Stadium: Court 17 Round: 24 Ground: Hardcourt indoor
| Australian Open | 2018/01/15 00:00 | Kevin Anderson v Kyle Edmund | 7-6,3-6,6-3,3-6,4-6 |
| French Open | 2017/06/03 09:00 | Kyle Edmund v Kevin Anderson | 7-6,6-7,7-5,1-6,4-6 |
| Battle of the Brits Team Tennis | 2020/08/02 12:20 | Jan Choinski v Kyle Edmund | 2-6,1-6 |
| Battle of the Brits Team Tennis | 2020/08/01 11:55 | Anton Matusevich v Kyle Edmund | 2-6,1-6 |
| Battle of the Brits Team Tennis | 2020/07/31 15:30 | Daniel Evans v Kyle Edmund | 3-6,4-6 |
| Battle of the Brits Team Tennis | 2020/07/30 15:55 | Ryan Peniston v Kyle Edmund | 7-6,5-7,6-10 |
| Battle of the Brits Team Tennis | 2020/07/28 16:00 | Daniel Evans v Kyle Edmund | 6-4,6-4 |
| Battle of the Brits Team Tennis | 2020/07/27 14:35 | Kyle Edmund v Anton Matusevich | 7-5,6-3 |
| Battle of the Brits | 2020/06/28 13:45 | Daniel Evans v Kyle Edmund | 6-3,6-2 |
| Battle of the Brits | 2020/06/27 14:20 | Kyle Edmund v Cameron Norrie | 6-7,6-4,10-8 |
| ATP New York | 2020/02/12 02:10 | Jason Jung v Kevin Anderson | 7-6,6-4 |
| Australian Open | 2020/01/23 08:15 | Taylor Fritz v Kevin Anderson | 4-6,6-7,7-6,6-2,6-2 |
| Australian Open | 2020/01/21 10:25 | Ilya Ivashka v Kevin Anderson | 4-6,6-2,6-4,4-6,6-7 |
| ATP Cup | 2020/01/08 10:10 | Benoit Paire v Kevin Anderson | 6-2,6-7,6-7 |
| ATP Cup | 2020/01/06 01:45 | Kevin Anderson v Cristian Garin | 6-0,6-3 |
| ATP Cup | 2020/01/04 10:10 | Novak Djokovic v Kevin Anderson | 7-6,7-6 |
| Wimbledon | 2019/07/05 12:00 | Kevin Anderson v Guido Pella | 4-6,3-6,6-7 |
| Wimbledon | 2019/07/03 15:45 | Kevin Anderson v Janko Tipsarevic | 6-4,6-7,6-1,6-4 |