Stadium: Court 16 Round: 25 Ground: Clay
| US Open Women | 2020/08/31 21:15 | Kateryna Volodko v Allie Kiick | 3-6,6-3,6-1 |
| WTA Acapulco | 2020/02/23 01:05 | Varvara Lepchenko v Allie Kiick | 7-5,6-4 |
| WTA Newport Beach | 2020/01/28 23:05 | Coco Vandeweghe v Allie Kiick | 6-2,6-1 |
| Australian Open Women | 2020/01/16 23:00 | Xinyu Wang v Allie Kiick | 6-0,6-1 |
| Australian Open Women | 2020/01/15 02:00 | Reka-Luca Jani v Allie Kiick | 5-7,3-6 |
| WTA Auckland | 2020/01/04 01:30 | Varvara Lepchenko v Allie Kiick | 6-1,6-0 |
| WTA Houston | 2019/11/13 19:20 | Bethanie Mattek-Sands v Allie Kiick | 6-0,6-0 |
| ITF W60 Colina | 2019/11/09 21:30 | Allie Kiick v Elisabetta Cocciaretto | 7-5,2-6,2-6 |
| ITF W25 Figueira Da Foz | 2020/09/10 11:30 | Maia Lumsden v Valentini Grammatikopoulou | 6-1,6-2 |
| ITF W25 Figueira Da Foz | 2020/09/09 11:00 | Francisca Jorge v Valentini Grammatikopoulou | 1-6,1-6 |
| WTA Prague | 2020/09/03 12:50 | Valentini Grammatikopoulou v Anna Karolina Schmiedlova | 3-6,0-6 |
| WTA Prague | 2020/09/02 12:05 | Valentini Grammatikopoulou v Robin Anderson | 3-6,6-4,6-3 |
| WTA Prague | 2020/09/01 08:00 | Martina Trevisan v Valentini Grammatikopoulou | 2-6,1-6 |
| WTA Prague | 2020/08/30 16:25 | Valentini Grammatikopoulou v Nuria Parrizas-Diaz | 6-4,6-1 |
| ITF W25 Olimpia | 2020/03/11 13:00 | Valentini Grammatikopoulou v Karin Kennel | 2-6,7-6,7-6 |
| ITF W25 Moscow | 2020/02/28 10:45 | Valentini Grammatikopoulou v Taisiya Pachkaleva | 6-7,4-6 |