Round: 27 Ground: Clay
| Challenger Recanati | 2016/07/19 14:50 | Matteo Viola v Ilya Ivashka | 3-6,1-6 |
| ATP Hamburg Qual | 2016/07/10 11:40 | Steven Diez v Matteo Viola | 6-4,6-4 |
| ATP Hamburg Qual | 2016/07/09 11:40 | Matteo Viola v Axel Michon | 6-2,6-1 |
| Challenger Bastad | 2016/07/04 09:45 | Matteo Viola v Grega Zemlja | 5-7,6-1,6-7 |
| ITF France F12 | 2016/06/29 10:00 | Caio Zampieri v Matteo Viola | 6-2,6-4 |
| ITF France F12 | 2016/06/28 13:50 | Matteo Viola v Zhizhen Zhang | 6-1,6-0 |
| Challenger Milan Qual | 2016/06/22 12:50 | Matteo Viola v Laslo Djere | 4-6,6-3,1-6 |
| Challenger Milan Qual | 2016/06/20 12:30 | Alejandro Gonzalez v Matteo Viola | 6-7,3-6 |
| ITF Austria F4 | 2016/07/27 11:20 | Rudolf Molleker v Florian Fallert | 6-3,6-4 |
| ITF Austria F4 | 2016/07/26 12:20 | Matvey Khomentovskiy v Florian Fallert | 5-7,3-6 |
| ITF Germany F7 | 2016/07/12 13:40 | Florian Fallert v Jan Choinski | 1-6,4-6 |
| ITF Germany F6 | 2016/07/05 10:00 | Bruno Santanna v Florian Fallert | 6-1,6-1 |
| ITF Germany F4 | 2016/06/23 10:45 | Benjamin Bonzi v Florian Fallert | 6-7,6-2,4-6 |
| ITF Netherlands F1 | 2016/06/13 14:00 | Stephan Gerritsen v Florian Fallert | 6-3,7-6 |
| ITF Romania F5 | 2016/06/09 07:30 | Roberto Marcora v Florian Fallert | 6-3,7-5 |
| ITF Romania F5 | 2016/06/07 07:00 | Danylo Kalenichenko v Florian Fallert | 6-7,1-6 |