Stadium: Court 2 Round: 26 Ground: Clay
| Challenger Bratislava MD | 2016/11/12 17:00 | Skupski/Skupski v Raja/Sharan | 4-6,6-3,10-5 |
| Challenger Bratislava MD | 2016/11/11 13:00 | Fyrstenberg/Zimonjic v Skupski/Skupski | 4-6,6-7 |
| Challenger Bratislava MD | 2016/11/10 14:35 | Skupski/Skupski v Molchanov/Zelenay | 7-5,6-3 |
| Challenger Eckental MD | 2016/11/05 14:30 | Skupski/Skupski v Krawietz/Olivetti | 6-2,3-6,11-13 |
| Challenger Eckental MD | 2016/11/03 14:40 | Skugor/Vasilevski v Skupski/Skupski | 2-6,6-4,11-13 |
| ATP Stockholm MD | 2016/10/19 11:00 | Pavic/Venus v Skupski/Skupski | 7-6,6-4 |
| Challenger Mons MD | 2016/10/06 12:10 | Knowle/Melzer v Skupski/Skupski | 6-3,4-6,12-10 |
| Challenger Mons MD | 2016/10/04 14:40 | Geens/Reuter v Skupski/Skupski | 0-6,2-6 |