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