| Challenger Milan Qual | 2016/06/20 15:00 | Kimmer Coppejans v Donati, Matteo | 1-6,2-6 |
| Challenger Caltanissetta | 2016/06/12 16:05 | Lorenzi, Paolo v Donati, Matteo | 6-3,4-6,7-6 |
| Challenger Caltanissetta | 2016/06/11 13:00 | Guido Andreozzi v Donati, Matteo | 6-4,5-7,2-6 |
| Challenger Caltanissetta | 2016/06/10 14:30 | Donati, Matteo v Quinzi, Gianluigi | 6-4,3-6,6-4 |
| Challenger Caltanissetta | 2016/06/08 17:20 | Giraldo, Santiago v Donati, Matteo | 2-6,6-3,6-7 |
| Challenger Caltanissetta | 2016/06/07 09:30 | Donati, Matteo v Miljan Zekic | 6-3,5-7,7-6 |
| Challenger - Vicence | 2016/05/24 13:45 | Donati, Matteo v Henri Laaksonen | 4-6,6-7 |
| French Open Qual | 2016/05/20 09:50 | Donati, Matteo v Gerald Melzer | 4-6,4-6 |
| Challenger Milan Qual | 2016/06/20 10:25 | Eremin, Edoardo v Roberto Carballes Baena | 6-2,6-2 |
| Challenger - Vicence | 2016/05/28 13:25 | Eremin, Edoardo v Riba, Pere | 7-6,3-6,5-7 |
| Challenger - Vicence | 2016/05/27 13:40 | Stefan Kozlov v Eremin, Edoardo | 1-6,6-3,3-6 |
| Challenger - Vicence | 2016/05/25 09:30 | Henri Laaksonen v Eremin, Edoardo | 3-6,7-6,2-6 |
| Challenger - Vicence | 2016/05/23 10:30 | Eremin, Edoardo v Thiago Monteiro | 2-6,7-6,7-6 |
| Challenger Mestre | 2016/05/17 10:45 | Nicolas Jarry v Eremin, Edoardo | 5-7,7-6,7-6 |
| Challenger Heilbronn Qual | 2016/05/08 14:40 | Eremin, Edoardo v Beck, Andreas | 6-7,7-6,6-7 |
| Challenger Heilbronn Qual | 2016/05/07 09:50 | Mcgee, James v Eremin, Edoardo | 6-4,3-6,0-6 |