Stadium: Centre Court Round: 27 Ground: Hardcourt indoor
| Challenger Taipei | 2019/04/11 07:40 | Kamil Majchrzak v Tatsuma Ito | 7-6,6-7,6-7 |
| Challenger Taipei | 2019/04/10 05:10 | Kuan-Yi Lee v Tatsuma Ito | 3-6,3-6 |
| ATP Miami | 2019/03/18 20:45 | Tatsuma Ito v Daniel Evans | 5-7,1-6 |
| Challenger Phoenix | 2019/03/14 18:30 | Tatsuma Ito v Guido Andreozzi | 2-6,6-3,4-6 |
| Challenger Phoenix | 2019/03/13 22:05 | Matthew Ebden v Tatsuma Ito | 6-3,4-6,6-7 |
| Challenger Phoenix | 2019/03/12 21:10 | Nathan Ponwith v Tatsuma Ito | 4-6,4-6 |
| ATP Indian Wells | 2019/03/09 00:10 | Tatsuma Ito v Jared Donaldson | 3-6,5-7 |
| ATP Indian Wells | 2019/03/06 23:25 | Tatsuma Ito v JC Aragone | 7-6,6-3 |
| Challenger Taipei | 2019/04/11 05:00 | Maxime Janvier v Sergiy Stakhovsky | 5-7,4-6 |
| Challenger Taipei | 2019/04/10 06:45 | Stephane Robert v Sergiy Stakhovsky | 6-7,2-6 |
| Challenger St Brieuc | 2019/03/26 20:05 | Maxime Janvier v Sergiy Stakhovsky | 6-3,7-6 |
| Challenger St Brieuc | 2019/03/25 09:00 | Sergiy Stakhovsky v Yannick Mertens | 6-3,6-4 |
| Challenger Lille | 2019/03/20 17:30 | Aslan Karatsev v Sergiy Stakhovsky | 6-3,6-4 |
| Challenger Pau | 2019/02/26 19:30 | Norbert Gombos v Sergiy Stakhovsky | 7-6,4-6,6-1 |
| ATP Marseille | 2019/02/22 18:00 | Stefanos Tsitsipas v Sergiy Stakhovsky | 6-4,6-3 |
| ATP Marseille | 2019/02/21 19:25 | Sergiy Stakhovsky v Gregoire Barrere | 6-3,6-4 |