Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| Open d'Australie Playoff Wilcard Australienne | 2018/11/28 03:25 | Wu, Di v Colin Sinclair | 2-6,3-6 |
| Challenger Kobe | 2018/11/12 03:35 | Wu, Di v Tatsuma Ito | 4-6,3-6 |
| Shenzhen II, Chine | 2018/10/30 07:05 | Wu, Di v Liam Broady | 4-6,4-6 |
| Liuzhou, Chine | 2018/10/26 05:30 | Radu Albot v Wu, Di | 6-0,3-6,6-3 |
| Liuzhou, Chine | 2018/10/24 03:00 | Wu, Di v Tatsuma Ito | 6-3,6-4 |
| Liuzhou, Chine | 2018/10/22 07:15 | Nedovyesov, Aleksandr v Wu, Di | 6-7,6-7 |
| Ningbo, China | 2018/10/16 07:50 | Hiroki Moriya v Wu, Di | 6-4,6-4 |
| Shanghai, Chine | 2018/10/06 04:00 | Matteo Berrettini v Wu, Di | 6-4,6-2 |
| Challenger Canberra | 2019/01/06 00:20 | Harris, Andrew v Zhurbin, Alexander | 7-5,3-6,6-3 |
| Challenger Playford | 2018/12/31 23:30 | Harris, Andrew v Zhe Li | 4-6,4-6 |
| Challenger Playford | 2018/12/30 23:30 | Harris, Andrew v Bortolotti, Marco | 6-2,6-0 |
| Open d'Australie Playoff Wilcard Australienne | 2018/12/10 02:50 | Harris, Andrew v Rinky Hijikata | 7-6,2-6,5-7,7-6,3-6 |
| Challenger Kobe | 2018/11/14 04:50 | Soeda, Go v Harris, Andrew | 6-3,7-5 |
| Challenger Kobe | 2018/11/13 04:05 | Shinji Hazawa v Harris, Andrew | 3-6,6-3,3-6 |
| Challenger Kobe | 2018/11/12 02:00 | Harris, Andrew v Sho Shimabukuro | 6-4,6-3 |
| Challenger Kobe | 2018/11/11 02:00 | Harris, Andrew v Yuki Mochizuki | 6-4,6-0 |