Stadium: Centre Court Round: 25 Ground: Hardcourt outdoor
| ATP Chengdu | 2018/09/22 05:00 | Zihao Xia v Prajnesh Gunneswaran | 2-6,5-7 |
| Challenger Kaohsiung | 2018/09/19 05:35 | Prajnesh Gunneswaran v Jurij Rodionov | 3-6,7-5,3-6 |
| Davis Cup | 2018/09/14 15:30 | Dusan Lajovic v Prajnesh Gunneswaran | 6-4,6-3,6-4 |
| Challenger Aptos | 2018/08/11 01:00 | Thanasi Kokkinakis v Prajnesh Gunneswaran | 4-6,6-4,6-3 |
| Challenger Aptos | 2018/08/08 22:55 | JC Aragone v Prajnesh Gunneswaran | 6-4,5-7,4-6 |
| Challenger Aptos | 2018/08/06 21:25 | Brandon Holt v Prajnesh Gunneswaran | 6-4,4-6,2-6 |
| ATP Los Cabos | 2018/08/01 00:00 | Cameron Norrie v Prajnesh Gunneswaran | 6-2,6-2 |
| ATP Los Cabos Qual | 2018/07/29 23:10 | Prajnesh Gunneswaran v Evan Song | 6-3,6-1 |
| Challenger Kaohsiung | 2018/09/19 07:50 | Tsung-Hua Yang v Brayden Schnur | 5-7,3-6 |
| Challenger Kaohsiung | 2018/09/18 07:15 | Hiroki Moriya v Tsung-Hua Yang | 4-6,3-6 |
| Challenger Shanghai | 2018/09/11 03:00 | Hiroki Moriya v Tsung-Hua Yang | 4-6,6-3,6-2 |
| Challenger Jinan | 2018/08/09 07:30 | Alexei Popyrin v Tsung-Hua Yang | 4-6,7-6,7-5 |
| Challenger Chengdu | 2018/07/31 04:45 | Zhizhen Zhang v Tsung-Hua Yang | 6-4,6-4 |
| Challenger Scheveningen | 2018/07/16 11:30 | Alessandro Giannessi v Tsung-Hua Yang | 3-6,6-1,6-3 |
| Wimbledon Qual | 2018/06/25 12:00 | Peter Polansky v Tsung-Hua Yang | 4-6,6-3,6-2 |
| Challenger Poprad Tatry | 2018/06/20 12:00 | Jozef Kovalik v Tsung-Hua Yang | 6-2,7-5 |