| ITF M15 Kashiwa | 04/02 02:10 | 25 | Toshihide Matsui v Kazuki Nishiwaki | 7-6,4-6,4-6 | |
| Challenger Noumea | 12/31 02:30 | 45 | [452] Rubin Statham v Toshihide Matsui [137] | 6-2,7-6 | |
| Challenger Guangzhou | 09/11 06:00 | 19 | [493] Qian Sun v Toshihide Matsui [129] | 6-7,6-0,7-6 | |
| Challenger Guangzhou | 09/10 09:45 | 14 | Toshihide Matsui v Jiayang Dong | 7-5,6-0 | |
| Challenger Zhangjiagang | 08/27 03:30 | 45 | [139] Toshihide Matsui v Ray Ho [258] | 0-6,2-6 | |
| Challenger Manama | 02/12 12:00 | 14 | [199] Toshihide Matsui v Andrey Chepelev [407] | 3-6,2-6 | |
| Challenger Noumea | 01/02 04:15 | 25 | [229] Toshihide Matsui v Riccardo Bonadio [187] | 3-6,3-6 | |
| Challenger Yokkaichi | 11/20 04:35 | 14 | [251] Toshihide Matsui v James Trotter [486] | 4-6,4-6 | |
| Challenger Busan | 10/16 02:50 | 14 | [328] Maximilian Neuchrist v Toshihide Matsui [300] | 6-3,6-2 | |
| ITF M25 Kashiwa | 09/29 01:00 | 26 | Toshihide Matsui v Yuta Shimizu | Walkover | |
| ITF M25 Kashiwa | 09/28 01:00 | 25 | Mao Takada v Toshihide Matsui | 2-6,2-6 | |
| Challenger Nonthaburi - selejtezők | 09/04 06:00 | 14 | Toshihide Matsui v Philip Sekulic | 4-6,6-7 | |
| Challenger Rome GA | 07/10 15:40 | 14 | [436] Ben Shelton v Toshihide Matsui [450] | 6-0,6-2 | |
| ITF M25 Harmon | 06/09 01:50 | 26 | Toshihide Matsui v Jisung Nam | 4-6,3-6 | |
| ITF M25 Harmon | 06/07 01:40 | 25 | Toshihide Matsui v Matthew Stubbings | 6-1,7-5 | |
| ITF M25 Harmon | 06/01 02:05 | 25 | Takeru Yuzuki v Toshihide Matsui | 6-7,6-2,6-1 | |
| Challenger Bengaluru - selejtezők | 02/13 10:50 | 14 | [466] Bogdan Bobrov v Toshihide Matsui [416] | Retired | |
| Challenger Antalya - selejtezők | 12/05 10:50 | 14 | [468] Jakub Paul v Toshihide Matsui [374] | 6-1,6-3 | |
| Challenger Bendigo | 01/12 04:00 | 24 | Toshihide Matsui v Alexander Crnokrak | 2-6,0-6 | |
| Challenger Pune | 11/13 05:30 | 25 | [250] Sasikumar Mukund v Toshihide Matsui [186] | 6-2,6-3 | |
| Challenger Pune | 11/11 10:40 | 24 | Ben Patael v Toshihide Matsui | 6-4,3-6,4-6 | |
| Challenger Shenzhen 2 | 10/30 03:20 | 25 | [340] Chun Hsin Tseng v Toshihide Matsui [168] | Retired | |
| Challenger Shenzhen 2 | 10/28 02:00 | 166 | Toshihide Matsui v Jiaqi Duan | Retired | |
| Challenger Liuzhou | 10/23 03:55 | 25 | [172] Toshihide Matsui v Jason Jung [134] | 2-6,2-6 | |
| Challenger Liuzhou | 10/22 02:00 | 24 | Toshihide Matsui v Hao Wu | 4-6,6-1,6-4 | |
| Challenger Liuzhou | 10/21 02:00 | 166 | Toshihide Matsui v Jiaqi Duan | 6-1,6-2 | |
| Challenger Shanghai | 09/09 02:00 | 166 | Toshihide Matsui v Chuhan Wang | 5-7,6-7 | |
| Challenger Yokkaichi | 08/08 03:00 | 26 | Sho Shimabukuro v Toshihide Matsui | Retired | |
| Challenger Yokkaichi | 08/07 02:00 | 25 | [154] Toshihide Matsui v Makoto Ochi [456] | 7-6,7-6 | |
| Challenger Yokkaichi | 08/06 01:00 | 24 | [154] Toshihide Matsui v John Paul Fruttero [193] | 6-3,7-6 |