Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| WTA Cincinnati Qual | 2018/08/11 22:30 | Kirsten Flipkens v Natalia Vikhlyantseva | 3-6,3-6 |
| WTA Madrid | 2019/05/04 12:35 | Kirsten Flipkens v Anastasija Sevastova | 6-0,3-6,2-6 |
| WTA Rabat | 2019/04/30 16:35 | Elise Mertens v Kirsten Flipkens | 6-3,6-1 |
| 2019 Fed Cup | 2019/04/20 11:30 | Kirsten Flipkens v Garbine Muguruza | 6-3,4-6,6-4 |
| WTA Monterrey | 2019/04/06 01:00 | Angelique Kerber v Kirsten Flipkens | 6-2,6-4 |
| WTA Monterrey | 2019/04/03 22:55 | Dalila Jakupovic v Kirsten Flipkens | 3-6,3-6 |
| WTA Monterrey | 2019/04/01 19:00 | Olga Danilovic v Kirsten Flipkens | 2-6,1-6 |
| WTA Miami | 2019/03/20 17:35 | Yulia Putintseva v Kirsten Flipkens | 4-6,6-4,7-5 |
| WTA Indian Wells | 2019/03/09 23:50 | Kirsten Flipkens v Danielle Rose Collins | 4-6,1-6 |
| ITF W100 Trnava | 2019/05/16 12:15 | Anna Blinkova v Natalia Vikhlyantseva | 6-3,5-7,6-3 |
| ITF W100 Trnava | 2019/05/15 08:00 | Basak Eraydin v Natalia Vikhlyantseva | 3-6,3-6 |
| WTA Prague | 2019/05/02 11:25 | Karolina Muchova v Natalia Vikhlyantseva | 6-3,6-4 |
| WTA Prague | 2019/05/01 13:30 | Natalia Vikhlyantseva v Anastasia Potapova | 6-4,2-6,7-5 |
| WTA Prague | 2019/04/30 15:40 | Kristyna Pliskova v Natalia Vikhlyantseva | 3-6,4-6 |
| WTA Charleston | 2019/04/01 15:20 | Natalia Vikhlyantseva v Tatjana Maria | 2-6,5-7 |
| WTA Miami | 2019/03/20 19:10 | Natalia Vikhlyantseva v Magdalena Rybarikova | 6-1,5-7,6-7 |
| WTA Indian Wells | 2019/03/11 18:00 | Natalia Vikhlyantseva v Angelique Kerber | 6-3,1-6,3-6 |