Round: 27 Ground: Clay
| ITF Italy F14 | 2016/06/10 08:00 | Christopher O'Connell v Maverick Banes | 4-6,0-6 |
| ITF Italy F14 | 2016/06/08 11:35 | Christopher O'Connell v Kenneth Raisma | 2-6,7-6,6-3 |
| ITF Italy F14 | 2016/06/06 17:30 | Christopher O'Connell v Filippo Mora | 6-0,6-1 |
| ITF Italy F13 | 2016/06/02 07:30 | Maxime Chazal v Christopher O'Connell | 6-1,6-0 |
| ITF Italy F13 | 2016/05/31 08:00 | Lucas Bouquet v Christopher O'Connell | 3-6,0-6 |
| ITF Italy F12 | 2016/05/25 10:30 | Alessandro Bega v Christopher O'Connell | 6-2,6-2 |
| ITF Italy F12 | 2016/05/24 08:00 | Andres Gabriel Ciurletti v Christopher O'Connell | 4-6,2-6 |
| ITF Italy F32 | 2016/05/21 08:00 | Peter Nagy v Christopher O'Connell | 7-6,2-6,6-4 |
| Davis Cup | 2016/03/05 15:20 | Dimitar Grabul v Rrezart Cungu | 6-2,6-0 |
| Davis Cup | 2016/03/02 14:00 | Dimitar Grabul v Mikayel Khachatryan | 6-4,6-0 |
| ITF Switzerland F1 | 2016/02/10 11:15 | Dimitar Grabul v Yann Marti | 5-7,0-6 |
| ITF Switzerland F1 | 2016/02/09 14:15 | Pablo Vivero Gonzalez v Dimitar Grabul | 6-4,3-6,4-6 |
| ITF Switzerland F1 Qual | 2016/02/07 10:00 | Dominik Boehler v Dimitar Grabul | 6-4,2-6,4-6 |
| Davis Cup | 2015/07/17 09:00 | Dimitar Grabul v Casper Ruud | 6-1,1-6,2-6 |
| Davis Cup | 2015/07/15 09:00 | Dimitar Grabul v Mikayel Khachatryan | 6-1,6-2 |
| ITF Portugal F1 | 2015/02/25 10:00 | Dimitar Grabul v Remi Boutillier | 2-6,1-6 |