Stadium: Show Court 1 Round: 24 Ground: Hardcourt outdoor
| ITF M15 Tsukuba | 2019/03/30 01:00 | Naoki Tajima v Shintaro Imai | 1-6,2-6 |
| ITF M15 Nishi-Tokyo | 2019/03/13 03:50 | Shintaro Imai v Naoki Tajima | 6-1,6-4 |
| ITF Japan F4 | 2018/03/29 04:15 | Naoki Tajima v Shintaro Imai | 4-6,3-6 |
| ITF M25 Nonthaburi | 2019/08/03 04:35 | Renta Tokuda v Shintaro Imai | 6-4,7-5 |
| ITF M25 Nonthaburi | 2019/08/02 03:00 | Shintaro Imai v Sergey Fomin | 6-2,6-7,6-4 |
| ITF M25 Nonthaburi | 2019/08/01 04:55 | Shintaro Imai v Grigoriy Lomakin | 6-2,6-1 |
| ITF M25 Nonthaburi | 2019/07/30 05:20 | Shintaro Imai v Seong-Gook Oh | 6-2,6-2 |
| Challenger Gatineau | 2019/07/16 18:35 | Shintaro Imai v Soonwoo Kwon | 2-6,3-6 |
| Challenger Gatineau | 2019/07/15 14:50 | Shintaro Imai v Alejandro Tabilo | 6-4,2-6,7-5 |
| Challenger Winnipeg | 2019/07/10 20:25 | Shintaro Imai v Antoine Hoang | 6-7,5-7 |
| Challenger Winnipeg | 2019/07/10 15:00 | Jacob Grills v Shintaro Imai | 7-6,6-7,0-6 |
| ITF M25 Nonthaburi | 2019/07/25 07:10 | Naoki Tajima v Yuta Shimizu | 0-6,4-6 |
| ITF M25 Nonthaburi | 2019/07/24 02:00 | Niki Kaliyanda Poonacha v Naoki Tajima | 4-6,6-4,1-6 |
| ITF M15 Saarlouis | 2019/07/02 12:00 | Naoki Tajima v Dominik Boehler | 2-6,2-6 |
| ITF M15 Kamen | 2019/06/26 11:30 | Naoki Tajima v Luca Staeheli | 5-7,0-6 |
| ITF M15 Balatonalmadi | 2019/06/19 09:50 | Ryan Nijboer v Naoki Tajima | 6-3,6-2 |
| ITF M15 Irpin | 2019/05/28 07:00 | Oleg Prihodko v Naoki Tajima | 6-0,6-1 |
| ITF M15 Irpin | 2019/05/21 12:40 | Nikita Mashtakov v Naoki Tajima | 6-0,7-6 |
| ITF M15 Valldoreix | 2019/05/14 13:15 | Oriol Roca Batalla v Naoki Tajima | 6-1,6-4 |