Stadium: Court 1 Round: 25 Ground: Hardcourt indoor
| WTA Moscow | 2019/10/18 11:25 | Flipkens, Kirsten v Bencic, Belinda | 6-7,1-6 |
| WTA Moscow | 2019/10/16 11:35 | Dayana Yastremska v Flipkens, Kirsten | 3-6,6-3,3-6 |
| WTA Moscow | 2019/10/15 09:30 | Flipkens, Kirsten v Vikhlyantseva, Natalia | 6-3,6-2 |
| WTA Moscow | 2019/10/14 09:20 | Flipkens, Kirsten v Dabrowski, Gabriela | 6-1,6-4 |
| WTA Moscow | 2019/10/13 09:00 | Flipkens, Kirsten v Samsonova, Liudmila | 7-5,6-4 |
| WTA Moscow | 2019/10/12 08:00 | Flipkens, Kirsten v Anastasia Gasanova | 6-1,6-2 |
| WTA - Linz | 2019/10/06 09:35 | Flipkens, Kirsten v Shelby Rogers | 3-6,2-6 |
| WTA Tashkent | 2019/09/24 06:30 | Flipkens, Kirsten v Timea Babos | 2-6,5-7 |
| ITF W60 Saguenay | 2019/10/23 20:25 | Fernandez, Leylah Annie v Arseneault, Ariana | 6-3,6-1 |
| ITF W60 Saguenay | 2019/10/22 15:00 | Arseneault, Ariana v Nsimba, L. N. | 6-1,3-6,10-8 |
| ITF W15 Norman | 2019/10/02 20:00 | Arseneault, Ariana v Martha Matoula | 7-5,2-6,2-6 |
| WTA Toronto | 2019/08/03 14:00 | Arseneault, Ariana v Mchale, Christina | 5-7,2-6 |
| Granby, Simples W-ITF-CAN-05A | 2019/07/25 18:00 | Layne Sleeth v Arseneault, Ariana | 6-3,6-7,6-0 |
| Granby, Simples W-ITF-CAN-05A | 2019/07/23 13:00 | Arseneault, Ariana v Craciun, Anca | 6-2,6-3 |
| Granby, Simples W-ITF-CAN-05A | 2019/07/22 14:00 | Ho, Jessica v Arseneault, Ariana | 6-7,4-6 |
| Gatineau, Singles W-ITF-CAN-04A | 2019/07/16 13:00 | Jada Bui v Arseneault, Ariana | 6-1,6-2 |