| Challenger - Orlando | 06/07 20:15 | 25 | [163] Jenson Brooksby v Darian King [318] | 7-6,6-3 | |
| Challenger - Little Rock | 06/02 21:00 | 26 | [318] Darian King v Mitchell Krueger [207] | 3-6,2-6 | |
| Challenger - Little Rock | 05/31 19:35 | 25 | [318] Darian King v Thiago Agustin Tirante [340] | 6-4,6-4 | |
| ATP - Beograd | 05/22 14:25 | 14 | [128] Christopher O'Connell v Darian King [317] | 6-1,6-3 | |
| Challenger - Orlando | 04/12 15:30 | 14 | [322] Jesper De Jong v Darian King [299] | 6-0,6-3 | |
| Challenger - Cleveland | 03/17 15:15 | 26 | [231] Christopher Eubanks v Darian King [302] | 6-1,6-2 | |
| Challenger - Cleveland | 03/16 14:00 | 25 | [302] Darian King v Mitchell Krueger [204] | 6-3,5-7,7-5 | |
| 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 | 02/22 16:00 | 54 | Darian King v Giulio Perego | 6-2,7-5 | |
| 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 | |
| Davis Cup | 03/07 14:30 | 45 | Casper Ruud v Darian King | Cancelled | |
| 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 | |
| Challenger - Charlottesville | 10/30 14:00 | 25 | [169] Darian King v Michael Mmoh [278] | home | |
| Challenger - Las Vegas | 10/16 20:25 | 25 | [162] Darian King v Ryan Peniston [378] | 7-6,4-6,3-6 | |
| Challenger - Fairfield | 10/12 02:00 | 27 | [99] Steve Johnson v Darian King [171] | 6-1,6-1 | |
| Challenger - Fairfield | 10/10 17:00 | 26 | [171] Darian King v Blaz Rola [131] | 6-4,6-2 | |
| Challenger - Fairfield | 10/09 19:10 | 25 | [171] Darian King v Sebastian Korda [315] | 5-7,6-0,7-5 | |
| Challenger - Tiburon | 09/26 18:55 | 26 | [375] Sekou Bangoura v Darian King [169] | 1-6,6-4,6-0 | |
| Challenger - Tiburon | 09/25 18:55 | 25 | [371] Ulises Blanch v Darian King [169] | 6-2,6-7,5-7 | |
| Davis Cup | 09/14 16:00 | - | [101] Thiago Monteiro v Darian King [169] | 6-4,7-6 | |
| Davis Cup | 09/13 15:00 | - | [194] Joao Menezes v Darian King [169] | 6-3,4-6,2-6 | |
| Challenger New Haven | 09/05 16:50 | 26 | [179] Darian King v Brayden Schnur [92] | 6-2,3-6,4-6 |