Round: 26 Ground: Clay
| Challenger St Remy MD | 2016/09/10 17:05 | O'Hare/Salisbury v Skupski/Skupski | 7-6,4-6,5-10 |
| Challenger St Remy MD | 2016/09/09 12:30 | Sabanov/Sabanov v Skupski/Skupski | 2-6,2-6 |
| Challenger St Remy MD | 2016/09/08 12:15 | Pavic/Setkic v Skupski/Skupski | 3-6,6-7 |
| Challenger St Remy MD | 2016/09/06 15:10 | Bemelmans/De Loore v Skupski/Skupski | 6-7,4-6 |
| ATP Geneva MD | 2016/05/17 11:45 | Skupski/Skupski v Johnson/Querrey | 6-7,4-6 |
| ATP Munich MD | 2016/04/28 10:00 | Marach/Martin v Skupski/Skupski | 7-6,6-3 |
| Challenger Wroclaw MD | 2016/02/19 14:50 | Skupski/Skupski v Herbert/Olivetti | 7-6,4-6,8-10 |
| Challenger Bergamo MD | 2016/02/13 15:30 | Mektic/Sancic v Skupski/Skupski | 3-6,5-7 |