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