| ITF Turkey F6 | 02/10 09:00 | 62 | Masaya Kobayashi v Mert Alkaya | 6-3,6-3 | |
| ITF Hong Kong F6 | 01/03 02:00 | 26 | Shintaro Imai v Masaya Kobayashi | 6-3,6-0 | |
| ITF Hong Kong F6 | 01/01 02:00 | 25 | Chien Hsun Lo v Masaya Kobayashi | Retired | |
| ITF Hong Kong F6 | 12/31 03:00 | 54 | Masaya Kobayashi v Andrea Bessire | 7-5,6-0 | |
| ITF Hong Kong F6 | 12/30 04:30 | 54 | Masaya Kobayashi v Tsung-Hao Huang | 7-6,6-4 | |
| ITF Hong Kong F5 | 12/26 02:00 | 25 | Masaya Kobayashi v Shintaro Imai | 1-6,1-6 | |
| ITF Hong Kong F5 | 12/24 03:00 | 54 | Soichiro Moritani v Masaya Kobayashi | 2-6,2-6 | |
| ITF Hong Kong F5 | 12/23 04:00 | 54 | Masaya Kobayashi v Alafia Ayeni | 6-4,6-7,6-3 | |
| ITF Hong Kong F2 | 06/26 02:00 | 25 | Masaya Kobayashi v Evan Song | Retired | |
| ITF Hong Kong F2 Qual | 06/25 02:00 | 54 | Masaya Kobayashi v Ki Lung NG | 7-6,6-3 | |
| ITF Japan F7 | 06/04 01:00 | 54 | Ibuki Furuta v Masaya Kobayashi | 4-6,7-6,6-1 | |
| ITF Japan F7 | 06/03 01:00 | 54 | Kousuke Ogura v Masaya Kobayashi | 1-6,4-6 | |
| ITF Japan F6 | 06/01 02:00 | 26 | Takuto Niki v Masaya Kobayashi | 6-2,6-3 | |
| ITF Japan F6 | 05/31 01:00 | - | Takuto Niki v Masaya Kobayashi | 6-2,6-3 | |
| ITF Japan F6 | 05/30 02:20 | 25 | Masaya Kobayashi v Luca Castelnuovo | 6-4,7-6 | |
| ITF Japan F5 | 04/04 02:40 | 25 | Masaya Kobayashi v Sho Katayama | 1-6,2-6 | |
| ITF Japan F4 | 03/29 01:00 | 25 | Masaya Kobayashi v Ken Onishi | 4-6,6-7 | |
| ITF Japan F4 | 03/28 01:00 | 62 | Masaya Kobayashi v Keisuke Watanuki | 6-3,6-2 | |
| ITF Japan F4 | 03/27 01:00 | 62 | Masaya Kobayashi v Aoran Wang | 7-6,7-6 | |
| ITF Japan F3 | 03/20 01:00 | 25 | Masaya Kobayashi v Chan-Yeong Oh | 4-6,2-6 | |
| ITF Japan F3 | 03/19 01:00 | 62 | Masaya Kobayashi v Yunosuke Tanaka | 5-7,6-2,6-1 | |
| ITF Japan F3 | 03/18 08:00 | 62 | Masaya Kobayashi v Yuta Kawahashi | 6-2,7-5 | |
| ITF Japan F3 | 03/18 03:00 | 62 | Masaya Kobayashi v Masaki Osafune | 7-6,6-7,6-4 | |
| ITF Japan F2 | 03/14 02:30 | 25 | Masaya Kobayashi v Xin Gao | 4-6,2-6 | |
| ITF Japan F1 | 03/09 03:40 | 26 | Masaya Kobayashi v Wishaya Trongcharoenchaikul | 0-6,3-6 | |
| ITF Japan F1 | 03/08 01:00 | 25 | Masaya Kobayashi v Soichiro Moritani | 6-3,6-4 | |
| ITF Japan F1 | 03/06 01:00 | 62 | Masaya Kobayashi v Naru Shirafuji | 7-5,6-2 | |
| ITF Japan F1 | 03/05 01:00 | 62 | Masaya Kobayashi v Yuto Sakai | 7-6,7-5 | |
| ITF Japan F1 | 03/04 03:30 | 62 | Masaya Kobayashi v Tetsuro Habusawa | 6-2,6-4 | |
| ITF Indonesia F3 | 02/22 05:25 | 25 | Dayne Kelly v Masaya Kobayashi | 6-1,6-2 |