Serena Williams 7-6,2-6,3-6 Venus Williams 2014-08-09 17:00
Round: 28 Ground: Hardcourt outdoor
Home History
| WTA Montreal | 2014/08/08 16:00 | Serena Williams v Caroline Wozniacki | 4-6,7-5,7-5 |
| WTA Montreal | 2014/08/07 20:00 | Serena Williams v Lucie Safarova | 7-5,6-4 |
| WTA Montreal | 2014/08/06 22:00 | Serena Williams v Samantha Stosur | 6-0,6-2 |
| Wimbledon Women | 2014/06/28 12:00 | Serena Williams v Alize Cornet | 6-1,3-6,4-6 |
| Wimbledon Women | 2014/06/24 16:40 | Serena Williams v Anna Tatishvili | 6-1,6-2 |
Away History
| WTA Montreal | 2014/08/08 19:05 | Carla Suarez Navarro v Venus Williams | 6-4,2-6,3-6 |
| WTA Montreal | 2014/08/07 22:30 | Venus Williams v Angelique Kerber | 6-3,3-6,6-4 |
| WTA Montreal | 2014/08/06 22:20 | Yulia Putintseva v Venus Williams | 3-6,2-6 |
| WTA Montreal | 2014/08/05 16:00 | Anastasia Pavlyuchenkova v Venus Williams | 1-6,6-3,2-6 |
| Wimbledon Women | 2014/06/27 14:35 | Petra Kvitova v Venus Williams | 5-7,7-6,7-5 |
| Wimbledon Women | 2014/06/25 10:30 | Kurumi Nara v Venus Williams | 6-7,1-6 |
| Wimbledon Women | 2014/06/23 13:50 | Maria Teresa Torro-Flor v Venus Williams | 4-6,6-4,2-6 |