| Challenger New Haven | 09/04 15:25 | 25 | [179] Darian King v Marcelo Arevalo [301] | 6-4,3-6,6-2 | |
| US Open | 08/23 18:10 | 46 | [179] Darian King v Evgeny Donskoy [123] | 4-6,3-6 | |
| US Open | 08/22 16:45 | 45 | [179] Darian King v Adrian Menendez-Maceiras [193] | 6-1,6-4 | |
| US Open | 08/20 17:45 | 44 | [103] Malek Jaziri v Darian King [179] | 2-6,4-6 | |
| Challenger Gatineau | 07/20 15:00 | 28 | [193] Darian King v Enzo Couacaud [201] | 2-6,4-6 | |
| Challenger Gatineau | 07/19 15:00 | 27 | [193] Darian King v Maxime Janvier [194] | 6-3,1-6,6-1 | |
| Challenger Gatineau | 07/18 17:40 | 26 | [168] Yasutaka Uchiyama v Darian King [193] | 6-4,2-6,3-6 | |
| Challenger Gatineau | 07/17 17:05 | 25 | Liam Draxl v Darian King | 6-3,5-7,2-6 | |
| Challenger - Winnipeg | 07/11 21:00 | 26 | [314] Maxime Cressy v Darian King [190] | 7-5,7-6 | |
| Challenger - Winnipeg | 07/10 16:55 | 25 | [354] Brydan Klein v Darian King [190] | 0-6,6-7 | |
| Wimbledon | 06/24 10:00 | 44 | [192] Darian King v Sergiy Stakhovsky [139] | 3-6,2-6 | |
| Challenger - Columbus | 06/11 15:40 | 25 | [175] Darian King v Thiago Seyboth Wild [364] | Cancelled | |
| Challenger - Little Rock | 06/08 21:00 | 28 | [243] Duckhee Lee v Darian King [200] | 6-0,6-0 | |
| Challenger - Little Rock | 06/08 16:10 | 27 | Darian King v Raymond Sarmiento | 6-3,6-7,7-5 | |
| Challenger - Little Rock | 06/07 23:10 | 26 | [200] Darian King v Zhe Li [239] | 7-6,6-3 | |
| Challenger - Little Rock | 06/05 18:40 | 25 | Darian King v Oliver Crawford | 6-4,6-4 | |
| French Open | 05/20 08:00 | 44 | [124] Peter Polansky v Darian King [206] | 6-4,6-4 | |
| Challenger - Puerto Vallarta | 05/04 00:00 | 27 | [213] Darian King v Alejandro Tabilo [459] | 1-6,7-5,5-7 | |
| Challenger - Puerto Vallarta | 05/03 02:45 | 26 | [370] Joao Menezes v Darian King [213] | 5-7,5-7 | |
| Challenger - Puerto Vallarta | 05/01 17:00 | 25 | [412] Andres A. Martinavarro v Darian King [213] | 4-6,4-6 | |
| Challenger - Leon | 04/25 17:00 | 26 | [188] James Ward v Darian King [213] | 6-1,6-4 | |
| Challenger - Leon | 04/23 17:55 | 25 | [476] Skander Mansouri v Darian King [213] | 3-6,2-6 | |
| ATP - Houston | 04/08 18:00 | 164 | [208] Darian King v Pedja Krstin [195] | 6-7,5-7 | |
| ATP - Houston | 04/06 19:55 | 64 | [138] Peter Polansky v Darian King [208] | 4-6,1-6 | |
| Challenger - Monterrey | 04/04 18:35 | 26 | [93] Tennys Sandgren v Darian King [208] | 7-6,4-6,6-2 | |
| Challenger - Monterrey | 04/02 19:45 | 25 | [324] Evan King v Darian King [208] | 6-4,6-7,1-6 | |
| ATP - Miami | 03/18 14:00 | 44 | [191] Darian King v Denis Istomin [102] | 4-6,6-3,6-7 | |
| ATP - Indian Wells | 03/06 02:10 | 44 | [190] Darian King v Elias Ymer [117] | 6-1,1-6,2-6 | |
| Challenger - Indian Wells | 02/26 00:20 | 24 | [161] Darian King v Kamil Majchrzak [158] | 4-6,3-6 | |
| ATP - Delray Beach | 02/18 23:00 | 25 | [98] Lloyd Harris v Darian King [162] | 7-6,6-3 |