Round: 44 Ground: Clay
| ITF Tunisia F26 | 2016/10/02 11:00 | Laerte Di Falco v Andrea Caligiana | 6-4,6-7,6-2 |
| ITF Tunisia F25 Qual | 2016/09/26 10:30 | Yvo Panak v Andrea Caligiana | 6-2,6-2 |
| ITF Tunisia F25 Qual | 2016/09/25 10:30 | Adam Nagoudi v Andrea Caligiana | 3-6,2-6 |
| ITF Georgia F2 | 2016/08/01 10:00 | Shahin Khaledan v Andrea Caligiana | 6-4,6-1 |
| ITF Georgia F1 | 2016/07/26 06:00 | Andrea Caligiana v Samuel Bothwell | 4-6,6-0,2-6 |
| 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 Spain F31 Qual | 2016/09/16 07:30 | Owen Kirk v Vasisht Cheruku | 1-6,0-6 |
| ITF Egypt F22 | 2016/08/28 17:30 | Owen Kirk v Anurag Nenwani | 4-6,4-6 |
| ITF Egypt F21 | 2016/08/21 15:00 | Owen Kirk v Franco Ribero | 4-6,6-3,4-6 |
| ITF Spain F25 | 2016/08/06 15:30 | Owen Kirk v Keyvan Nematzadeh | 3-6,1-6 |
| ITF Spain F22 Qual | 2016/07/16 08:00 | David Jorda Sanchis v Owen Kirk | 6-0,6-0 |
| ITF Turkey F25 | 2016/06/19 06:30 | Mert Altinalev v Owen Kirk | 6-3,6-1 |
| ITF Spain F17 Qual | 2016/06/12 07:30 | Tiago Cacao v Owen Kirk | 6-3,6-4 |
| ITF Tunisia F19 | 2016/05/16 09:00 | Simon Carr v Owen Kirk | 6-2,6-1 |