Round: 25 Ground: Clay
| Challenger Perugia Qual | 2016/06/12 08:30 | Marco Bortolotti v Yannick Maden | 4-6,3-6 |
| Challenger Perugia Qual | 2016/06/11 14:20 | Marco Bortolotti v Orlando Luz | 7-5,7-6 |
| Challenger Caltanissetta Qual | 2016/06/04 11:25 | Marco Bortolotti v Sergio Galdos | 3-6,4-6 |
| ITF Italy F13 | 2016/06/02 10:45 | Maxime Chazal v Marco Bortolotti | 7-5,6-2 |
| ITF Italy F13 | 2016/06/01 09:30 | Thales Turini v Marco Bortolotti | 3-6,5-7 |
| ITF Italy F13 | 2016/05/31 09:35 | Davide Della Tommasina v Marco Bortolotti | 3-6,2-6 |
| ITF Italy F12 | 2016/05/28 13:00 | Marco Bortolotti v Stefanos Tsitsipas | 6-7,6-7 |
| ITF Italy F12 | 2016/05/27 15:30 | Lorenzo Frigerio v Marco Bortolotti | 5-7,1-6 |
| ITF Italy F4 | 2016/04/05 12:50 | Stefano Reitano v Thales Turini | 1-6,6-2,3-6 |
| ITF Italy F4 Qual | 2016/04/03 11:30 | Andrea Borroni v Stefano Reitano | 1-6,3-6 |
| ITF Italy F4 Qual | 2016/04/02 13:30 | Stefano Reitano v Augusto Virgili | 6-4,6-1 |
| ITF Croatia F3 | 2015/03/01 10:30 | Stefano Reitano v Gabriel Petit | 3-6,1-6 |
| ITF Croatia F3 | 2015/02/28 10:30 | Erik Chren v Stefano Reitano | 0-6,5-7 |
| ITF Egypt F33 | 2014/11/30 10:30 | Mark Fynn v Stefano Reitano | 6-3,6-1 |
| ITF Egypt F33 | 2014/11/29 08:00 | Stefano Reitano v Philip Sikman | 6-4,6-4 |
| ITF Egypt F33 | 2014/11/22 09:00 | Stefano Reitano v Jonas Trinker | 3-6,6-7 |