Stadium: Court 12 Round: 27 Ground: Clay
| ITF W25 Hilton Head Island | 2019/10/10 14:00 | Osaka, Mari v Collins, Kylie | 7-5,6-3 |
| ITF W25 Hilton Head Island | 2019/10/08 17:50 | Osaka, Mari v Gatica, Barbara | 6-3,6-4 |
| ITF W60 Charleston | 2019/10/03 14:00 | Maria Mateas v Osaka, Mari | 6-1,7-6 |
| ITF W60 Charleston | 2019/10/01 18:50 | Hanyu Guo v Osaka, Mari | 4-6,1-6 |
| Saint-Malo, Singles W-ITF-FRA-15A | 2019/09/17 13:25 | Osaka, Mari v Wargnier, Lucie | 4-6,2-6 |
| St. Pölten, Qualifications Simples W-ITF-AUT-01B | 2019/09/10 10:05 | Osaka, Mari v Caroline Werner | 2-6,1-6 |
| ITF W60 Montreux | 2019/09/06 14:50 | Alice Rame v Osaka, Mari | 6-0,6-4 |
| ITF W60 Montreux | 2019/09/05 10:30 | Osaka, Mari v Minella, Mandy | 6-1,3-6,6-4 |
| ITF W25 Hilton Head Island | 2019/10/10 14:00 | Peyton Stearns v Marina Melnikova | 3-6,7-6,2-6 |
| ITF W25 Hilton Head Island | 2019/10/08 17:45 | Victoria Emma v Marina Melnikova | 3-6,1-6 |
| ITF W60 Charleston | 2019/10/04 15:55 | Marina Melnikova v Caroline Dolehide | 2-6,3-6 |
| ITF W60 Charleston | 2019/10/03 14:00 | Marina Melnikova v Sanesi, Gaia | 6-1,6-3 |
| ITF W60 Charleston | 2019/10/02 14:00 | Marina Melnikova v Suzan Lamens | 6-3,6-4 |
| Podgorica, Singles Qualifying W-ITF-MNE-01A | 2019/09/22 11:00 | Marina Melnikova v Tena Lukas | 4-6,5-7 |
| Podgorica, Singles Qualifying W-ITF-MNE-01A | 2019/09/21 10:50 | Haas, Barbara v Marina Melnikova | 6-4,2-6,2-6 |
| Podgorica, Singles Qualifying W-ITF-MNE-01A | 2019/09/20 11:50 | Julia Grabher v Marina Melnikova | 3-6,4-6 |