Nardi | 4-6,2-6 |
| ITF M25 Madrid | 2021/09/14 09:10 | Roberto Ortega-Olmedo v Ignacio Monzon | 6-3,6-2 |
| ITF M25 Quinta Do Lago | 2021/10/21 09:00 | Stuart Parker v Naoki Nakagawa | 1-6,6-7 |
| ITF M25 Quinta Do Lago | 2021/10/19 12:50 | Naoki Nakagawa v Petros Chrysochos | 7-6,6-1 |
| ITF M25 Decatur | 2021/08/02 15:00 | Naoki Nakagawa v Eliot Spizzirri | 6-7,1-6 |
| ITF M25 Champaign | 2021/07/31 16:50 | Gijs Brouwer v Naoki Nakagawa | 6-1,4-6,6-1 |
| ITF M25 Champaign | 2021/07/30 17:40 | Joshua Peck v Naoki Nakagawa | 3-6,1-6 |
| ITF M25 Champaign | 2021/07/29 19:05 | Naoki Nakagawa v Yusuke Takahashi | 6-3,6-4 |
| ITF M25 Champaign | 2021/07/28 21:45 | Naoki Nakagawa v Nathan Ponwith | 4-6,7-5,6-2 |
| ITF M15 Monastir | 2021/06/01 09:00 | Naoki Nakagawa v Jeremy Beale | 4-6,7-6,4-6 |