Ground: Hardcourt indoor
| US Open 2016 | 2016/09/05 02:00 | Novak Djokovic v Kyle Edmund | 6-2,6-1,6-4 |
| US Open 2016 | 2016/09/02 21:30 | John Isner v Kyle Edmund | 4-6,6-3,2-6,6-7 |
| US Open 2016 | 2016/08/31 15:00 | Ernesto Escobedo v Kyle Edmund | 5-7,4-6,4-6 |
| US Open | 2016/08/29 15:00 | Kyle Edmund v Richard Gasquet | 6-2,6-2,6-3 |
| ATP Cincinnati Qual | 2016/08/14 20:20 | Yuichi Sugita v Kyle Edmund | 6-4,6-3 |
| ATP Cincinnati Qual | 2016/08/13 14:00 | Kyle Edmund v Yen-Hsun Lu | 2-6,7-6,7-6 |
| Davis Cup | 2016/07/17 13:00 | Dusan Lajovic v Kyle Edmund | 3-6,4-6,6-7 |
| Davis Cup | 2016/07/15 14:00 | Janko Tipsarevic v Kyle Edmund | 3-6,4-6,0-6 |
| US Open 2016 | 2016/08/31 19:10 | Guido Pella v Mikhail Youzhny | 2-6,1-6,6-7 |
| US Open | 2016/08/29 15:00 | Bjorn Fratangelo v Guido Pella | 3-6,4-6,4-6 |
| ATP Cincinnati Qual | 2016/08/13 14:00 | Guido Pella v Yuichi Sugita | 1-6,7-5,5-7 |
| Wimbledon | 2016/06/27 17:10 | Roger Federer v Guido Pella | 7-6,7-6,6-3 |
| French Open | 2016/05/25 12:45 | Gilles Simon v Guido Pella | 4-6,1-6,7-5,7-6,6-4 |
| French Open | 2016/05/23 13:30 | Diego Schwartzman v Guido Pella | 2-6,6-3,2-6,3-6 |
| ATP Madrid | 2016/05/03 10:00 | Guido Pella v Nick Kyrgios | 6-7,4-6 |
| ATP Monte Carlo | 2016/04/11 10:25 | Pierre-Hugues Herbert v Guido Pella | 6-3,6-4 |