Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| Challenger Shanghai | 2019/09/09 08:00 | Teymuraz Gabashvili v Vladyslav Orlov | 6-2,7-5 |
| ITF M25 Irpin | 2019/08/30 10:50 | Vladyslav Orlov v Laurynas Grigelis | 3-6,3-6 |
| ITF M25 Irpin | 2019/08/29 09:45 | Vladyslav Orlov v Oleksii Krutykh | 6-0,6-4 |
| ITF M25 Irpin | 2019/08/27 09:10 | Vladyslav Orlov v Illya Beloborodko | 3-6,6-3,6-3 |
| ITF M15 Irpin | 2019/08/17 07:00 | Vladyslav Orlov v Nikita Mashtakov | 6-3,6-1 |
| ITF M15 Irpin | 2019/08/16 08:00 | Vladyslav Orlov v Artem Smirnov | 6-0,3-6,7-5 |
| ITF M15 Irpin | 2019/08/15 07:30 | Vladyslav Orlov v Oleksii Krutykh | 1-6,6-3,7-5 |
| ITF M15 Irpin | 2019/08/14 07:30 | Vladyslav Orlov v Filip Kolasinski | 6-1,6-4 |
| ITF M15 Hua Hin | 2019/09/02 06:35 | Seita Watanabe v Cameron Green | 6-2,2-6,10-7 |
| ITF M15 Hua Hin | 2019/08/29 04:40 | Ryan Peniston v Cameron Green | 6-0,6-3 |
| ITF M15 Hua Hin | 2019/08/27 07:10 | Sanhui Shin v Cameron Green | 3-6,3-6 |
| ITF M15 Hua Hin | 2019/08/27 04:00 | Ren Nakamura v Cameron Green | 1-6,4-6 |
| ITF M15 Hua Hin | 2019/08/21 06:10 | Bradley Mousley v Cameron Green | 6-3,7-6 |
| ITF M15 Hua Hin | 2019/08/20 03:00 | Uisung Park v Cameron Green | 6-7,0-6 |
| ITF M15 Hua Hin | 2019/08/19 03:00 | Tarun Anirudh Chilakalapudi v Cameron Green | 1-6,1-6 |
| ITF M15 Jakarta | 2019/08/12 07:50 | Cameron Green v Aaron Schmid | 5-7,3-6 |