Stadium: Court 3 Round: 44 Ground: Clay
| ITF - M15 Prijedor | 2021/05/09 07:00 | Kawakami, Rimpei v Durguti, Besir | 6-3,6-2 |
| ITF M15 Cairo | 2021/05/05 08:00 | Kawakami, Rimpei v Matheus P De Almeida | 1-6,3-6 |
| ITF M15 Cairo | 2021/05/04 07:55 | Kawakami, Rimpei v Leonardo Catani | 7-5,6-0 |
| ITF M15 Cairo | 2021/05/03 08:00 | Kawakami, Rimpei v Qabazard, Essa | 6-0,6-0 |
| ITF M15 Cairo | 2021/04/28 12:00 | Kawakami, Rimpei v Mariano Navone | 5-7,5-7 |
| ITF M15 Cairo | 2021/04/27 08:00 | Kawakami, Rimpei v Syed Naguib, Syed Mohd Agil | 6-1,6-3 |
| ITF M15 Cairo | 2021/04/26 08:00 | Kawakami, Rimpei v Fares Zakaria | 6-3,6-2 |
| ITF M15 Cairo | 2021/04/25 07:30 | Kawakami, Rimpei v Vianello, Michele | 6-2,6-4 |
| ITF - M15 Prijedor | 2021/05/09 07:00 | Jan Kupcic v Jovic, Petar | 6-2,6-0 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/04/19 10:55 | Rogic Hadzalic, Alen v Jan Kupcic | 7-5,6-3 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/04/18 13:00 | Jan Kupcic v Ban, Ivan Karlo | 6-1,6-2 |
| ITF - M15 Porec | 2021/03/09 10:35 | Samuel Brosset v Jan Kupcic | 6-2,6-2 |
| ITF - M15 Porec | 2021/03/08 13:00 | Jan Kupcic v Mora, Maxime | 6-1,7-5 |
| ITF - M15 Porec | 2021/03/07 13:00 | Jan Kupcic v Ragazzi, Alessandro | 6-4,6-0 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/09 09:30 | Ornago, Fabrizio v Jan Kupcic | 3-6,6-2,6-2 |
| Burgas, Singles Qualifying M-ITF-BUL-05A | 2019/10/08 08:00 | Ornago, Fabrizio v Jan Kupcic | 3-6,6-2,6-2 |