Stadium: STADIUM Round: 28 Ground: Hardcourt indoor
| Others | 2016/10/02 05:00 | Donald Young v Ryan Harrison | 7-5,1-6,4-6 |
| ATP Houston | 2014/04/08 18:40 | Ryan Harrison v Donald Young | 0-6,1-6 |
| ATP Paris Qual | 2016/10/29 15:10 | Ryan Harrison v Taylor Fritz | 7-6,4-6,6-3 |
| ATP Basel Qual | 2016/10/23 13:20 | Mischa Zverev v Ryan Harrison | 7-6,6-3 |
| ATP Basel Qual | 2016/10/22 12:35 | Johan Nikles v Ryan Harrison | 1-6,2-6 |
| ATP Stockholm | 2016/10/20 10:00 | Kevin Anderson v Ryan Harrison | 7-6,6-4 |
| ATP Stockholm | 2016/10/17 12:00 | Adam Pavlasek v Ryan Harrison | 3-6,5-7 |
| ATP Stockholm Qual | 2016/10/16 10:35 | Ryan Harrison v Matthias Bachinger | 7-6,6-2 |
| ATP Stockholm | 2016/10/15 14:10 | Ryan Harrison v Ivan Nedelko | 6-4,6-3 |
| ATP Shanghai Qual | 2016/10/09 04:00 | Mischa Zverev v Ryan Harrison | 6-3,5-7,7-5 |
| ATP Basel | 2016/10/27 17:00 | Stan Wawrinka v Donald Young | 7-6,6-7,6-4 |
| ATP Basel | 2016/10/24 18:15 | Illya Marchenko v Donald Young | 4-6,2-6 |
| ATP Basel Qual | 2016/10/23 12:00 | Donald Young v Aldin Setkic | 7-6,6-0 |
| ATP Basel Qual | 2016/10/22 15:30 | Donald Young v Antoine Bellier | 6-2,6-1 |
| ATP Stockholm | 2016/10/17 12:00 | Donald Young v Adrian Mannarino | 5-7,4-6 |
| ATP Tokyo | 2016/10/03 08:50 | Kei Nishikori v Donald Young | 4-6,6-2,6-2 |
| Others | 2016/10/02 05:00 | Donald Young v Ryan Harrison | 7-5,1-6,4-6 |
| Others | 2016/10/01 09:05 | Donald Young v Tatsuma Ito | 6-3,7-5 |