Round: 25 Ground: Clay
| Challenger Shanghai | 2016/09/08 01:10 | Nicolas Barrientos v Soonwoo Kwon | 1-6,3-6 |
| Challenger Shanghai | 2016/09/07 01:56 | Nicolas Barrientos v Soonwoo Kwon | 1-6,3-6 |
| Challenger Astana 2 | 2016/07/26 08:35 | Nicolas Barrientos v Alexander Bublik | 6-7,4-6 |
| Challenger Cali 2 | 2016/07/07 15:45 | Erik Crepaldi v Nicolas Barrientos | 2-6,2-6 |
| Challenger Cali 2 | 2016/07/06 16:30 | Nicolas Barrientos v Juan Ignacio Londero | 1-6,6-0,6-4 |
| ITF Spain F18 | 2016/06/21 17:30 | Nicolas Barrientos v Fred Gil | 7-6,3-6,3-6 |
| Challenger Perugia | 2016/06/13 11:30 | Yannick Maden v Nicolas Barrientos | 6-2,6-1 |
| Challenger Perugia Qual | 2016/06/12 08:30 | Nicolas Barrientos v Ricardo Rodriguez-Pace | 6-3,6-4 |
| Challenger Shanghai | 2016/09/08 07:50 | Jordan Thompson v Marinko Matosevic | 6-3,7-6 |
| Challenger Shanghai | 2016/09/06 02:00 | Zhizhen Zhang v Marinko Matosevic | 4-6,2-6 |
| Challenger Bangkok 4 | 2016/09/03 04:00 | Go Soeda v Marinko Matosevic | 6-3,6-2 |
| Challenger Bangkok 4 | 2016/09/02 04:00 | Edan Leshem v Marinko Matosevic | 2-6,0-6 |
| Challenger Bangkok 4 | 2016/09/01 04:00 | Marinko Matosevic v Zhe Li | 6-2,6-2 |
| Challenger Bangkok 4 | 2016/08/30 08:15 | Bradley Mousley v Marinko Matosevic | 2-6,4-6 |
| Challenger Aptos | 2016/08/12 22:30 | Bjorn Fratangelo v Marinko Matosevic | 6-4,6-2 |
| Challenger Aptos | 2016/08/11 22:30 | Benjamin Mitchell v Marinko Matosevic | 2-6,1-6 |