| Wimbledon - Qualificação | 06/25 14:35 | 44 | [208] Max Purcell v Donald Young [135] | 3-6,2-6 | |
| Challenger - Ilkley | 06/19 11:30 | 25 | [135] Donald Young v Jason Kubler [162] | 4-6,6-7 | |
| ATP - Den Bosch - Qualificação | 06/09 10:15 | 64 | Donald Young v Miliaan Niesten | 4-6,2-6 | |
| Open de França - Qualificação | 05/21 08:00 | 44 | [377] Alexandre Muller v Donald Young [137] | 7-6,6-3 | |
| Challenger - Savannah | 05/01 21:35 | 25 | [214] Christian Garin v Donald Young [130] | 6-3,4-6,6-1 | |
| Challenger - Sarasota | 04/18 20:30 | 26 | [170] Stefan Kozlov v Donald Young [131] | 6-4,6-4 | |
| Challenger - Sarasota | 04/16 15:45 | 25 | [361] Federico Coria v Donald Young [131] | 4-6,6-7 | |
| ATP - Houston | 04/10 19:00 | 25 | [87] Nicolas Kicker v Donald Young [130] | 6-3,6-2 | |
| ATP - Miami | 03/22 16:25 | 23 | [45] Leonardo Mayer v Donald Young [110] | 3-6,6-4,6-2 | |
| ATP - Indian Wells | 03/08 21:25 | 23 | Borna Coric v Donald Young | 6-0,6-2 | |
| ATP - Acapulco | 02/27 23:40 | 25 | Hyeon Chung v Donald Young | 7-6,6-1 | |
| ATP - Delray Beach | 02/21 17:00 | 26 | Evgeny Donskoy v Donald Young | 7-6,6-3 | |
| ATP - Delray Beach | 02/19 20:55 | 25 | Ramkumar Ramanathan v Donald Young | 1-6,2-6 | |
| ATP - Nova Iorque | 02/13 00:30 | 25 | Ryan Harrison v Donald Young | 6-3,7-6 | |
| Open da Austrália | 01/16 04:00 | 23 | Novak Djokovic v Donald Young | 6-1,6-2,6-4 | |
| ATP - Auckland | 01/07 23:30 | 25 | Donald Young v Joao Sousa | 7-6,4-6,2-6 | |
| ATP - Basileia | 10/25 15:35 | 25 | Donald Young v Julien Benneteau | 4-6,2-6 | |
| ATP - Xangai - Qualificação | 10/08 05:45 | 46 | [59] Donald Young v Dusan Lajovic [78] | 3-6,2-6 | |
| ATP - Xangai - Qualificação | 10/07 05:40 | 45 | [59] Donald Young v Peter Polansky [122] | 6-1,6-4 | |
| ATP - Tóquio | 10/03 05:00 | 25 | [29] Diego Schwartzman v Donald Young [59] | 6-2,7-5 | |
| ATP - Shenzhen | 09/29 09:55 | 27 | [61] Donald Young v David Goffin [12] | 2-6,3-6 | |
| ATP - Shenzhen | 09/27 12:55 | 26 | [61] Donald Young v Jeremy Chardy [86] | 7-6,6-4 | |
| ATP - Shenzhen | 09/26 10:30 | 25 | [61] Donald Young v Nicola Kuhn [230] | 7-5,7-6 | |
| Open dos EUA | 08/31 19:40 | 24 | [57] Donald Young v Gael Monfils [22] | 3-6,7-6,4-6,6-2,5-7 | |
| Open dos EUA | 08/29 15:00 | 23 | [125] Maximilian Marterer v Donald Young [57] | 3-6,6-1,1-6,4-6 | |
| ATP - Winston-Salem | 08/22 19:00 | 25 | [57] Donald Young v Borna Coric [62] | 6-4,4-6,2-6 | |
| ATP - Winston-Salem | 08/21 19:00 | 24 | Rogerio Dutra Silva v Donald Young | 4-6,2-6 | |
| ATP - Cincinnati | 08/14 15:00 | 24 | [57] Donald Young v Tommy Paul [175] | 4-6,6-7 | |
| ATP - Montreal | 08/07 18:05 | 24 | [61] Donald Young v Benoit Paire [41] | 3-6,7-5,4-6 | |
| ATP - Washington | 08/02 03:25 | 25 | [58] Donald Young v Kei Nishikori [9] | 3-6,6-4,6-7 |