Round: 44 Ground: Clay
| 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 Turkey F28 Qual | 2016/07/11 13:00 | Samm Butler v James Allemby | 6-2,6-1 |
| ITF Turkey F28 Qual | 2016/07/10 13:00 | James Allemby v Tsatsu Kofi Segbedzie | 6-1,6-1 |
| ITF Spain F19 Qual | 2016/06/26 09:00 | Quim Sorni Chavarria v James Allemby | 6-2,7-5 |
| ITF Spain F19 Qual | 2016/06/25 08:00 | James Allemby v Leandro Serrano Sanz | 6-3,6-0 |
| ITF Tunisia F21 | 2016/05/28 09:00 | Dietrich Dernowski v James Allemby | 6-2,6-2 |
| ITF Tunisia F20 | 2016/05/24 09:00 | James Allemby v Carlos Taberner | 2-6,2-6 |
| ITF Tunisia F19 | 2016/05/15 11:30 | James Allemby v Simon Carr | 2-6,6-2,3-6 |
| ITF Tunisia F18 | 2016/05/11 09:00 | Oriol Roca Batalla v James Allemby | 6-1,6-1 |