Stadium: Show Court 1 Round: 24 Ground: Hardcourt outdoor
| Challenger Chengdu | 2019/07/30 03:35 | Manish Sureshkumar v Toshihide Matsui | 6-7,4-6 |
| Challenger Chengdu | 2019/07/29 04:30 | Toshihide Matsui v Yang Xuan Li | 6-2,6-3 |
| Challenger Winnipeg | 2019/07/10 20:05 | Toshihide Matsui v Enzo Couacaud | 3-6,2-6 |
| Challenger Winnipeg | 2019/07/09 15:00 | Alexander Lebedev v Toshihide Matsui | 6-7,4-6 |
| Challenger Winnipeg | 2019/07/08 16:00 | Toshihide Matsui v Kevin Kylar | 6-2,3-6,6-2 |
| Challenger Nanchang Qual | 2018/04/14 04:50 | Mukund Sasikumar v Toshihide Matsui | 6-0,6-0 |
| Challenger Taipei Qual | 2018/04/08 07:25 | Toshihide Matsui v Shuichi Sekiguchi | 5-7,6-7 |
| Challenger Taipei Qual | 2018/04/07 07:05 | Toshihide Matsui v Cing-Yang Meng | 6-3,6-4 |
| Challenger Binghamton | 2019/07/24 13:30 | John Paul Fruttero v Alejandro Tabilo | 3-6,5-7 |
| Challenger Noumea | 2018/12/30 23:30 | John Paul Fruttero v Sem Verbeek | 4-6,1-6 |