Round: 60 Ground: Clay
| Challenger Columbus | 2016/09/19 17:55 | Tommy Paul v John McNally | 6-3,6-3 |
| ITF USA F25 | 2016/07/27 14:00 | Luke Bambridge v John McNally | 1-6,4-6 |
| ITF USA F25 Qual | 2016/07/25 17:00 | John McNally v Nicholas S. Hu | 6-3,6-2 |
| ITF USA F25 Qual | 2016/07/24 13:15 | Dominik Koepfer v John McNally | 4-6,6-1,4-6 |
| ITF USA F24 Qual | 2016/07/18 16:55 | John McNally v Sameer Kumar | 6-7,6-7 |
| ITF USA F24 Qual | 2016/07/17 15:00 | George Goldhoff v John McNally | 6-3,5-7,5-7 |
| ITF USA F24 Qual | 2016/07/16 15:30 | John McNally v Adrian Chamdani | 6-2,6-3 |
| ITF USA F4 | 2016/01/15 13:00 | John McNally v Oliver Crawford | 5-7,6-7 |
| Challenger Santos | 2016/09/21 16:05 | Renzo Olivo v Fabiano De Paula | 6-3,7-5 |
| Challenger Santos | 2016/09/19 17:30 | Fabiano De Paula v Eduardo Dischinger | 6-0,6-2 |
| Challenger Como Qual | 2016/08/28 11:30 | Fabiano De Paula v Mikael Ymer | 5-7,1-6 |
| Challenger Como Qual | 2016/08/27 10:40 | Germain Gigounon v Fabiano De Paula | 3-6,3-6 |
| Challenger Manerbio | 2016/08/25 11:30 | Fabiano De Paula v Taro Daniel | 1-6,3-6 |
| Challenger Manerbio | 2016/08/23 11:45 | Fabiano De Paula v Stefanos Tsitsipas | 7-6,6-7,7-5 |
| ITF Turkey F27 | 2016/07/08 13:00 | Fabiano De Paula v Martin Beran | 7-6,6-1 |
| ITF Turkey F27 | 2016/07/07 13:00 | Franco Agamenone v Fabiano De Paula | 4-6,6-7 |