Round: 26 Ground: Clay
| ITF USA F32 | 2016/10/19 17:10 | Nick Chappell v Korey Lovett | 6-3,6-2 |
| ITF USA F31 | 2016/10/13 15:00 | Nick Chappell v Dominik Koepfer | 6-2,1-6,2-6 |
| ITF USA F30 | 2016/09/27 16:00 | Nick Chappell v Evan Zhu | 6-1,6-7,5-7 |
| ITF USA F29 | 2016/09/22 20:00 | Nick Chappell v Lucas Gomez | 2-6,6-0,4-6 |
| ITF USA F29 | 2016/09/20 17:00 | Elmar Ejupovic v Nick Chappell | 2-6,6-7 |
| ITF Egypt F22 | 2016/09/01 18:30 | Bernardo Saraiva v Nick Chappell | 6-2,6-2 |
| ITF Egypt F22 | 2016/08/31 19:55 | Ksawery Pociej v Nick Chappell | 4-6,0-6 |
| ITF Egypt F22 | 2016/08/29 16:00 | Nick Chappell v Yuvraj Chaudhary | 6-1,6-0 |
| ITF USA F32 | 2016/10/19 15:00 | Jared Hiltzik v Evan King | 6-4,6-0 |
| ITF USA F31 | 2016/10/13 15:00 | Jared Hiltzik v Sebastian Fanselow | 2-6,1-6 |
| ITF USA F31 | 2016/10/12 17:05 | Jared Hiltzik v Robbie Mudge | 7-6,6-3 |
| Challenger Columbus | 2016/09/21 14:00 | Sam Groth v Jared Hiltzik | 6-3,7-6 |
| Challenger Columbus Qual | 2016/09/19 15:00 | Noah Rubin v Jared Hiltzik | 4-6,1-6 |
| Challenger Columbus Qual | 2016/09/18 14:00 | Herkko Pollanen v Jared Hiltzik | 4-6,4-6 |
| Challenger Cary Qual | 2016/09/11 14:00 | Andrew Carter v Jared Hiltzik | 7-6,3-6,7-5 |
| ITF USA F27 | 2016/08/12 14:00 | Christian Harrison v Jared Hiltzik | 7-6,6-4 |