Round: 45 Ground: Hardcourt outdoor
| US Open Qual | 2016/08/24 21:40 | Radek Stepanek v Franko Skugor | 6-1,6-1 |
| 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 Čilić | 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 |
| US Open Qual | 2016/08/24 20:00 | Daniel Nguyen v Amir Weintraub | 3-6,2-6 |
| Challenger - Granby | 2016/08/02 21:10 | James McGee v Amir Weintraub | 6-3,6-3 |
| ATP Washington Qual | 2016/07/17 16:55 | Ryan Harrison v Amir Weintraub | 6-4,6-3 |
| ATP Washington Qual | 2016/07/16 16:40 | Ryan Shane v Amir Weintraub | 4-6,2-6 |
| ATP - Newport | 2016/07/12 17:00 | Amir Weintraub v Yuichi Sugita | 6-4,3-6,2-6 |
| ATP Newport Qual | 2016/07/11 15:00 | Amir Weintraub v Frank Dancevic | 6-7,7-6,4-6 |
| ATP Newport Qual | 2016/07/10 16:00 | Amir Weintraub v Evan King | 7-6,7-6 |
| Wimbledon Qual | 2016/06/21 13:50 | Ruben Bemelmans v Amir Weintraub | 6-3,6-2 |