Stadium: Court 5 Round: 45 Ground: Hardcourt outdoor
| US Open Women | 2019/08/20 21:40 | Kirsten Flipkens v Irina Maria Bara | 6-3,6-4 |
| WTA Washington | 2019/07/31 00:50 | Su-Wei Hsieh v Kirsten Flipkens | 6-4,6-3 |
| Wimbledon Women | 2019/07/03 10:00 | Su-Wei Hsieh v Kirsten Flipkens | 7-6,6-3 |
| Wimbledon Women | 2019/07/01 15:55 | Dalila Jakupovic v Kirsten Flipkens | 1-6,3-6 |
| WTA Eastbourne | 2019/06/24 15:55 | Kirsten Flipkens v Caroline Wozniacki | 3-6,4-6 |
| WTA Mallorca | 2019/06/17 14:50 | Sofia Kenin v Kirsten Flipkens | 6-2,6-3 |
| WTA Hertogenbosch | 2019/06/14 16:55 | Kirsten Flipkens v Elena Rybakina | 4-6,4-6 |
| WTA Hertogenbosch | 2019/06/12 14:00 | Lesia Tsurenko v Kirsten Flipkens | 6-7,5-7 |
| US Open Women | 2019/08/20 22:10 | Jovana Jaksic v Julia Grabher | 6-2,6-4 |
| ITF W100 Vancouver | 2019/08/14 18:10 | Ashley Kratzer v Jovana Jaksic | 6-1,6-4 |
| WTA Toronto | 2019/08/03 15:50 | Jovana Jaksic v Marie Bouzkova | 1-6,5-7 |
| WTA San Jose | 2019/07/27 23:00 | Mayo Hibi v Jovana Jaksic | 6-1,6-0 |
| ITF W60 Berkeley | 2019/07/18 21:20 | Arina Rodionova v Jovana Jaksic | 6-7,7-6,6-3 |
| ITF W60 Berkeley | 2019/07/17 22:15 | Jovana Jaksic v Natasha Subhash | 6-2,6-4 |
| ITF W25 Ulanqab | 2019/07/12 02:00 | Jovana Jaksic v Fangzhou Liu | 5-7,6-4,1-6 |
| ITF W25 Ulanqab | 2019/07/11 03:20 | Jovana Jaksic v Shanshan Guo | 6-4,6-4 |