Ground: Hardcourt outdoor
| ITF M15 Karuizawa | 2019/05/27 00:00 | Masaya Kobayashi v Jake Delaney | 0-6,5-7 |
| ITF M15 Kofu | 2019/03/18 00:30 | Masaya Kobayashi v Shunrou Takeshima | 2-6,1-6 |
| ITF M15 Nishi-Tokyo | 2019/03/12 01:00 | Gengo Kikuchi v Masaya Kobayashi | 4-6,7-5,10-6 |
| ITF M15 Nishi-Tokyo | 2019/03/11 02:00 | Masaya Kobayashi v Cheng-Yu Yu | 6-2,6-2 |
| ITF Japan F8 | 2018/06/13 01:00 | Gengo Kikuchi v Masaya Kobayashi | 6-0,6-1 |
| ITF Japan F8 | 2018/06/11 00:30 | Masaya Kobayashi v Ryuhei Azuma | 6-0,7-5 |
| ITF Japan F8 | 2018/06/09 05:10 | Masaya Kobayashi v Taisei Miyamoto | 6-3,6-3 |
| ITF Japan F8 | 2018/06/09 01:00 | Masaya Kobayashi v Steven Goh | 3-6,6-3,6-0 |