Stadium: Central Round: 25 Ground: Hardcourt outdoor
| Challenger Gatineau | 2019/07/16 22:35 | Liam Draxl v Jordi Arconada | 6-2,6-4 |
| ITF M15 Orange Park | 2019/04/18 16:45 | Matic Spec v Liam Draxl | 6-3,6-2 |
| ITF M15 Orange Park | 2019/04/16 14:00 | Emmett Ward v Liam Draxl | 3-6,1-6 |
| ITF M15 Sunrise | 2019/04/10 14:00 | Liam Draxl v Nick Hardt | 2-6,4-6 |
| Challenger Drummondville | 2019/03/12 23:05 | John-Patrick Smith v Liam Draxl | 6-7,7-5,7-6 |
| Challenger Drummondville | 2019/03/12 00:35 | Liam Draxl v Yusuke Takahashi | 6-3,6-2 |
| ITF M15 Tucson | 2019/02/15 21:30 | Liam Draxl v Isaiah Strode | 5-7,3-6 |
| ITF M15 Tucson | 2019/02/14 21:45 | Liam Draxl v Strong Kirchheimer | 6-3,7-5 |
| Challenger Winnipeg | 2019/07/11 21:00 | Maxime Cressy v Darian King | 7-5,7-6 |
| Challenger Winnipeg | 2019/07/10 16:55 | Brydan Klein v Darian King | 0-6,6-7 |
| Wimbledon | 2019/06/24 10:00 | Darian King v Sergiy Stakhovsky | 3-6,2-6 |
| Challenger Little Rock | 2019/06/08 21:00 | Duckhee Lee v Darian King | 6-0,6-0 |
| Challenger Little Rock | 2019/06/08 16:10 | Darian King v Raymond Sarmiento | 6-3,6-7,7-5 |
| Challenger Little Rock | 2019/06/07 23:10 | Darian King v Zhe Li | 7-6,6-3 |
| Challenger Little Rock | 2019/06/05 18:40 | Darian King v Oliver Crawford | 6-4,6-4 |
| French Open | 2019/05/20 08:00 | Peter Polansky v Darian King | 6-4,6-4 |