Stadium: Court 6 Round: 24 Ground: Clay
| ATP Sao Paulo | 2019/02/27 22:30 | Pablo Cuevas v Felix Auger Aliassime | 7-5,3-6,3-6 |
| ATP Rio De Janeiro | 2019/02/23 21:00 | Pablo Cuevas v Felix Auger Aliassime | 3-6,6-3,3-6 |
| ATP Rio De Janeiro | 2019/02/23 00:45 | Albert Ramos-Vinolas v Pablo Cuevas | 3-6,6-3,3-6 |
| ATP Rio De Janeiro | 2019/02/21 22:10 | Juan Ignacio Londero v Pablo Cuevas | 1-6,4-6 |
| ATP Buenos Aires | 2019/02/15 23:10 | Dominic Thiem v Pablo Cuevas | 4-6,6-4,6-3 |
| ATP Buenos Aires | 2019/02/14 17:30 | Pablo Cuevas v Joao Sousa | 6-4,7-5 |
| ATP Buenos Aires | 2019/02/12 17:30 | Marcelo Arevalo v Pablo Cuevas | 2-6,1-6 |
| ATP Cordoba | 2019/02/10 00:00 | Pablo Cuevas v Guido Pella | 1-6,6-3,3-6 |
| ATP Indian Wells | 2019/03/10 18:00 | Nicolas Jarry v Kyle Edmund | 2-6,0-6 |
| Challenger Indian Wells | 2019/03/03 20:30 | Kyle Edmund v Andrey Rublev | 6-3,6-2 |
| Challenger Indian Wells | 2019/03/02 21:50 | Kyle Edmund v Lloyd Harris | 6-2,4-6,6-1 |
| Challenger Indian Wells | 2019/03/01 21:30 | Kyle Edmund v Yannick Maden | 3-6,6-0,6-3 |
| Challenger Indian Wells | 2019/02/28 19:20 | Kyle Edmund v Lukas Rosol | 6-3,6-4 |
| Challenger Indian Wells | 2019/02/27 22:20 | Kyle Edmund v Tommy Robredo | 6-4,6-4 |
| Australian Open | 2019/01/14 05:35 | Kyle Edmund v Tomas Berdych | 3-6,0-6,5-7 |
| ATP Brisbane | 2019/01/02 01:00 | Yasutaka Uchiyama v Kyle Edmund | 7-6,6-4 |