Stadium: Stadium 1 Round: 23 Ground: Hardcourt outdoor
| WTA St. Petersburg | 2019/01/28 10:00 | Alison Van Uytvanck v Flipkens, Kirsten | 6-2,6-4 |
| Open d'Australie - Femmes | 2019/01/14 08:15 | Flipkens, Kirsten v Aliaksandra Sasnovich | 1-6,1-6 |
| WTA - Hobart | 2019/01/10 02:00 | Sofia Kenin v Flipkens, Kirsten | 7-5,7-5 |
| WTA - Hobart | 2019/01/09 01:00 | Viktoria Hruncakova v Flipkens, Kirsten | 7-6,4-6,1-6 |
| WTA - Hobart | 2019/01/08 02:10 | Dalila Jakupovic v Flipkens, Kirsten | 4-6,5-7 |
| WTA Auckland | 2019/01/01 23:00 | Sara Sorribes Tormo v Flipkens, Kirsten | 6-4,1-6,6-1 |
| WTA Auckland | 2019/01/01 01:00 | Sachia Vickery v Flipkens, Kirsten | 2-6,2-6 |
| WTA Luxembourg | 2018/10/17 11:00 | Bencic, Belinda v Flipkens, Kirsten | 6-1,6-3 |
| WTA - Dubaï | 2019/02/19 11:30 | Simona Halep v Eugenie Bouchard | 7-6,6-4 |
| WTA - Dubaï | 2019/02/17 17:25 | Eugenie Bouchard v Lapko, Vera | 6-3,6-4 |
| WTA - Doha | 2019/02/09 10:15 | Brengle, Madison v Eugenie Bouchard | 5-7,6-3,6-4 |
| Newport Beach, USA | 2019/01/25 23:20 | Bianca Andreescu v Eugenie Bouchard | 6-2,6-0 |
| Newport Beach, USA | 2019/01/24 21:40 | Jil Teichmann v Eugenie Bouchard | 2-6,2-6 |
| Newport Beach, USA | 2019/01/22 21:20 | Kayla Day v Eugenie Bouchard | 6-2,3-6,2-6 |
| Open d'Australie - Femmes | 2019/01/17 09:20 | Eugenie Bouchard v Williams, Serena | 2-6,2-6 |
| Open d'Australie - Femmes | 2019/01/15 02:55 | Eugenie Bouchard v Peng, Shuai | 6-2,6-1 |