Stadium: Court 4 Round: 24 Ground: Hardcourt indoor
| Challenger Kobe | 2019/11/10 05:00 | Yosuke Watanuki v Yuichi Sugita | 6-2,6-4 |
| Challenger Kobe | 2019/11/09 04:30 | Yosuke Watanuki v Tim Van Rijthoven | 6-1,6-2 |
| Challenger Kobe | 2019/11/07 02:00 | Yosuke Watanuki v Taisei Ichikawa | 6-2,6-1 |
| Challenger Kobe | 2019/11/06 01:30 | Yan Bai v Yosuke Watanuki | 3-6,1-6 |
| Challenger Kobe | 2019/11/04 08:30 | Kazuki Nishiwaki v Yosuke Watanuki | 3-6,4-6 |
| Challenger Playford 2 | 2019/10/30 23:30 | Yasutaka Uchiyama v Yosuke Watanuki | 6-3,6-4 |
| Challenger Playford 2 | 2019/10/29 02:20 | Sebastian Fanselow v Yosuke Watanuki | 6-7,2-6 |
| Challenger Traralgon | 2019/10/24 01:25 | Yosuke Watanuki v James Duckworth | 3-6,3-6 |
| Challenger Playford 2 | 2019/10/28 23:30 | Aleksandar Vukic v Tristan Schoolkate | 5-7,6-4,4-6 |
| Challenger Traralgon | 2019/10/22 04:30 | Tomas Barrios Vera v Aleksandar Vukic | 6-1,3-6,6-3 |
| Challenger Ningbo | 2019/10/14 07:00 | Aleksandar Vukic v Christopher Eubanks | 5-7,3-6 |
| ITF M25 Brisbane | 2019/10/03 02:00 | Aleksandar Vukic v Dayne Kelly | 3-6,6-0,3-6 |
| ITF M25 Brisbane | 2019/10/02 01:45 | Aleksandar Vukic v Brandon Walkin | 6-7,6-3,6-3 |
| Challenger Shanghai | 2019/09/10 04:00 | Aleksandar Vukic v Collin Altamirano | 4-6,6-7 |
| Challenger Jinan | 2019/09/02 06:20 | Aleksandar Vukic v James Ward | 3-6,6-3,3-6 |
| Challenger Baotou | 2019/08/29 05:35 | Aleksandar Vukic v Goncalo Oliveira | 4-6,6-3,0-6 |