Round: 27 Ground: Hardcourt outdoor
| Challenger Cary | 2016/09/14 17:00 | Dennis Novikov v Brydan Klein | 6-4,6-4 |
| Challenger Cary | 2016/09/12 17:30 | Dennis Novikov v Mikelis Libietis | 7-6,6-4 |
| US Open Qual | 2016/08/25 19:30 | Dennis Novikov v Pedja Krstin | 6-7,5-7 |
| US Open Qual | 2016/08/23 21:50 | Dennis Novikov v Federico Gaio | 7-6,5-7,6-2 |
| ATP Washington Qual | 2016/07/17 15:40 | Dennis Novikov v Ernesto Escobedo | 6-7,4-6 |
| ATP Newport | 2016/07/13 15:00 | Dennis Novikov v Victor Estrella Burgos | 6-7,3-6 |
| Wimbledon | 2016/06/30 14:35 | Dennis Novikov v Joao Sousa | 4-6,4-6,6-3,4-6 |
| Wimbledon | 2016/06/28 10:30 | Luke Saville v Dennis Novikov | 6-4,4-6,5-7,4-6 |
| Challenger Cary | 2016/09/14 18:30 | Emilio Gomez v Peter Polansky | 0-6,3-6 |
| Challenger Cary | 2016/09/13 17:40 | Mitchell Krueger v Peter Polansky | 3-6,2-6 |
| US Open Qual | 2016/08/23 15:00 | Marton Fucsovics v Peter Polansky | 6-2,4-6,6-2 |
| Challenger Granby | 2016/08/04 18:15 | Andrew Whittington v Peter Polansky | 6-7,6-2,6-4 |
| Challenger Granby | 2016/08/02 17:45 | Peter Polansky v Tristan Lamasine | 6-4,6-2 |
| Challenger Winnipeg | 2016/07/15 16:45 | Peter Polansky v Yoshihito Nishioka | 6-7,1-6 |
| Challenger Winnipeg | 2016/07/14 19:45 | Peter Polansky v James McGee | 6-4,6-1 |
| Challenger Winnipeg | 2016/07/14 14:00 | Andrey Golubev v Peter Polansky | 2-6,3-6 |