Round: 60 Ground: Hardcourt outdoor
| ITF USA F29 | 2016/09/17 00:30 | Patrick Kawka v Milen Ianakiev | 6-2,6-3 |
| ITF USA F28 | 2016/09/09 23:00 | Alexander Cozbinov v Milen Ianakiev | 6-2,6-3 |
| ITF Germany F10 Qual | 2016/08/07 13:00 | Milen Ianakiev v Joel Vincent Link | 4-6,1-6 |
| ITF Egypt F15 | 2016/07/10 16:00 | Milen Ianakiev v Alan Gadjiev | 3-6,6-3,3-6 |
| ITF Egypt F15 | 2016/07/09 14:00 | Milen Ianakiev v Mohit Jain | 6-3,6-2 |
| ITF Egypt F14 | 2016/07/04 17:45 | Milen Ianakiev v Ksawery Pociej | 2-6,2-6 |
| ITF Egypt F14 | 2016/07/03 18:00 | Milen Ianakiev v Mohit Jain | 6-1,6-1 |
| ITF Egypt F13 | 2016/06/29 19:30 | Milen Ianakiev v Javier Pulgar-Garcia | 3-6,2-6 |
| ITF USA F27 Qual | 2016/08/07 13:30 | Jordan Parker v Sameer Kumar | 4-6,1-6 |
| ITF USA F27 Qual | 2016/08/06 13:30 | Pablo Nunez v Jordan Parker | 4-6,2-6 |
| ITF USA F24 Qual | 2016/07/16 17:00 | Jordan Parker v Nathan Ponwith | 6-4,1-6,4-6 |
| ITF USA F13 Qual | 2016/04/10 16:00 | Jordan Parker v Jesus Bandres | 2-6,3-6 |
| ITF USA F12 Qual | 2016/04/02 16:30 | Jordan Parker v Patrick Daciek | 2-6,3-6 |
| ITF USA F18 | 2015/06/20 21:00 | Daniel Grunberger v Jordan Parker | 6-2,7-6 |
| ITF USA F15 Qual | 2015/05/01 14:30 | Jordan Parker v Andrew Ely | 6-1,6-0 |
| ITF USA F21 Qual | 2014/07/20 15:00 | George Goldhoff v Jordan Parker | 6-3,6-1 |