Round: 25 Ground: Clay
| 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 |
| Challenger Bordeaux Qual | 2016/05/07 09:10 | Ramiaramanan, Lofo v Lapentti, Giovanni | 1-6,1-6 |
| ITF Colombia F3 | 2016/06/30 16:00 | Diaz-Figueroa, Christopher v Quiroz, Roberto | 4-6,2-6 |
| ITF Colombia F3 | 2016/06/29 15:30 | Diaz-Figueroa, Christopher v Astorga, Mauricio | 5-7,6-1,6-2 |
| ITF Colombia F3 | 2016/06/28 16:40 | Diaz-Figueroa, Christopher v Endara, Ivan | 4-6,6-3,6-3 |
| ITF Colombia F2 | 2016/06/20 18:20 | Diaz-Figueroa, Christopher v Santiago Rodriguez Taverna | 7-5,3-6,2-6 |
| ITF Colombia F1 | 2016/06/17 17:00 | Gomez, Alejandro v Diaz-Figueroa, Christopher | 7-5,7-6 |
| ITF Colombia F1 | 2016/06/16 16:40 | Alejandro Tabilo v Diaz-Figueroa, Christopher | 2-6,4-6 |
| ITF Colombia F1 | 2016/06/15 17:00 | Boris Arias v Diaz-Figueroa, Christopher | 6-4,2-6,1-6 |
| ITF Colombia F1 | 2016/06/14 15:00 | Nunez, V. v Diaz-Figueroa, Christopher | 3-6,3-6 |