Round: 62 Ground: Hardcourt outdoor
| ITF USA F30 | 2016/09/26 18:00 | Keegan Smith v Micevski, David | 6-3,7-6 |
| ITF USA F30 | 2016/09/25 17:00 | Shamma, Nicholas v Micevski, David | 5-7,5-7 |
| ITF USA F30 | 2016/09/23 22:30 | Micevski, David v Matveyko, Nikita | 6-4,6-2 |
| ITF Serbia F3 Qual | 2016/08/01 10:15 | Markovic, Goran v Micevski, David | 6-4,6-1 |
| ITF Serbia F3 Qual | 2016/07/31 09:30 | Micevski, David v Keisidis, Christos | 6-3,2-6,6-4 |
| ITF Macedonia F1 | 2016/07/03 08:00 | Gojo, Borna v Micevski, David | 7-5,2-6,6-2 |
| ITF Macedonia F1 | 2016/07/02 07:30 | Micevski, David v Borroni, Andrea | 6-4,6-3 |
| ITF Macedonia F2 | 2016/06/26 10:00 | Micevski, David v Domagoj Biljesko | 2-6,1-6 |
| ITF Spain F13 | 2017/05/06 12:30 | Deus, Nuno v Gleeson, Alan | 6-2,6-3 |
| ITF Portugal F6 | 2017/04/08 11:00 | Mazon-Hernandez, Rafael v Gleeson, Alan | 6-2,6-1 |
| ITF Spain F38 | 2016/11/13 10:00 | Mardones, Bruno v Gleeson, Alan | 6-4,3-6,4-6 |
| ITF Portugal F11 | 2016/09/28 15:20 | Gleeson, Alan v Mensurado, Vasco | 2-6,2-6 |
| ITF Spain F25 | 2016/08/06 09:00 | Alexei Popyrin v Gleeson, Alan | 5-7,6-4,6-4 |
| ITF Portugal F7 Qual | 2016/05/23 09:30 | Salgado, Afonso v Gleeson, Alan | 6-2,6-3 |
| ITF Portugal F5 Qual | 2016/05/09 11:30 | Jumpei Yamasaki v Gleeson, Alan | 4-6,5-7 |
| ITF Great Britain F6 | 2015/07/06 09:00 | Gleeson, Alan v Meehan, Harry David | 4-6,7-6,6-2 |