Round: 45 Ground: Hardcourt outdoor
| Challenger Columbus Qual | 2016/09/19 15:00 | Erik Crepaldi v Gonzales Austin | 2-6,2-6 |
| Challenger Columbus Qual | 2016/09/18 14:00 | Erik Crepaldi v Ricky Medinilla | 6-1,6-2 |
| Challenger Columbus Qual | 2016/09/17 15:35 | Erik Crepaldi v Trey Yates | 6-3,7-6 |
| Challenger Cary | 2016/09/13 19:15 | Erik Crepaldi v Stefan Kozlov | 6-3,4-6,2-6 |
| Challenger Cary Qual | 2016/09/12 16:00 | Erik Crepaldi v Strong Kirchheimer | 6-4,3-6,6-4 |
| Challenger Cary Qual | 2016/09/11 17:00 | Erik Crepaldi v Gonzales Austin | 6-3,6-2 |
| Challenger St Remy | 2016/09/07 09:00 | Alexandre Muller v Erik Crepaldi | 6-0,5-7,6-3 |
| Challenger St Remy Qual | 2016/09/05 09:25 | Erik Crepaldi v Romain Arneodo | 2-6,6-4,6-2 |
| Challenger Szczecin | 2016/09/13 14:30 | Edoardo Eremin v Casper Ruud | 3-6,4-6 |
| Challenger Genova | 2016/09/07 09:30 | Edoardo Eremin v Gianluca Mager | 6-1,4-6,3-6 |
| Challenger Manerbio | 2016/08/22 15:05 | Elias Ymer v Edoardo Eremin | 6-4,7-6 |
| Challenger Astana 2 | 2016/07/28 07:15 | Evgeny Donskoy v Edoardo Eremin | 6-3,6-2 |
| Challenger Astana 2 | 2016/07/25 06:30 | Denys Molchanov v Edoardo Eremin | 3-6,4-6 |
| Challenger Recanati | 2016/07/20 15:55 | Edoardo Eremin v Adrian Menendez-Maceiras | 6-7,6-7 |
| Challenger Recanati | 2016/07/18 20:00 | Eduardo Struvay v Edoardo Eremin | 3-6,3-6 |
| Challenger San Benedetto | 2016/07/14 19:30 | Edoardo Eremin v Laslo Djere | 6-7,7-6,3-6 |