Stadium: Centre Court Round: 45 Ground: Hardcourt indoor
| WTA Tashkent | 2019/09/24 06:30 | Kirsten Flipkens v Timea Babos | 2-6,5-7 |
| WTA Seoul | 2019/09/20 08:45 | Kirsten Flipkens v Magda Linette | 2-6,3-6 |
| WTA Seoul | 2019/09/18 05:05 | Margarita Betova v Kirsten Flipkens | 3-6,5-7 |
| WTA Seoul | 2019/09/17 06:25 | Denisa Allertova v Kirsten Flipkens | 2-6,5-7 |
| WTA Hiroshima | 2019/09/12 04:35 | Alison Van Uytvanck v Kirsten Flipkens | 6-2,3-6,6-3 |
| WTA Hiroshima | 2019/09/09 06:20 | Ludmilla Samsonova v Kirsten Flipkens | 6-7,4-6 |
| US Open Women | 2019/08/29 18:35 | Kirsten Flipkens v Bianca Andreescu | 3-6,5-7 |
| US Open Women | 2019/08/27 17:20 | Xiyu Wang v Kirsten Flipkens | 6-3,2-6,2-6 |
| ITF W60 Templeton | 2019/09/29 20:00 | Shelby Rogers v Coco Vandeweghe | 4-6,6-2,6-3 |
| ITF W60 Templeton | 2019/09/28 20:00 | Shelby Rogers v Emina Bektas | 6-2,3-6,6-2 |
| ITF W60 Templeton | 2019/09/27 20:25 | Maria Mateas v Shelby Rogers | 2-6,2-6 |
| ITF W60 Templeton | 2019/09/26 18:15 | Shelby Rogers v Katie Volynets | 6-1,6-1 |
| ITF W60 Templeton | 2019/09/25 19:00 | Anna Morgina v Shelby Rogers | 2-6,4-6 |
| WTA Cincinnati | 2019/08/10 14:00 | Shelby Rogers v Ons Jabeur | 5-7,6-2,6-7 |
| WTA Toronto | 2019/08/03 18:55 | Iga Swiatek v Shelby Rogers | 6-4,7-5 |
| WTA Washington | 2019/07/30 18:45 | Kristina Mladenovic v Shelby Rogers | 6-4,6-4 |