Stadium: Court 2 Round: 24 Ground: Hardcourt outdoor
| US Open | 2019/08/19 15:00 | Mikael Ymer v Thai-Son Kwiatkowski | 5-7,6-3,7-6 |
| ATP Montreal | 2019/08/03 15:00 | Daniel Evans v Thai-Son Kwiatkowski | 7-6,6-1 |
| ATP Washington | 2019/07/31 01:25 | Thai-Son Kwiatkowski v Nick Kyrgios | 5-7,4-6 |
| ATP Washington | 2019/07/28 16:00 | Viktor Troicki v Thai-Son Kwiatkowski | 3-6,7-6,4-6 |
| ATP Washington | 2019/07/27 14:00 | Thai-Son Kwiatkowski v Noah Rubin | 7-5,4-6,6-1 |
| Challenger Binghamton | 2019/07/24 17:20 | Thai-Son Kwiatkowski v Sekou Bangoura | 6-7,4-6 |
| ATP Newport | 2019/07/14 19:20 | Bjorn Fratangelo v Thai-Son Kwiatkowski | 6-1,6-4 |
| Challenger Winnetka | 2019/07/09 16:45 | Collin Altamirano v Thai-Son Kwiatkowski | 6-3,6-0 |
| ITF M15 Cancun | 2019/08/23 14:00 | Colin Sinclair v Thiago Agustin Tirante | 4-6,4-6 |
| ITF M15 Cancun | 2019/08/22 16:50 | Colin Sinclair v Sebastian Murillo | 6-3,6-4 |
| ITF M15 Cancun | 2019/08/20 18:10 | Colin Sinclair v Kalman Boyd | 6-1,7-6 |
| Challenger Vancouver | 2019/08/14 01:30 | Colin Sinclair v Vasek Pospisil | 4-6,7-5,2-6 |
| Challenger Lexington | 2019/07/29 23:00 | John McNally v Colin Sinclair | 7-6,3-6,6-1 |
| ITF M15 Alkmaar | 2019/06/28 11:00 | Niels Lootsma v Colin Sinclair | 6-1,6-1 |
| ITF M15 Alkmaar | 2019/06/27 12:25 | Luca Gelhardt v Colin Sinclair | 6-7,3-6 |
| ITF M15 Alkmaar | 2019/06/26 09:25 | Charles Broom v Colin Sinclair | 3-6,6-4,1-6 |