Round: 27 Ground: Clay
| 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 |
| ATP Kitzbuhel Qual | 2016/07/17 12:25 | Daniel Gimeno-Traver v Matteo Donati | 6-2,3-6,6-3 |
| ATP Kitzbuhel Qual | 2016/07/16 14:30 | Matthias Bachinger v Matteo Donati | 7-6,2-6,2-6 |
| Challenger San Benedetto | 2016/07/11 20:05 | Matteo Donati v Constant Lestienne | 4-6,3-6 |
| Challenger Todi | 2016/07/07 19:55 | Matteo Donati v Luca Vanni | 6-0,5-7,4-6 |
| Challenger Cortina | 2016/08/04 12:30 | Calvin Hemery v Joao Souza | 2-6,6-7 |
| Challenger Cortina | 2016/08/03 10:35 | Joao Souza v Inigo C Huegun | 7-6,7-6 |
| Challenger Biella | 2016/07/30 12:00 | Joao Souza v Federico Gaio | 6-2,6-7,4-6 |
| Challenger Biella | 2016/07/29 10:00 | Joao Souza v Andrej Martin | 7-6,6-1 |
| Challenger Biella | 2016/07/28 12:25 | Paolo Lorenzi v Joao Souza | 4-6,5-7 |
| Challenger Biella | 2016/07/26 17:05 | Joao Souza v Gianluca Mager | 7-5,6-7,6-4 |
| Challenger Tampere | 2016/07/22 14:40 | Pedro Sousa v Joao Souza | 6-4,7-6 |
| Challenger Tampere | 2016/07/20 10:00 | Germain Gigounon v Joao Souza | 2-6,2-6 |