Stadium: Court 3 Round: 44 Ground: Clay
| ITF M15 Hua Hin | 2019/08/20 03:00 | Anirudh Chandrasekar v Seita Watanabe | 2-6,3-6 |
| ITF M15 Hua Hin | 2019/08/19 04:35 | Anirudh Chandrasekar v Bingyu Yu | 6-3,6-4 |
| ITF M15 Tabarka | 2019/07/31 14:00 | Anirudh Chandrasekar v Petr Iamachkine | 3-6,7-6,3-6 |
| ITF M15 Tabarka | 2019/07/23 08:00 | Anirudh Chandrasekar v Alexander Weis | 3-6,5-7 |
| ITF M15 Tabarka | 2019/07/17 15:20 | Max Houkes v Anirudh Chandrasekar | 6-2,6-2 |
| ITF M15 Tabarka | 2019/07/09 08:00 | Alen Rogic-Hadzalic v Anirudh Chandrasekar | 6-3,6-4 |
| ITF M15 Kampala | 2019/05/25 06:00 | Giovani Samaha v Anirudh Chandrasekar | 6-7,6-3,7-6 |
| ITF M15 Kampala | 2019/05/15 12:25 | Anirudh Chandrasekar v Eric Vanshelboim | 7-6,5-7,5-7 |
| ITF M15 Akishima | 2019/06/12 01:00 | Tomohiro Masabayashi v Yuta Kikuchi | 3-6,5-7 |
| ITF M15 Guam | 2019/06/04 01:55 | Sho Katayama v Tomohiro Masabayashi | 6-4,7-6 |
| ITF M15 Karuizawa | 2019/05/28 02:30 | Tomohiro Masabayashi v Soichiro Moritani | 3-6,3-6 |
| ITF M25 Matsuyama | 2019/04/12 03:00 | Wishaya Trongcharoenchaikul v Tomohiro Masabayashi | 7-5,6-2 |
| ITF M25 Matsuyama | 2019/04/10 05:25 | Taketo Takamisawa v Tomohiro Masabayashi | 3-6,3-6 |
| ITF M25 Matsuyama | 2019/04/09 01:00 | Kazuma Kawachi v Tomohiro Masabayashi | 5-7,6-4,3-10 |
| ITF M25 Matsuyama | 2019/04/08 06:00 | Hayato Kudo v Tomohiro Masabayashi | 1-6,2-6 |
| ITF M15 Tsukuba | 2019/03/25 04:45 | Bart Stevens v Tomohiro Masabayashi | 6-7,6-3,10-3 |