Round: 25 Ground: Hardcourt outdoor
| Challenger Astana 2 | 2016/11/24 06:45 | Aleksandr Nedovyesov v Prajnesh Gunneswaran | 6-2,6-3 |
| Challenger Astana 2 | 2016/11/23 06:30 | Soonwoo Kwon v Prajnesh Gunneswaran | 3-6,6-4,1-6 |
| Challenger Astana 2 | 2016/11/22 10:40 | Prajnesh Gunneswaran v Andrey Golubev | 6-4,6-2 |
| Challenger Kobe | 2016/11/08 03:40 | Prajnesh Gunneswaran v Laurent Lokoli | 3-6,6-7 |
| Challenger Canberra 2 | 2016/11/01 02:30 | Prajnesh Gunneswaran v Maverick Banes | 3-6,5-7 |
| Challenger Pune | 2016/10/29 09:50 | Sadio Doumbia v Prajnesh Gunneswaran | 4-6,6-4,6-3 |
| Challenger Pune | 2016/10/28 09:55 | Prajnesh Gunneswaran v Duckhee Lee | 6-2,7-5 |
| Challenger Pune | 2016/10/27 08:30 | Prajnesh Gunneswaran v Saketh Myneni | 6-7,6-2,6-0 |
| ITF El Salvador F2 | 2016/11/22 17:10 | Thales Turini v Pirmin Haenle | 6-4,0-6,6-3 |
| ITF USA F37 | 2016/11/16 17:00 | Naoki Nakagawa v Pirmin Haenle | 3-6,7-6,6-2 |
| ITF USA F36 | 2016/11/11 16:00 | Pirmin Haenle v Gianni Mina | 3-6,2-6 |
| ITF USA F36 | 2016/11/10 18:00 | Justin Roberts v Pirmin Haenle | 4-6,5-7 |
| ITF USA F36 | 2016/11/08 17:20 | Alex Rybakov v Pirmin Haenle | 2-6,2-6 |
| ITF USA F35 | 2016/11/03 16:50 | Juan Manuel Benitez Chavarriaga v Pirmin Haenle | 6-4,7-5 |
| ITF USA F35 | 2016/11/02 16:00 | Jimmy Bendeck v Pirmin Haenle | 6-3,4-6,2-6 |
| ITF USA F34 | 2016/10/25 20:15 | Connor Farren v Pirmin Haenle | 6-4,6-2 |