[31] Maria Sakkari 1-6,3-6 Anett Kontaveit [30] 2018-08-15 19:30
Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
Head to Head
| WTA Miami | 2018/03/23 18:15 | Anett Kontaveit v Maria Sakkari | 4-6,1-6 |
| Australian Open 2017 Women | 2017/01/17 02:55 | Maria Sakkari v Anett Kontaveit | 6-0,6-4 |
Home History
| WTA Cincinnati | 2018/08/14 15:00 | Naomi Osaka v Maria Sakkari | 3-6,6-7 |
| WTA Montreal | 2018/08/07 21:50 | Daria Kasatkina v Maria Sakkari | 6-4,4-6,6-1 |
| WTA San Jose | 2018/08/05 21:00 | Maria Sakkari v Mihaela Buzarnescu | 1-6,0-6 |
| WTA San Jose | 2018/08/05 02:10 | Danielle Rose Collins v Maria Sakkari | 6-3,5-7,2-6 |
| WTA San Jose | 2018/08/04 02:00 | Venus Williams v Maria Sakkari | 4-6,6-7 |
| WTA San Jose | 2018/08/02 20:05 | Maria Sakkari v Timea Babos | 6-0,6-1 |
| WTA San Jose | 2018/07/30 17:00 | Maria Sakkari v Christina McHale | 6-2,6-2 |
| Wimbledon Women | 2018/07/03 15:40 | Sofia Kenin v Maria Sakkari | 6-4,1-6,6-1 |
Away History
| WTA Cincinnati | 2018/08/13 15:00 | Anett Kontaveit v Barbora Strycova | 6-3,6-0 |
| WTA Montreal | 2018/08/07 17:35 | Anett Kontaveit v Petra Kvitova | 3-6,4-6 |
| WTA Montreal | 2018/08/06 15:00 | Ekaterina Makarova v Anett Kontaveit | 6-4,3-6,1-6 |
| Wimbledon Women | 2018/07/07 10:30 | Alison Van Uytvanck v Anett Kontaveit | 6-2,6-3 |
| Wimbledon Women | 2018/07/05 16:15 | Jennifer Brady v Anett Kontaveit | 2-6,6-7 |
| Wimbledon Women | 2018/07/03 12:35 | Denisa Allertova v Anett Kontaveit | 2-6,2-6 |
| WTA Mallorca | 2018/06/18 10:55 | Anett Kontaveit v Tatjana Maria | 6-3,4-6,3-6 |
| WTA Hertogenbosch | 2018/06/12 09:00 | Anett Kontaveit v Veronika Kudermetova | 4-6,6-7 |