| Bulgarian Int. | 2019/10/04 15:17 | Sesalan, Enis v Tsai, Andy | W | 1-2 |
| Bulgarian Int. | 2019/10/04 13:00 | Sesalan, Enis v Tsai, Andy | W | 1-2 |
| Polish Int. Qual | 2019/09/19 16:55 | Harry Huang v Tsai, Andy | L | 2-0 |
| Polish Int. Qual | 2019/09/19 13:25 | Pahatouridis, Philip v Tsai, Andy | W | 1-2 |
| Belarus Int. Qual | 2019/08/29 09:45 | Nicolas A. Mueller v Tsai, Andy | L | 2-1 |
| Denmark Int. Qual | 2019/05/09 13:40 | Correl, Peter v Tsai, Andy | W | 0-2 |
| Dutch Int. - | 2019/04/12 10:10 | Munoz, Lino v Tsai, Andy | L | 2-0 |
| Open de Suisse - Doubles Femmes - Qualif. | 2019/01/10 09:00 | Aram Mahmoud v Tsai, Andy | L | 2-1 |
| Kharkiv International 2019, MS | 2019/09/06 07:00 | Dimitar Yanakiev v Danylo Bosniuk | L | 0-2 |
| Bulgarian Open | 2019/08/13 08:20 | Magee, Joshua v Dimitar Yanakiev | W | 1-2 |
| Azerbaïdjan Int. - Qualif. | 2019/06/06 05:30 | Gunnarsson, Kari v Dimitar Yanakiev | L | 2-1 |
| Slovenia Int. Qual | 2019/05/15 14:05 | Shamsul Muzli, Muhammad Izzuddin v Dimitar Yanakiev | W | 1-2 |
| Slovenia Int. Qual | 2019/05/15 11:30 | Almer, Matthias v Dimitar Yanakiev | W | 0-2 |
| Hellas Int. | 2019/05/05 10:30 | Schaenzler, Lars v Dimitar Yanakiev | L | 2-1 |
| Hellas Int. | 2019/05/05 06:30 | Tobias Kuenzi v Dimitar Yanakiev | W | 0-2 |
| Hellas Int. | 2019/05/04 15:30 | Dolan, Jonathan v Dimitar Yanakiev | W | 0-2 |