Stadium: CENTRE COURT Round: 25 Ground: Clay
| ITF Italy F32 | 2016/05/21 08:00 | Peter Nagy v Christopher O'Connell | 7-6,2-6,6-4 |
| ITF Italy F32 | 2016/05/20 08:30 | Christopher O'Connell v Tobias Simon | 7-5,7-6 |
| ITF Italy F32 | 2016/05/19 11:30 | Christopher O'Connell v Paul Woerner | 6-3,6-3 |
| ITF Italy F32 | 2016/05/17 09:50 | Christopher O'Connell v Patrik Rosenholm | 4-6,6-3,6-2 |
| ITF Italy F32 | 2016/05/14 08:00 | Christopher O'Connell v Nikola Cacic | 5-7,4-6 |
| ITF Italy F32 | 2016/05/13 08:00 | Corentin Moutet v Christopher O'Connell | 3-6,4-6 |
| ITF Italy F32 | 2016/05/12 09:10 | Nik Razborsek v Christopher O'Connell | 3-6,3-6 |
| ITF Italy F32 | 2016/05/10 08:00 | Franjo Raspudic v Christopher O'Connell | 4-6,3-6 |
| French Open Qual | 2016/05/20 09:50 | Matteo Donati v Gerald Melzer | 4-6,4-6 |
| French Open Qual | 2016/05/18 17:00 | Ryan Harrison v Gerald Melzer | 4-6,7-6,4-6 |
| French Open Qual | 2016/05/16 15:50 | Farrukh Dustov v Gerald Melzer | 0-6,6-3,3-6 |
| Challenger Tallahassee | 2016/04/27 15:00 | Stefan Kozlov v Gerald Melzer | 6-2,3-6,6-2 |
| Challenger Tallahassee | 2016/04/25 18:30 | Nicolas Kicker v Gerald Melzer | 5-7,2-6 |
| Challenger Savannah | 2016/04/22 16:00 | Jared Donaldson v Gerald Melzer | 6-4,6-7,6-4 |
| Challenger Savannah | 2016/04/20 19:15 | Tennys Sandgren v Gerald Melzer | 0-6,4-6 |
| Challenger Savannah | 2016/04/19 17:05 | Roman Safiullin v Gerald Melzer | 1-6,5-7 |