Stadium: LA FORET 4 Round: 45 Ground: Hardcourt outdoor
| Challenger Izmir Qual | 2016/09/17 09:00 | Ruan Roelofse v Dean O'Brien | 6-0,6-3 |
| Challenger Aptos Qual | 2016/08/07 17:00 | Cameron Norrie v Dean O'Brien | 6-1,6-1 |
| Challenger Aptos Qual | 2016/08/06 20:10 | Michael Genender v Dean O'Brien | 3-6,2-6 |
| Challenger Dallas Qual | 2016/01/30 16:00 | Dean O'Brien v Clay Thompson | 4-6,2-6 |
| Challenger Columbus | 2015/09/21 18:55 | Dean O'Brien v Sekou Bangoura | 3-6,1-6 |
| Challenger Columbus Qual | 2015/09/20 16:10 | Dean O'Brien v Herkko Pollanen | 6-3,6-4 |
| ITF Uzbekistan F4 | 2015/06/10 06:25 | Temur Ismailov v Dean O'Brien | 6-2,6-1 |
| ITF Uzbekistan F4 | 2015/06/09 07:40 | Dean O'Brien v Pavel Tsoy | 6-3,6-4 |
| ATP St Petersburg Qual | 2016/09/19 08:00 | Daniil Medvedev v Ante Pavic | 6-4,6-2 |
| ATP St Petersburg Qual | 2016/09/18 08:00 | Ante Pavic v James Ward | 7-6,6-2 |
| Challenger Istanbul | 2016/09/15 10:00 | Ante Pavic v Marco Chiudinelli | 1-6,2-6 |
| Challenger Istanbul | 2016/09/13 11:00 | Ante Pavic v Denis Matsukevich | 6-1,6-2 |
| Challenger St Remy | 2016/09/06 09:00 | Ante Pavic v Yannick Hanfmann | 3-6,3-6 |
| Challenger Manerbio Qual | 2016/08/20 15:30 | Ante Pavic v Jonathan Eysseric | 4-6,4-6 |
| Challenger Astana 2 | 2016/07/28 07:25 | Duckhee Lee v Ante Pavic | 6-1,6-2 |
| Challenger Astana 2 | 2016/07/26 05:00 | Alexey Kedryuk v Ante Pavic | 1-6,0-6 |