Round: 45 Ground: Hardcourt outdoor
| WTA Montreal Qual | 2016/07/23 14:00 | Danielle Lao v Vania King | 7-5,1-6,5-7 |
| US Open 2016 Women | 2016/08/25 16:45 | Sesil Karatantcheva v Elise Mertens | 6-3,0-6,1-6 |
| US Open 2016 Women | 2016/08/23 17:10 | Sesil Karatantcheva v Rebecca Sramkova | 6-1,3-6,6-4 |
| Wimbledon Women Qual | 2016/06/21 17:15 | Sherazad Reix v Sesil Karatantcheva | 3-6,7-6,6-4 |
| WTA Mallorca Qual | 2016/06/12 10:00 | Sorana Cirstea v Sesil Karatantcheva | 6-3,6-4 |
| WTA Mallorca Qual | 2016/06/11 09:00 | Sesil Karatantcheva v Olga Parres Azcoitia | 6-4,6-0 |
| Wimbledon Women | 2015/06/30 17:10 | Sesil Karatantcheva v Silvia Soler-Espinosa | 6-2,2-6,5-7 |
| Wimbledon Women Qual | 2014/06/18 12:20 | Anett Kontaveit v Sesil Karatantcheva | 6-2,2-6,6-2 |
| Wimbledon Women Qual | 2014/06/17 15:30 | Diana Marcinkevica v Sesil Karatantcheva | 4-6,2-6 |