Round: 28 Ground: Clay
| Challenger Manerbio | 2016/08/26 10:40 | Gerald Melzer v Leonardo Mayer | 6-2,4-6,4-6 |
| Challenger Manerbio | 2016/08/25 11:30 | Nikola Mektic v Leonardo Mayer | 4-6,4-6 |
| Challenger Manerbio | 2016/08/23 10:15 | Laurynas Grigelis v Leonardo Mayer | 4-6,2-6 |
| ATP Umag | 2016/07/21 18:05 | Leonardo Mayer v Joao Sousa | 5-7,6-7 |
| ATP Umag | 2016/07/18 18:10 | Nikola Mektic v Leonardo Mayer | 5-7,2-6 |
| ATP Hamburg | 2016/07/12 09:00 | Leonardo Mayer v Stephane Robert | 6-7,4-6 |
| Wimbledon | 2016/06/28 14:40 | Donald Young v Leonardo Mayer | 6-4,7-5,3-6,6-3 |
| French Open | 2016/05/23 11:35 | Jeremy Chardy v Leonardo Mayer | 6-4,3-6,6-4,6-2 |
| Challenger Manerbio | 2016/08/26 15:30 | Matteo Donati v Nils Langer | 6-7,6-4,6-3 |
| Challenger Manerbio | 2016/08/24 15:30 | Daniel Gimeno-Traver v Matteo Donati | 6-7,6-1,4-6 |
| Challenger Manerbio | 2016/08/22 15:30 | Matteo Donati v Filippo Volandri | 6-3,7-6 |
| Challenger Cortina | 2016/08/06 09:10 | Matteo Donati v Joao Souza | 6-4,6-7,4-6 |
| Challenger Cortina | 2016/08/04 13:55 | Aslan Karatsev v Matteo Donati | 6-3,6-7,4-6 |
| Challenger Cortina | 2016/08/02 10:50 | Francisco Bahamonde v Matteo Donati | 0-6,2-6 |
| Challenger Biella | 2016/07/28 10:00 | Matteo Donati v Dusan Lajovic | 6-4,5-7,3-6 |
| Challenger Biella | 2016/07/26 16:00 | Matteo Donati v Hans Podlipnik-Castillo | 6-3,6-4 |