Round: 26 Ground: Clay
| Cali, Colombia | 2016/07/05 23:00 | Darian King v Gomez, Alejandro | 6-4,6-0 |
| ITF USA F23 | 2016/06/28 15:45 | Darian King v Felix Corwin | 3-6,6-2,4-6 |
| Wimbledon Qual | 2016/06/22 13:30 | Pavlasek, Adam v Darian King | 6-3,6-4 |
| Wimbledon Qual | 2016/06/21 11:35 | Darian King v Chen, Ti | 1-6,6-4,10-8 |
| ITF USA F18 | 2016/06/19 14:00 | Bangoura, Sekou v Darian King | 6-3,6-2 |
| ITF USA F18 | 2016/06/18 15:00 | Polansky, Peter v Darian King | 7-5,2-6,0-6 |
| ITF USA F18 | 2016/06/17 14:30 | Quigley, Eric v Darian King | 6-7,1-6 |
| ITF USA F18 | 2016/06/15 18:50 | Austin, Gonzales v Darian King | 6-7,1-6 |
| Cali, Colombia | 2016/07/05 17:55 | Lapentti, Giovanni v Diaz-Figueroa, Christopher | 7-5,7-6 |
| Challenger Marburg | 2016/06/28 12:15 | Darcis, Steve v Lapentti, Giovanni | 6-2,7-6 |
| Challenger Marburg Qual | 2016/06/27 11:00 | Gigounon, Germain v Lapentti, Giovanni | 6-4,6-0 |
| Challenger Marburg Qual | 2016/06/26 13:30 | Tabatruong, Maxime v Lapentti, Giovanni | 5-7,3-6 |
| Challenger Marburg Qual | 2016/06/26 08:00 | Sabanov, Matej v Lapentti, Giovanni | 6-3,5-7,5-7 |
| ATP Stuttgart Qual | 2016/06/04 12:40 | Sugita, Yuichi v Lapentti, Giovanni | 6-3,6-1 |
| ITF Romania F4 | 2016/05/24 08:30 | Lapentti, Giovanni v Juan Pablo Paz | 3-6,6-4,5-7 |
| Challenger Bordeaux Qual | 2016/05/08 10:20 | Lapentti, Giovanni v Tommy Paul | 1-6,1-6 |