Round: 25 Ground: Hardcourt outdoor
| ITF Greece F1 | 2016/03/27 08:40 | Dominik Kellovsky v Christopher Diaz-Figueroa | 7-6,6-4 |
| ITF Greece F1 | 2016/03/26 08:00 | Christopher Diaz-Figueroa v Petr Michnev | 7-6,6-7,7-6 |
| ITF Greece F1 | 2016/03/25 13:30 | Christopher Diaz-Figueroa v Erik Crepaldi | 6-3,6-4 |
| ITF Greece F1 | 2016/03/25 08:00 | Christopher Diaz-Figueroa v Connor Farren | 6-2,6-4 |
| Davis Cup | 2016/03/06 18:00 | Lucas Gomez v Christopher Diaz-Figueroa | 2-6,2-6 |
| Davis Cup | 2016/03/05 01:50 | Hans Hach Verdugo v Christopher Diaz-Figueroa | 7-6,6-7,4-6,6-3,6-2 |
| ITF Bolivia F3 | 2015/09/24 19:00 | Christopher Diaz-Figueroa v Manuel Sanchez | 6-4,3-6,4-6 |
| ITF Bolivia F3 | 2015/09/23 19:00 | Christopher Diaz-Figueroa v Luis Molina | 7-5,6-2 |
| ITF Greece F2 | 2016/03/26 08:00 | Milan Drinic v Elliott Farmer | 6-4,6-2 |
| ITF Greece F1 | 2016/03/20 11:00 | Milan Drinic v Matvey Khomentovskiy | 6-2,3-6,2-6 |
| ITF Greece F1 | 2016/03/19 10:00 | Milan Drinic v Thomas Schwencke Lindqvist | 6-4,6-0 |
| ITF Turkey F4 | 2016/01/28 08:00 | Lenny Hampel v Milan Drinic | 6-0,6-1 |
| ITF Turkey F4 | 2016/01/27 08:00 | Milan Drinic v Levente Godry | 6-2,1-6,7-5 |
| ITF Turkey F4 | 2016/01/25 08:00 | Martin Beran v Milan Drinic | 6-1,3-6,4-6 |
| ITF Turkey F4 | 2016/01/24 09:30 | Milan Drinic v Ken Onoda | 6-4,0-6,6-4 |
| ITF Turkey F4 | 2016/01/23 08:00 | Polat Gulcur v Milan Drinic | 2-6,1-6 |