Stadium: Court 4 Round: 25 Ground: Clay
| Sibenik, Singles M-ITF-CRO-05A | 2021/05/18 10:30 | Kawakami, Rimpei v Mili Poljicak | 6-4,6-2 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/05/17 14:40 | Kawakami, Rimpei v Ruenger, Roman | 6-2,6-2 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/05/16 10:00 | Kawakami, Rimpei v Mehdi Sadaoui | 6-7,6-1,10-3 |
| ITF - M15 Prijedor | 2021/05/13 07:50 | Kawakami, Rimpei v Aldin Setkic | 2-6,4-6 |
| ITF - M15 Prijedor | 2021/05/11 08:00 | Kawakami, Rimpei v Ivic, Stefan | 6-0,6-1 |
| ITF - M15 Prijedor | 2021/05/10 08:00 | Kawakami, Rimpei v Jan Kupcic | 6-0,7-5 |
| 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 |
| Sibenik, Singles M-ITF-CRO-05A | 2021/04/21 09:20 | Ivanovski, Kalin v Lorenzo Bocchi | 7-6,4-6,6-7 |
| ITF - M15 Monastir | 2021/01/12 09:00 | Yusuke Takahashi v Ivanovski, Kalin | 6-2,6-4 |
| ITF - M15 Héraklion | 2020/11/21 13:00 | Ivanovski, Kalin v Adrian Andreev | 1-6,4-6 |
| ITF - M15 Héraklion | 2020/11/19 09:35 | Lucas Gerch v Ivanovski, Kalin | 6-7,6-7 |
| ITF - M15 Héraklion | 2020/11/18 12:30 | Ivanovski, Kalin v Stefan Palosi | 7-5,6-2 |
| ITF - M15 Héraklion | 2020/11/12 11:00 | Stuart Parker v Ivanovski, Kalin | 6-2,6-0 |
| ITF - M15 Héraklion | 2020/11/01 10:00 | Ivanovski, Kalin v Nicholas David Ionel | 4-6,2-6 |
| Adriatic Tennis Series | 2020/06/16 14:30 | Gomez-Herrera, Carlos v Ivanovski, Kalin | 6-2,6-0 |