| US Open Qual | 08/24 21:05 | 45 | [168] Darian King v Nicolas Jarry [130] | 7-6,6-3 | |
| US Open Qual | 08/23 16:55 | 44 | [168] Darian King v Daniel Nguyen [347] | 6-2,6-1 | |
| Challenger Aptos | 08/09 18:00 | 26 | [170] Darian King v Akira Santillan [161] | 3-6,4-6 | |
| Challenger Aptos | 08/07 21:50 | 25 | [476] Christopher Rungkat v Darian King [170] | 2-6,3-6 | |
| Challenger Medellin | 07/15 17:30 | 28 | [150] Joao Souza v Darian King [119] | 6-3,6-4 | |
| Challenger Medellin | 07/14 17:00 | 27 | [239] Roberto Quiroz v Darian King [119] | 6-7,6-4,3-6 | |
| Challenger Medellin | 07/13 16:00 | 26 | [498] Juan Ignacio Galarza v Darian King [119] | 2-6,5-7 | |
| Challenger Medellin | 07/12 20:30 | 25 | Alejandro Mendoza v Darian King | 2-6,0-6 | |
| Challenger Medellin | 07/12 20:30 | 25 | Alejandro Falla v Darian King | Cancelled | |
| Wimbledon Qual | 06/29 13:10 | - | [119] Darian King v Lukas Rosol [213] | 4-6,6-3,3-6,4-6 | |
| Wimbledon Qual | 06/28 16:40 | 45 | [119] Darian King v Bradley Klahn [490] | 3-6,6-1,6-4 | |
| Wimbledon Qual | 06/26 10:00 | 44 | [119] Darian King v Lorenzo Giustino [168] | 6-4,6-0 | |
| Challenger Ilkley | 06/20 11:45 | 25 | [115] Darian King v Sam Groth [206] | 5-7,4-6 | |
| Challenger Nottingham | 06/13 15:20 | 25 | [113] Darian King v Bjorn Fratangelo [143] | 7-6,2-6,6-7 | |
| French Open Qual | 05/22 13:45 | 44 | [115] Darian King v Marton Fucsovics [148] | 4-6,2-6 | |
| ATP Rome Qual | 05/13 15:05 | 45 | [106] Darian King v Alexandr Dolgopolov [87] | 3-6,6-3,6-7 | |
| Challenger Savannah | 05/02 21:30 | 25 | [108] Darian King v Marcos Giron [410] | 4-6,0-6 | |
| Challenger Tallahassee | 04/24 23:40 | 25 | [221] John-Patrick Smith v Darian King [109] | 6-3,6-4 | |
| Challenger Sarasota | 04/18 16:00 | 25 | [110] Darian King v Jurgen Melzer [155] | 2-6,6-2,2-6 | |
| Davis Cup | 04/09 14:00 | 28 | Darian King v Christopher Diaz-Figueroa | 6-4,6-3,6-2 | |
| Davis Cup | 04/07 16:00 | 28 | Darian King v Luciano Ramazzini | 6-2,6-1,6-1 | |
| ATP Miami | 03/25 16:20 | 24 | [121] Darian King v David Goffin [12] | 5-7,1-6 | |
| ATP Miami | 03/23 19:25 | 23 | [121] Darian King v Lukas Lacko [114] | 7-6,6-4 | |
| ATP Miami Qual | 03/21 14:00 | 45 | Darian King v Reilly Opelka | Walkover | |
| ATP Miami Qual | 03/20 14:00 | 44 | [226] Ivan Dodig v Darian King [121] | 4-6,7-5,0-6 | |
| ATP Indian Wells | 03/12 00:15 | 24 | [11] Gael Monfils v Darian King [131] | 3-6,6-0,6-1 | |
| ATP Indian Wells | 03/09 23:30 | 23 | [55] Nikoloz Basilashvili v Darian King [131] | 5-7,5-7 | |
| ATP Indian Wells Qual | 03/08 23:35 | 45 | [90] Mikhail Kukushkin v Darian King [131] | 1-6,4-6 | |
| ATP Indian Wells Qual | 03/08 01:05 | 44 | [177] Noah Rubin v Darian King [131] | 4-6,4-6 | |
| ATP Delray Beach Qual | 02/19 17:30 | - | Steve Darcis v Darian King | 6-1,6-4 |