Round: 26 Ground: Clay
| ITF Macedonia F2 | 2016/06/29 08:00 | Markos Kalovelonis v Aljaz Radinski | 6-4,6-4 |
| ITF Uzbekistan F4 | 2016/06/04 05:00 | Ti Chen v Markos Kalovelonis | 6-4,6-2 |
| ITF Uzbekistan F4 | 2016/06/03 06:20 | Markos Kalovelonis v Temur Ismailov | 3-6,7-5,7-6 |
| ITF Uzbekistan F4 | 2016/06/02 06:10 | Evgeny Karlovskiy v Markos Kalovelonis | 6-7,5-7 |
| ITF Uzbekistan F4 | 2016/06/01 07:30 | George Tsivadze v Markos Kalovelonis | 6-4,6-7,2-6 |
| ITF Uzbekistan F4 | 2016/05/31 05:00 | Shohruh Abdumalikov v Markos Kalovelonis | 3-6,2-6 |
| ITF Kazakhstan F4 | 2016/04/28 04:00 | Markos Kalovelonis v Artem Smirnov | 5-7,2-6 |
| ITF Kazakhstan F4 | 2016/04/26 10:30 | Vladimir Ivanov v Markos Kalovelonis | 3-6,2-6 |
| ITF Macedonia F2 | 2016/06/29 10:10 | Filip Veger v Kristijan Mesaros | 4-6,5-7 |
| ITF Macedonia F1 | 2016/06/23 14:00 | Kristijan Mesaros v Christopher O'Connell | 7-5,5-7,0-6 |
| ITF Macedonia F1 | 2016/06/22 14:00 | Kristijan Mesaros v Besir Durguti | 6-1,6-2 |
| ITF Italy F15 | 2016/06/19 13:30 | Kristijan Mesaros v Pascal Meis | 6-1,6-2 |
| ITF Italy F15 | 2016/06/18 12:30 | Kristijan Mesaros v Markus Eriksson | 6-4,6-2 |
| ITF Italy F15 | 2016/06/17 17:05 | Kristijan Mesaros v Omar Giacalone | 7-5,6-1 |
| ITF Italy F15 | 2016/06/15 18:00 | Patricio Heras v Kristijan Mesaros | 3-6,7-6,1-6 |
| ITF Italy F15 | 2016/06/13 12:25 | Kristijan Mesaros v Simone Roncalli | 6-1,7-6 |