Round: 44 Ground: Hardcourt outdoor
| Challenger Prague 2 | 2016/07/29 12:05 | Ignatik, Uladzimir v Blaz Rola | 6-4,7-6 |
| Challenger Prague 2 | 2016/07/28 11:55 | Blaz Rola v Jozef Kovalik | 4-6,6-3,6-4 |
| Challenger Prague 2 | 2016/07/26 09:55 | Blaz Rola v Dennis Novak | 6-4,6-3 |
| Challenger San Benedetto | 2016/07/14 14:30 | Blaz Rola v Stefano Napolitano | 4-6,3-6 |
| Challenger San Benedetto | 2016/07/12 12:25 | Blaz Rola v Linzer, Michael | 7-5,6-0 |
| Challenger Todi | 2016/07/07 15:05 | Stefano Napolitano v Blaz Rola | 6-3,6-3 |
| Challenger Todi | 2016/07/06 17:40 | Salvatore Caruso v Blaz Rola | 3-6,4-6 |
| Challenger Milan Qual | 2016/06/21 10:00 | Gimeno-Traver, Daniel v Blaz Rola | 6-4,6-1 |
| Segovia, Spain | 2016/07/25 16:00 | Chiudinelli, Marco v Akira Santillan | 6-4,4-6,3-6 |
| Newport, USA | 2016/07/15 15:00 | Chiudinelli, Marco v Karlovic, Ivo | 3-6,4-6 |
| Newport, USA | 2016/07/13 16:30 | Chiudinelli, Marco v Smith, John-Patrick | 1-6,6-3,6-3 |
| Wimbledon Qual | 2016/06/21 11:10 | Kudryavtsev, Alexander v Chiudinelli, Marco | 7-5,3-6,6-3 |
| French Open Qual | 2016/05/16 11:10 | Chiudinelli, Marco v Laslo Djere | 4-6,0-6 |
| ATP Geneva Qual | 2016/05/14 10:55 | Chiudinelli, Marco v Yann Marti | 3-6,2-6 |
| Coupe Davis | 2016/03/04 13:00 | Lorenzi, Paolo v Chiudinelli, Marco | 7-6,6-3,4-6,5-7,7-5 |
| Challenger Wroclaw | 2016/02/21 15:00 | Chiudinelli, Marco v Hernych, Jan | 6-3,7-6 |