Home History
| WTA Montreal | 2016/07/31 17:00 | Madison Keys v Simona Halep | 6-7,3-6 |
| WTA Montreal | 2016/07/30 22:00 | Kucova, Kristina v Madison Keys | 2-6,1-6 |
| WTA Montreal | 2016/07/29 22:30 | Anastasia Pavlyuchenkova v Madison Keys | 6-7,6-1,0-6 |
| WTA Montreal | 2016/07/28 22:30 | Madison Keys v Venus Williams | 6-1,6-7,6-3 |
| WTA Montreal | 2016/07/27 21:15 | Madison Keys v Brengle, Madison | 6-4,6-3 |
| WTA Montreal | 2016/07/26 18:45 | Madison Keys v Vesnina, Elena | 6-4,6-0 |
| Wimbledon Women | 2016/07/04 12:00 | Simona Halep v Madison Keys | 6-7,6-4,6-3 |
| Wimbledon Women | 2016/07/02 16:15 | Alize Cornet v Madison Keys | 4-6,7-5,2-6 |
Away History
| Wimbledon Women | 2016/06/28 13:05 | Alison Riske v Vinci, Roberta | 2-6,7-5,3-6 |
| WTA - Rabat | 2016/04/26 10:00 | Yulia Putintseva v Alison Riske | 6-3,7-6 |
| Challenger Kaohsiung | 2016/02/09 02:30 | Donna Vekic v Alison Riske | 4-6,7-6,6-3 |
| Wimbledon Women | 2015/06/29 16:40 | Alison Riske v Safarova, Lucie | 6-3,5-7,3-6 |
| WTA Montreal | 2014/08/04 20:40 | Alison Riske v Rybarikova, Magdalena | 1-6,3-6 |
| Wimbledon Women | 2014/06/28 15:10 | Alison Riske v Sharapova, Maria | 3-6,0-6 |
| Wimbledon Women | 2014/06/26 14:55 | Alison Riske v Camila Giorgi | 7-5,6-2 |
| Wimbledon Women | 2014/06/24 17:40 | Anastasia Pavlyuchenkova v Alison Riske | 6-4,5-7,1-6 |