| Kaohsiung Masters | 09/27 01:05 | 6 | Yu Huang v Yang, Chih Chieh | L | 2-0 | |
| Kaohsiung Masters Qual | 09/26 07:45 | - | Puritat Arree v Yang, Chih Chieh | W | 1-2 | |
| Kaohsiung Masters Qual | 09/26 03:00 | 5 | Yen-Chen Ting v Yang, Chih Chieh | W | 0-2 | |
| Taipei Open Qual | 06/20 01:10 | - | Yang, Chih Chieh v Shih-Chieh Chang | L | 1-2 | |
| Nantes Int. Qual | 06/15 07:00 | - | Yang, Chih Chieh v B.R. Sankeerth | L | 0-2 | |
| Denmark Masters Qual | 06/08 10:00 | - | Yang, Chih Chieh v Victor Ørding Kauffmann | L | 1-2 | |
| Denmark Masters Qual | 06/08 08:00 | - | Yang, Chih Chieh v Muhammad S N Mayang | - | Walkover | |
| Croatian Int. | 09/30 14:00 | - | Yang, Chih Chieh v Andi Fadel Muhammad | L | 1-2 | |
| Croatian Int. | 09/30 08:10 | - | Ivan Rusev v Yang, Chih Chieh | W | 0-2 | |
| Croatian Int. Qual | 09/29 16:55 | - | Enrico Baroni v Yang, Chih Chieh | W | 0-2 | |
| Croatian Int. Qual | 09/29 10:30 | - | Jerome Pauquet v Yang, Chih Chieh | W | 0-2 | |
| Polish Int. | 09/24 08:40 | - | Jan Louda v Yang, Chih Chieh | L | 2-1 | |
| Polish Int. | 09/23 14:40 | - | Yang, Chih Chieh v Liu, H. C. | W | 2-1 | |
| Polish Int. | 09/22 13:20 | - | Elias Bracke v Yang, Chih Chieh | W | 0-2 | |
| Belgian International 2019, MS | 09/15 09:10 | - | Yang, Chih Chieh v Burestedt, Felix | L | 0-2 | |
| Taipei Open Qual | 07/19 01:10 | - | Yang, Chih Chieh v Yu, Sheng Po | L | 1-2 | |
| Korea Masters | 11/20 03:30 | 5 | Yang, Chih Chieh v Chun-Yi Lin | L | 1-2 | |
| Korea Masters 2019, MS, Qualification | 11/19 04:30 | - | Yang, Chih Chieh v Liu, W. C. | W | 2-0 | |
| Korea Masters 2019, MS, Qualification | 11/19 01:45 | - | Yang, Chih Chieh v Fogarty, Mathew | W | 2-0 | |
| Macau Open 2019, MS, Qualification | 10/29 01:10 | - | Yu Jen Chi v Yang, Chih Chieh | L | 2-0 | |
| Vietnam Open | 09/11 07:40 | 6 | Takuma Obayashi v Yang, Chih Chieh | L | 2-0 | |
| Chinese Taipei Open 2019, MS | 09/04 12:30 | 5 | Yang, Chih Chieh v Koki Watanabe | L | 0-2 | |
| Chinese Taipei Open 2019, MS, Qualification | 09/03 05:30 | - | Pang Fong Pui v Yang, Chih Chieh | W | 0-2 | |
| Australian Open Qual | 06/04 03:30 | - | Chico Aura Dwi Wardoyo v Yang, Chih Chieh | L | 2-1 | |
| Australian Open Qual | 06/04 00:35 | - | Ho-Shue, Jason Anthony v Yang, Chih Chieh | W | 1-2 | |
| Vietnam Int. | 04/11 11:45 | - | Tan, Jia Wei v Yang, Chih Chieh | L | 2-0 | |
| Vietnam Int. | 04/09 11:30 | - | Mainaky, Yehezkiel Fritz v Yang, Chih Chieh | W | 0-2 | |
| China Masters | 03/15 10:50 | 3 | Zulkarnain, I. v Yang, Chih Chieh | L | 2-1 | |
| China Masters | 03/14 07:40 | 4 | Yu, J. v Yang, Chih Chieh | W | 1-2 | |
| China Masters | 03/13 11:20 | 5 | Shumin, Liu v Yang, Chih Chieh | W | 1-2 |