Stadium: Court 7 Round: 164 Ground: Clay
| Challenger Guadalajara | 2018/04/20 21:00 | Krstin, Pedja v Darian King | 6-2,1-6,6-2 |
| ATP - Houston | 2019/04/06 19:55 | Polansky, Peter v Darian King | 4-6,1-6 |
| Monterrey, Mexico | 2019/04/04 18:35 | Tennys Sandgren v Darian King | 7-6,4-6,6-2 |
| Monterrey, Mexico | 2019/04/02 19:45 | King, Evan v Darian King | 6-4,6-7,1-6 |
| ATP - Miami | 2019/03/18 14:00 | Darian King v Istomin, Denis | 4-6,6-3,6-7 |
| ATP - Indian Wells | 2019/03/06 02:10 | Darian King v Elias Ymer | 6-1,1-6,2-6 |
| Challenger - Indian Wells | 2019/02/26 00:20 | Darian King v Kamil Majchrzak | 4-6,3-6 |
| ATP - Delray Beach | 2019/02/18 23:00 | Lloyd Harris v Darian King | 7-6,6-3 |
| ATP - Delray Beach | 2019/02/17 17:45 | Alexei Popyrin v Darian King | 6-7,3-6 |
| ATP - Houston | 2019/04/06 20:40 | Krstin, Pedja v Marcos Giron | 6-4,6-1 |
| Monterrey, Mexico | 2019/04/03 17:00 | Krstin, Pedja v Alexander Bublik | 6-1,3-6,4-6 |
| Monterrey, Mexico | 2019/04/02 20:20 | Krstin, Pedja v Gomez, Lucas | 6-0,6-3 |
| Challenger - Phoenix | 2019/03/13 17:00 | Krstin, Pedja v Gojowczyk, Peter | 4-6,4-6 |
| Challenger - Phoenix | 2019/03/11 18:50 | Ramkumar Ramanathan v Krstin, Pedja | 2-6,4-6 |
| Challenger - Indian Wells | 2019/02/26 18:00 | Alex Bolt v Krstin, Pedja | 6-3,6-4 |
| Challenger - Indian Wells | 2019/02/25 21:55 | Krstin, Pedja v Bemelmans, Ruben | 6-3,6-4 |
| Challenger - Morelos | 2019/02/19 19:00 | Krstin, Pedja v Tomas Barrios Vera | 5-7,4-6 |