Round: 45 Ground: Hardcourt outdoor
| WTA Tokyo Qual | 2016/09/17 01:00 | Kateryna Volodko v Klepac, Andreja | 6-1,6-1 |
| WTA Montreal Qual | 2016/07/23 21:15 | Varvara Lepchenko v Klepac, Andreja | 6-1,6-1 |
| Quebec City, Canada | 2016/09/14 19:20 | Lauren Davis v Crawford, Samantha | 6-4,6-1 |
| Quebec City, Canada | 2016/09/12 15:00 | Ysaline Bonaventure v Crawford, Samantha | 6-7,7-6,4-6 |
| US Open 2016 Women | 2016/08/29 15:00 | Crawford, Samantha v Bencic, Belinda | 7-6,3-6,4-6 |
| WTA Montreal Qual | 2016/07/23 14:00 | Andreescu, Bianca Vanessa v Crawford, Samantha | 7-6,7-5 |
| Wimbledon Women | 2016/06/30 13:55 | Safarova, Lucie v Crawford, Samantha | 6-3,6-4 |
| Wimbledon Women | 2016/06/27 12:15 | Crawford, Samantha v Kania, Paula | 7-5,6-3 |