Round: 28 Ground: Clay
| Challenger Szczecin | 2016/09/16 12:30 | Jonathan Eysseric v Marco Cecchinato | 6-4,6-1 |
| Challenger Szczecin | 2016/09/15 14:05 | Jonathan Eysseric v Petr Michnev | 3-6,6-2,6-2 |
| Challenger Manerbio | 2016/08/27 13:50 | Jonathan Eysseric v Filip Krajinovic | 5-7,1-6 |
| Challenger Manerbio | 2016/08/26 13:15 | Jonathan Eysseric v Lorenzo Sonego | 4-6,6-3,7-5 |
| Challenger Manerbio | 2016/08/24 13:25 | Elias Ymer v Jonathan Eysseric | 2-6,4-6 |
| Challenger Manerbio | 2016/08/23 08:30 | Jonathan Eysseric v Gleb Sakharov | 2-6,6-1,6-1 |
| Challenger Manerbio Qual | 2016/08/22 09:00 | Albert Alcaraz Ivorra v Jonathan Eysseric | 6-7,1-6 |
| Challenger Manerbio Qual | 2016/08/21 13:50 | Tak Khunn Wang v Jonathan Eysseric | 2-6,5-7 |
| Challenger Szczecin | 2016/09/16 14:30 | Dustin Brown v Salvatore Caruso | 4-6,6-3,6-3 |
| Challenger Szczecin | 2016/09/14 12:00 | Dustin Brown v Mathias Bourgue | 6-1,6-1 |
| Challenger Szczecin | 2016/09/13 12:15 | Dustin Brown v Vladimir Ivanov | 6-3,6-7,6-2 |
| US Open | 2016/08/29 23:00 | Dustin Brown v Milos Raonic | 5-7,3-6,4-6 |
| ATP Bastad | 2016/07/15 13:10 | David Ferrer v Dustin Brown | 6-1,4-6,6-4 |
| ATP Bastad | 2016/07/14 09:00 | Dustin Brown v Aljaz Bedene | 6-3,6-7,6-3 |
| ATP Bastad | 2016/07/12 11:15 | Dustin Brown v Daniel Munoz-De La Nava | 6-2,7-6 |
| Wimbledon | 2016/07/01 10:30 | Nick Kyrgios v Dustin Brown | 6-7,6-1,2-6,6-4,6-4 |