Estádio: Court 4 Round: 45 Ground: Hardcourt outdoor
| ITF - M15 Kashiwa | 2019/04/01 00:00 | Kaito Uesugi v Ren Nakamura | 6-2,6-2 |
| Challenger - Yokohama | 2019/02/25 02:45 | Luke Saville v Kaito Uesugi | 2-6,6-4,6-2 |
| Challenger - Chennai | 2019/02/05 06:30 | Kaito Uesugi v Collin Altamirano | 6-1,3-6,6-7 |
| Challenger - Chennai | 2019/02/04 04:30 | Kaito Uesugi v Dhakshineswar Suresh | 6-1,6-3 |
| Challenger - Da Nang | 2019/01/07 03:00 | Kaito Uesugi v Arthur Rinderknech | 3-6,4-6 |
| Challenger - Da Nang | 2019/01/06 03:30 | Alafia Ayeni v Kaito Uesugi | 6-7,6-2,3-6 |
| Challenger - Kobe | 2018/11/12 04:55 | Go Soeda v Kaito Uesugi | 6-3,6-1 |
| Challenger - Ningbo | 2018/10/14 04:05 | Yuta Shimizu v Kaito Uesugi | 3-6,6-2,6-1 |
| ITF - M15 Kashiwa | 2019/04/01 00:00 | Yuichiro Inui v Gengo Kikuchi | 4-6,2-6 |
| ITF M15 Kofu | 2019/03/21 06:55 | Mick Veldheer v Gengo Kikuchi | 7-6,6-3 |
| ITF M15 Kofu | 2019/03/19 01:00 | Gengo Kikuchi v Blake Ellis | 7-5,6-1 |
| ITF - M15 Nishi-Tokyo | 2019/03/13 02:20 | Seong Chan Hong v Gengo Kikuchi | 4-6,6-3,7-6 |
| 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 | Gengo Kikuchi v Pak Long Yeung | 6-4,6-2 |
| ITF M15 Nishi-Tama | 2019/03/08 02:30 | Gengo Kikuchi v Jumpei Yamasaki | 6-7,6-4,3-6 |
| ITF M15 Nishi-Tama | 2019/03/06 01:00 | Gengo Kikuchi v Kousuke Ogura | 7-5,7-5 |