Round: 44 Ground: Clay
| ITF Georgia F1 | 2016/07/25 08:00 | Sefa Suluoglu v Andrea Caligiana | 4-6,6-2,4-6 |
| ITF Georgia F1 | 2016/07/24 06:00 | Andrea Caligiana v James Allemby | 6-4,6-3 |
| ITF Italy F21 Qual | 2016/07/16 08:00 | Andrea Caligiana v Francesco Moncagatto | 4-6,4-6 |
| ITF Italy F20 Qual | 2016/07/09 10:00 | Andrea Caligiana v Giovanni Oradini | 5-7,2-6 |
| ITF Croatia F4 Qual | 2016/03/20 12:00 | Pavel Nejedly v Andrea Caligiana | 6-2,6-2 |
| ITF Croatia F4 Qual | 2016/03/20 08:00 | Luka Veselic v Andrea Caligiana | 0-6,0-6 |
| ITF Italy F24 Qual | 2015/08/22 11:15 | Andrea Caligiana v Daniele Catini | 6-4,2-6,5-7 |
| ITF Macedonia F1 | 2016/07/04 08:30 | Borna Gojo v Samuel Bothwell | 6-3,6-0 |
| ITF Macedonia F2 | 2016/06/25 07:30 | Igor Saveljic v Samuel Bothwell | 6-1,6-4 |
| ITF Macedonia F1 Qual | 2016/06/18 13:00 | Samuel Bothwell v Milos Dabic | 4-6,1-6 |
| ITF Poland F4 Qual | 2016/06/11 08:00 | Samuel Bothwell v Luke Oakley | 6-7,4-6 |
| ITF Greece F6 | 2016/04/24 09:30 | Andrew Ruppli v Samuel Bothwell | 5-7,6-1,6-0 |
| ITF Greece F6 | 2016/04/23 13:00 | Samuel Bothwell v Jody Turnquest | 6-2,2-6,6-1 |
| ITF Greece F5 | 2016/04/17 10:00 | Daniel Cukierman v Samuel Bothwell | 6-3,6-2 |
| ITF Greece F4 | 2016/04/10 08:30 | Samuel Bothwell v Loic Perret | 3-6,7-5,4-6 |