Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| Challenger Taipei | 2019/04/09 03:25 | Kuan-Yi Lee v Ray Ho | 6-4,6-2 |
| ITF M15 Kashiwa | 2019/04/04 01:00 | Yuki Mochizuki v Kuan-Yi Lee | 2-6,6-3,6-4 |
| ITF M15 Kashiwa | 2019/04/03 05:15 | Kuan-Yi Lee v Yuta Shimizu | 6-4,6-7,6-4 |
| ITF M15 Kashiwa | 2019/04/01 06:00 | Kuan-Yi Lee v Kazuki Nishiwaki | 6-4,6-4 |
| ITF M15 Kashiwa | 2019/04/01 00:00 | Kuan-Yi Lee v Gage Brymer | 6-7,7-5,10-5 |
| ITF M15 Tsukuba | 2019/03/28 01:00 | Kuan-Yi Lee v Yuki Mochizuki | 2-6,6-1,5-7 |
| ITF M15 Tsukuba | 2019/03/26 02:15 | Shinji Hazawa v Kuan-Yi Lee | 3-6,4-6 |
| ITF M15 Sharm El Sheikh | 2019/03/07 08:00 | Vladyslav Manafov v Kuan-Yi Lee | 6-1,7-6 |
| 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 |
| ATP Indian Wells | 2019/03/06 04:45 | Casper Ruud v Tatsuma Ito | 7-6,1-6,4-6 |
| Challenger Yokohama | 2019/02/28 03:25 | Tatsuma Ito v Duckhee Lee | 3-6,6-4,6-7 |