[19] Maria Sakkari 6-3,6-1 Anett Kontaveit [29] 2021-05-02 11:25
Stadium: Arantxa Sanchez Stadium Round: 25 Ground: Clay
Head to Head
| WTA Grampians Trophy | 2021/02/07 00:30 | Maria Sakkari v Anett Kontaveit | 6-2,3-6,9-11 |
| WTA Rome | 2019/05/16 12:55 | Anett Kontaveit v Maria Sakkari | 3-6,2-6 |
| WTA Cincinnati | 2018/08/15 19:30 | Maria Sakkari v Anett Kontaveit | 1-6,3-6 |
| 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 Madrid | 2021/04/30 09:00 | Maria Sakkari v Amanda Anisimova | 0-6,6-1,6-4 |
| WTA Stuttgart | 2021/04/21 18:30 | Maria Sakkari v Petra Kvitova | 3-6,6-3,3-6 |
| WTA Stuttgart | 2021/04/19 16:45 | Maria Sakkari v Andrea Petkovic | 6-2,6-2 |
| WTA Miami | 2021/04/02 02:50 | Bianca Andreescu v Maria Sakkari | 7-6,3-6,7-6 |
| WTA Miami | 2021/03/31 17:00 | Maria Sakkari v Naomi Osaka | 6-0,6-4 |
| WTA Miami | 2021/03/29 21:05 | Jessica Pegula v Maria Sakkari | 4-6,6-2,6-7 |
| WTA Miami | 2021/03/28 15:00 | Maria Sakkari v Ludmilla Samsonova | 6-0,6-1 |
| WTA Miami | 2021/03/26 18:10 | Maria Sakkari v Arantxa Rus | 6-2,6-3 |
Away History
| WTA Madrid | 2021/04/30 10:25 | Nina Stojanovic v Anett Kontaveit | 6-7,5-7 |
| WTA Stuttgart | 2021/04/23 19:20 | Aryna Sabalenka v Anett Kontaveit | 7-5,4-6,6-1 |
| WTA Stuttgart | 2021/04/21 15:00 | Anett Kontaveit v Sofia Kenin | 7-5,6-4 |
| WTA Stuttgart | 2021/04/20 12:05 | Julia Middendorf v Anett Kontaveit | 2-6,3-6 |
| WTA Miami | 2021/03/28 17:10 | Elise Mertens v Anett Kontaveit | 6-2,0-6,6-2 |
| WTA Miami | 2021/03/26 22:35 | Sorana Cirstea v Anett Kontaveit | 3-6,6-4,3-6 |
| WTA Dubai | 2021/03/10 09:10 | Anett Kontaveit v Aryna Sabalenka | 3-6,2-6 |
| WTA Dubai | 2021/03/09 10:55 | Anett Kontaveit v Sorana Cirstea | 6-4,7-5 |