Round: 44 Ground: Hardcourt outdoor
| Wimbledon | 2016/06/28 10:30 | Nick Kyrgios v Radek Stepanek | 6-4,6-3,6-7,6-1 |
| ATP Stuttgart | 2016/06/10 14:00 | Philipp Kohlschreiber v Radek Stepanek | 6-4,7-5 |
| ATP Stuttgart | 2016/06/09 12:25 | Radek Stepanek v Marin Cilic | 7-6,7-5 |
| ATP Stuttgart | 2016/06/07 09:00 | Denis Istomin v Radek Stepanek | 5-7,6-3,3-6 |
| ATP Stuttgart Qual | 2016/06/05 11:40 | Radek Stepanek v James Ward | 6-2,6-1 |
| ATP Stuttgart Qual | 2016/06/04 15:20 | Radek Stepanek v Nikola Mektic | 6-4,6-3 |
| French Open | 2016/05/23 17:00 | Radek Stepanek v Andy Murray | 6-3,6-3,0-6,3-6,5-7 |
| French Open Qual | 2016/05/20 08:00 | Yoshihito Nishioka v Radek Stepanek | 3-6,2-6 |
| Wimbledon | 2016/06/28 10:30 | Benoit Paire v Franko Skugor | 3-6,7-6,2-6,6-3,10-8 |
| Wimbledon Qual | 2016/06/23 13:00 | Gerald Melzer v Franko Skugor | 6-4,1-6,4-6,4-6 |
| Wimbledon Qual | 2016/06/22 10:00 | Franko Skugor v Daniel Munoz-De La Nava | 7-6,6-2 |
| Wimbledon Qual | 2016/06/21 11:10 | Franko Skugor v Pedja Krstin | 6-2,6-4 |
| French Open Qual | 2016/05/16 09:25 | Igor Sijsling v Franko Skugor | 6-7,7-6,6-3 |
| Challenger Heilbronn | 2016/05/11 11:20 | Franko Skugor v Jozef Kovalik | 6-7,2-6 |
| Challenger Heilbronn | 2016/05/09 12:00 | Andrey Rublev v Franko Skugor | 2-6,2-6 |
| ATP Barcelona | 2016/04/18 11:30 | Franko Skugor v Inigo C Huegun | 3-6,4-6 |