Stadium: Court 1 Round: 29 Ground: Hardcourt indoor
| ITF - Toronto W60 | 2019/11/02 17:30 | Kirsten Flipkens v Samantha Murray | 2-6,6-2,6-3 |
| ITF - Toronto W60 | 2019/11/01 18:05 | Kirsten Flipkens v Elitsa Kostova | 6-3,6-2 |
| ITF - Toronto W60 | 2019/10/31 17:15 | Kirsten Flipkens v Fanny Stollar | 6-2,6-2 |
| ITF - Toronto W60 | 2019/10/30 18:40 | Kirsten Flipkens v Ariana Arseneault | 6-2,6-1 |
| WTA Moskwa | 2019/10/18 11:25 | Kirsten Flipkens v Belinda Bencic | 6-7,1-6 |
| WTA Moskwa | 2019/10/16 11:35 | Dayana Yastremska v Kirsten Flipkens | 3-6,6-3,3-6 |
| WTA Moskwa | 2019/10/15 09:30 | Kirsten Flipkens v Natalia Vikhlyantseva | 6-3,6-2 |
| WTA Moskwa | 2019/10/14 09:20 | Kirsten Flipkens v Gabriela Dabrowski | 6-1,6-4 |
| ITF - Toronto W60 | 2019/11/02 15:00 | Bibiane Schoofs v Francesca Di Lorenzo | 5-7,6-0,2-6 |
| ITF - Toronto W60 | 2019/11/01 15:00 | Catherine Harrison v Francesca Di Lorenzo | 7-6,1-6,4-6 |
| ITF - Toronto W60 | 2019/10/31 14:00 | Mirjam Bjorklund v Francesca Di Lorenzo | 4-6,6-2,3-6 |
| ITF - Toronto W60 | 2019/10/30 19:20 | Dalayna Hewitt v Francesca Di Lorenzo | 6-7,4-6 |
| ITF - Saguenay W60 | 2019/10/24 19:45 | Francesca Di Lorenzo v Indy De Vroome | 4-6,0-6 |
| ITF - Saguenay W60 | 2019/10/22 19:30 | Francesca Di Lorenzo v Emina Bektas | 4-6,6-0,7-6 |
| WTA Tashkent | 2019/09/23 10:00 | Viktoria Hruncakova v Francesca Di Lorenzo | 7-6,6-3 |
| WTA Osaka | 2019/09/14 04:10 | Viktoriya Tomova v Francesca Di Lorenzo | 3-6,6-3,6-1 |