Stadium: Court central Round: 27 Ground: Hardcourt indoor
| WTA Osaka | 2019/09/15 03:50 | Ludmilla Samsonova v Viktoriya Tomova | 6-3,0-6,4-6 |
| WTA Osaka | 2019/09/14 03:40 | Ludmilla Samsonova v Akiko Omae | 2-6,6-4,7-5 |
| WTA Hiroshima | 2019/09/09 06:20 | Ludmilla Samsonova v Kirsten Flipkens | 6-7,4-6 |
| US Open Women | 2019/08/21 17:00 | Jaimee Fourlis v Ludmilla Samsonova | 7-6,7-6 |
| US Open Women | 2019/08/19 15:00 | Diana Marcinkevica v Ludmilla Samsonova | 1-6,4-6 |
| ITF W100 Vancouver | 2019/08/13 17:45 | Ludmilla Samsonova v Nao Hibino | 5-7,1-6 |
| WTA Palermo | 2019/07/27 16:30 | Ludmilla Samsonova v Jil Teichmann | 3-6,1-6 |
| WTA Palermo | 2019/07/26 18:30 | Fiona Ferro v Ludmilla Samsonova | 7-6,3-6,4-6 |
| WTA Seoul | 2019/09/16 03:00 | Margarita Betova v Tatjana Maria | 7-5,6-4 |
| WTA Hiroshima | 2019/09/10 10:45 | Kurumi Nara v Tatjana Maria | 6-4,6-4 |
| WTA New Haven | 2019/09/04 17:30 | Tatjana Maria v Usue Maitane Arconada | 2-6,2-6 |
| US Open Women | 2019/08/27 17:45 | Kaia Kanepi v Tatjana Maria | 5-7,7-6,6-3 |
| WTA Toronto | 2019/08/06 17:25 | Saisai Zheng v Tatjana Maria | 3-6,4-6 |
| WTA Toronto | 2019/08/04 18:05 | Nao Hibino v Tatjana Maria | 2-6,1-6 |
| WTA Toronto | 2019/08/03 17:55 | Layne Sleeth v Tatjana Maria | 2-6,2-6 |
| WTA Karlsruhe | 2019/07/31 16:50 | Tatjana Maria v Stephanie Wagner | 3-6,6-4,4-6 |