Stadium: Court 5 Round: 54 Ground: Synthetic outdoor
| ITF - M15 Karuizawa | 2019/05/30 04:15 | Takeshima, Shunrou v Yuki Mochizuki | 1-6,6-7 |
| ITF - M15 Karuizawa | 2019/05/29 01:00 | Takeshima, Shunrou v Ono, Masayoshi | 6-3,6-0 |
| ITF - M15 Tsukuba | 2019/03/25 05:30 | Tashiro, Yuga v Takeshima, Shunrou | 7-5,6-3 |
| Kofu, Qualifications Simples M-ITF-JPN-03A | 2019/03/18 04:30 | Veldheer, Mick v Takeshima, Shunrou | 6-2,6-2 |
| Kofu, Qualifications Simples M-ITF-JPN-03A | 2019/03/18 00:30 | Masaya Kobayashi v Takeshima, Shunrou | 2-6,1-6 |
| ITF - M15 Nishi-Tokyo | 2019/03/11 03:30 | Takeshima, Shunrou v Cing-Yang Meng | 2-6,7-6,6-10 |
| Nishi-Tama, Simples M-ITF-JPN-01A | 2019/03/05 01:00 | Kousuke Ogura v Takeshima, Shunrou | 7-5,6-3 |
| Thailande F6, Qualifications Simples | 2018/10/09 04:15 | Takeshima, Shunrou v Dembek, Michal | 6-4,4-6,5-7 |
| Akishima, Singles M-ITF-JPN-08A | 2019/06/11 00:00 | Okagaki, Kosuke v Sam Ryan Ziegann | 6-1,6-0 |
| ITF - M15 Antalya | 2019/04/01 07:00 | Dan Alexandru Tomescu v Okagaki, Kosuke | 6-3,6-4 |
| ITF - M15 Antalya | 2019/03/26 07:00 | Okagaki, Kosuke v Wilson Leite | 5-7,7-5,2-6 |
| ITF - M15 Antalya | 2019/03/11 07:15 | Okagaki, Kosuke v Louroi Martinez | 3-6,6-2,5-10 |
| ITF - M15 Antalya | 2019/02/25 14:45 | Mircea-Alexandru Jecan v Okagaki, Kosuke | 6-4,6-0 |
| ITF - M15 Antalya | 2019/02/25 07:00 | Okagaki, Kosuke v Thiem, Moritz | 3-6,7-6,10-3 |
| ITF Japan F1 | 2018/03/03 01:00 | Okagaki, Kosuke v Kai, Naoto | 6-4,0-6,2-6 |
| ITF Spain F31 | 2017/09/25 09:00 | Okagaki, Kosuke v Colas Sanchez, Alberto | 1-6,2-6 |