| ATP Delray Beach | 02/17 17:45 | 164 | [123] Alexei Popyrin v Darian King [164] | 6-7,3-6 | |
| ATP Delray Beach | 02/16 21:20 | 64 | [217] John-Patrick Smith v Darian King [164] | 4-6,6-7 | |
| Challenger Cleveland | 02/02 22:00 | 28 | [172] Darian King v Mikael Torpegaard [298] | 4-6,6-3,3-6 | |
| Challenger Cleveland | 02/01 23:00 | 27 | [172] Darian King v Noah Rubin [150] | 6-4,7-6 | |
| Challenger Cleveland | 01/31 15:00 | 26 | [172] Darian King v Roy Smith [332] | Retired | |
| Challenger Cleveland | 01/30 01:25 | 25 | [172] Darian King v Danilo Petrovic [286] | 6-3,6-4 | |
| Challenger Newport Beach | 01/25 19:00 | 27 | [279] Enzo Couacaud v Darian King [171] | 6-3,3-6,7-6 | |
| Challenger Newport Beach | 01/24 18:00 | 26 | [171] Darian King v Kaichi Uchida [287] | 6-3,4-6,6-4 | |
| Challenger Newport Beach | 01/23 18:00 | 25 | [171] Darian King v Benjamin Bonzi [265] | 6-4,6-2 | |
| Australian Open | 01/11 03:00 | 46 | [172] Darian King v Viktor Troicki [201] | 2-6,6-3,3-6 | |
| Australian Open | 01/10 06:50 | 45 | [172] Darian King v Alexey Vatutin [175] | 6-3,4-6,6-2 | |
| Australian Open | 01/09 05:35 | 44 | [122] Marcos Baghdatis v Darian King [172] | 4-6,6-4,3-6 | |
| Challenger Orlando | 01/06 16:00 | 29 | [198] Darian King v Marcos Giron [308] | 4-6,4-6 | |
| Challenger Orlando | 01/05 19:50 | 28 | [198] Darian King v Michael Redlicki [405] | 6-4,6-2 | |
| Challenger Orlando | 01/04 16:00 | 27 | [198] Darian King v Norbert Gombos [247] | 7-5,3-6,6-3 | |
| Challenger Orlando | 01/03 16:20 | 26 | [198] Darian King v Johan Tatlot [269] | 6-3,6-3 | |
| Challenger Orlando | 01/01 18:40 | 25 | [198] Darian King v Evan King [286] | 6-0,6-2 | |
| Challenger Houston | 11/13 19:45 | 25 | Darian King v Roy Smith | 3-6,6-3,6-7 | |
| Challenger Charlottesville | 10/31 15:00 | 25 | [200] Darian King v Michael Mmoh [102] | 3-6,4-6 | |
| Challenger Las Vegas | 10/26 19:45 | 27 | [192] Thanasi Kokkinakis v Darian King [221] | 6-1,6-4 | |
| Challenger Las Vegas | 10/24 18:00 | 26 | [292] Tommy Paul v Darian King [221] | 4-6,4-6 | |
| Challenger Las Vegas | 10/22 20:10 | 25 | [221] Darian King v Dominik Koepfer [180] | 6-4,6-4 | |
| Challenger Fairfield | 10/09 19:10 | 25 | [309] Tommy Paul v Darian King [213] | 6-2,6-2 | |
| Challenger Stockton | 10/05 19:40 | 27 | [189] Darian King v Maxime Janvier [272] | 5-7,7-5,6-7 | |
| Challenger Stockton | 10/04 16:30 | 26 | [158] Alex Bolt v Darian King [189] | 4-6,3-6 | |
| Challenger Stockton | 10/02 22:50 | 25 | Darian King v Philip Hjorth | 6-1,6-1 | |
| Challenger Tiburon | 09/25 23:10 | 25 | [108] Michael Mmoh v Darian King [188] | 6-2,6-4 | |
| Davis Cup | 09/15 15:25 | 29 | Darian King v Roberto Quiroz | Cancelled | |
| Davis Cup | 09/14 15:20 | 29 | [186] Darian King v Emilio Gomez [383] | 3-6,6-3,3-6 | |
| Challenger Chicago | 09/05 15:00 | 25 | Ruben Bemelmans v Darian King | Cancelled |