Round: 45 Ground: Hardcourt outdoor
| 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 |