| ITF M25 Naples | 02/24 16:50 | 25 | [419] Gonzalo Villanueva v Darian King [296] | 6-3,6-0 | |
| ITF M25 Naples | 02/23 14:45 | 54 | Darian King v Ryan Shane | 6-3,1-6,10-5 | |
| ITF M25 Naples | 02/18 14:55 | 26 | [291] Darian King v Clement Tabur [405] | 2-6,4-6 | |
| ITF M25 Naples | 02/17 16:55 | 25 | Darian King v Ricardo Rodriguez | 6-2,3-6,6-2 | |
| 2020 Davis Cup | 03/07 14:30 | 45 | Casper Ruud v Darian King | Cancelled | |
| 2020 Davis Cup | 03/06 16:10 | 45 | [337] Viktor Durasovic v Darian King [263] | 6-4,6-2 | |
| Australian Open | 01/15 02:00 | 44 | [190] Darian King v Steven Diez [134] | 2-6,2-6 | |
| Challenger Canberra | 01/08 01:55 | 25 | [194] Darian King v Jaume Munar [89] | 6-4,3-6,0-6 | |
| Challenger Canberra | 01/06 23:00 | 24 | [194] Darian King v Jason Jung [125] | 4-6,6-4,6-3 | |
| Challenger Houston | 11/12 22:55 | 25 | [165] Darian King v Gonzalo Escobar [336] | 6-7,5-7 | |
| Challenger Knoxville | 11/05 15:00 | 25 | [294] Michael Mmoh v Darian King [165] | 6-3,2-6,6-0 | |
| Challenger Charlottesville | 10/31 14:00 | 26 | [169] Darian King v Marcos Giron [125] | 4-6,6-3,6-7 |