Round: 54 Ground: Hardcourt outdoor
| Challenger Granby Qual | 2016/07/31 16:30 | James McGee v Raleigh Smith | 6-4,6-3 |
| Challenger Winnipeg | 2016/07/14 19:45 | Peter Polansky v James McGee | 6-4,6-1 |
| Challenger Winnipeg | 2016/07/12 19:35 | Nicolas Meister v James McGee | 2-6,2-6 |
| Challenger Winnipeg Qual | 2016/07/10 16:45 | James McGee v Luke Bambridge | 6-4,6-4 |
| Challenger Milan Qual | 2016/06/19 09:30 | James McGee v Nicolas Jarry | 4-6,6-7 |
| Challenger Milan Qual | 2016/06/18 09:05 | James McGee v Eduardo Dischinger | 6-2,6-1 |
| Challenger Blois Qual | 2016/06/13 14:00 | James McGee v Juan Pablo Paz | 4-6,0-6 |
| Challenger Blois Qual | 2016/06/13 08:00 | James McGee v Bastian Malla | 6-3,6-3 |
| Challenger Granby Qual | 2016/07/31 16:30 | Greg Jones v Erik Crepaldi | 6-2,4-6,5-7 |
| Challenger Cali 2 | 2016/07/07 15:45 | Erik Crepaldi v Nicolas Barrientos | 2-6,2-6 |
| Challenger Cali 2 | 2016/07/05 16:30 | Erik Crepaldi v Connor Smith | 7-6,6-2 |
| ITF Spain F18 | 2016/06/22 20:00 | Erik Crepaldi v Sam Barry | 2-6,4-6 |
| ITF Spain F18 | 2016/06/20 17:30 | Mario Vilella Martinez v Erik Crepaldi | 6-4,1-6,2-6 |
| ITF Spain F17 | 2016/06/17 13:00 | Erik Crepaldi v Mario Vilella Martinez | 3-6,2-6 |
| ITF Spain F17 | 2016/06/16 14:30 | Erik Crepaldi v Jose Fco. Vidal Azorin | 6-1,7-5 |
| ITF Spain F17 | 2016/06/15 16:35 | Erik Crepaldi v Alejandro Ibanez Gallego | 6-2,6-3 |