Estádio: Centre Court Round: 26 Ground: Hardcourt outdoor
| ITF - M15 Singapura | 2019/05/29 02:00 | Rimpei Kawakami v Shamirul S Mohd Adam Das | 6-1,6-4 |
| ITF - M25 Luan | 2019/05/16 03:30 | Rimpei Kawakami v Yecong He | 7-5,2-6,4-6 |
| ITF - M25 Luan | 2019/05/15 07:40 | Rimpei Kawakami v Natthasith Kunsuwan | 6-4,6-1 |
| ITF - M25 Wuhan | 2019/05/06 07:50 | Kousuke Ogura v Rimpei Kawakami | 6-4,6-4 |
| ITF - M25 Matsuyama | 2019/04/09 01:00 | Rimpei Kawakami v Rinky Hijikata | 4-6,2-6 |
| ITF - M15 Mornington | 2019/03/26 05:20 | Rimpei Kawakami v Thomas Bosancic | 4-6,6-7 |
| ITF - M15 Mornington | 2019/03/20 23:00 | Rimpei Kawakami v Thomas Fancutt | 3-6,4-6 |
| ITF - M15 Mornington | 2019/03/20 02:05 | Rimpei Kawakami v Alexander Klintcharov | 6-4,6-2 |
| ITF - M15 Singapura | 2019/05/29 02:00 | Roy Hobbs v Jonathan Gray | 3-6,4-6 |
| ITF - M15 Tabarka | 2019/05/01 08:30 | Jonathan Gray v Louis Tessa | 6-2,1-6,2-6 |
| ITF - M15 Tabarka | 2019/04/23 11:55 | Jonathan Gray v Louis Tessa | 4-6,3-6 |
| ITF - M15 Madrid | 2019/04/17 11:40 | Benjamin Winter Lopez v Jonathan Gray | 7-6,6-3 |
| ITF - M15 Madrid | 2019/04/15 16:30 | Jonathan Gray v Arthur Reymond | 6-3,6-2 |
| ITF - M15 Madrid | 2019/04/15 11:00 | Jonathan Gray v Alvaro Blanco Damea | 6-3,6-7,13-11 |
| ITF - M25 Bolton | 2019/04/02 09:00 | Jonathan Gray v Gijs Brouwer | 6-7,7-6,4-6 |
| ITF - M25 Calabasas | 2019/03/22 20:00 | Jonathan Gray v Stefan Kozlov | 2-6,1-6 |