Round: 25 Ground: Hardcourt outdoor
| Challenger Granby Qual | 2016/08/01 16:15 | Mcgee, James v Crepaldi, Erik | 6-1,6-4 |
| Challenger Granby Qual | 2016/07/31 16:30 | Mcgee, James v Smith, Raleigh | 6-4,6-3 |
| Challenger Winnipeg | 2016/07/14 19:45 | Polansky, Peter v Mcgee, James | 6-4,6-1 |
| Challenger Winnipeg | 2016/07/12 19:35 | Meister, Nicolas v Mcgee, James | 2-6,2-6 |
| Challenger Winnipeg Qual | 2016/07/10 16:45 | Mcgee, James v Bambridge, Luke | 6-4,6-4 |
| Challenger Milan Qual | 2016/06/19 09:30 | Mcgee, James v Nicolas Jarry | 4-6,6-7 |
| Challenger Milan Qual | 2016/06/18 09:05 | Mcgee, James v Dischinger, Eduardo | 6-2,6-1 |
| Challenger Blois Qual | 2016/06/13 14:00 | Mcgee, James v Juan Pablo Paz | 4-6,0-6 |
| ATP Washington Qual | 2016/07/17 16:55 | Harrison, Ryan v Weintraub, Amir | 6-4,6-3 |
| ATP Washington Qual | 2016/07/16 16:40 | Shane, Ryan v Weintraub, Amir | 4-6,2-6 |
| Newport, USA | 2016/07/12 17:00 | Weintraub, Amir v Sugita, Yuichi | 6-4,3-6,2-6 |
| ATP Newport Qual | 2016/07/11 15:00 | Weintraub, Amir v Dancevic, Frank | 6-7,7-6,4-6 |
| ATP Newport Qual | 2016/07/10 16:00 | Weintraub, Amir v King, Evan | 7-6,7-6 |
| Wimbledon Qual | 2016/06/21 13:50 | Bemelmans, Ruben v Weintraub, Amir | 6-3,6-2 |
| French Open Qual | 2016/05/17 11:10 | Samper-Montana, Jordi v Weintraub, Amir | 6-2,3-6,6-2 |
| Turkey F15, Singles Qualifying | 2016/04/12 07:00 | Weintraub, Amir v Herrmann-Zunic, Matteo | 6-3,2-6,6-2 |