Stadium: Estadio Round: 25 Ground: Hardcourt outdoor
| WTA Houston | 2019/11/14 00:00 | Caty McNally v Mari Osaka | 6-2,6-0 |
| WTA Houston | 2019/11/10 20:00 | Mari Osaka v Deniz Khazaniuk | 6-1,7-5 |
| ITF W60 Playford | 2019/10/30 04:35 | Mari Osaka v Naiktha Bains | 1-6,2-6 |
| ITF W60 Bendigo | 2019/10/23 03:20 | Maddison Inglis v Mari Osaka | 7-5,6-4 |
| ITF W25 Hilton Head Island | 2019/10/11 14:00 | Mari Osaka v Marina Melnikova | 1-6,6-1,3-6 |
| ITF W25 Hilton Head Island | 2019/10/10 14:00 | Mari Osaka v Kylie Collins | 7-5,6-3 |
| ITF W25 Hilton Head Island | 2019/10/08 17:50 | Mari Osaka v Barbara Gatica | 6-3,6-4 |
| ITF W60 Charleston | 2019/10/03 14:00 | Maria Mateas v Mari Osaka | 6-1,7-6 |
| ITF W25 Orlando | 2019/11/14 14:50 | Georgina Garcia-Perez v Julyette M J Steur | 6-7,1-6 |
| ITF W25 Orlando | 2019/11/12 18:00 | Georgina Garcia-Perez v Carly Briggs | 6-4,6-4 |
| ITF W60 Colina | 2019/11/07 17:35 | Georgina Garcia-Perez v Seone Mendez | 3-6,2-6 |
| ITF W60 Colina | 2019/11/06 16:35 | Georgina Garcia-Perez v Ana Sofia Sanchez | 6-7,6-3,6-2 |
| ITF W60 Asuncion | 2019/10/30 22:20 | Georgina Garcia-Perez v Daniela Seguel | 5-7,2-6 |
| ITF W100 Szekesfehervar | 2019/10/22 11:00 | Miriam Bulgaru v Georgina Garcia-Perez | 6-4,7-5 |
| ITF W100 Szekesfehervar | 2019/10/21 15:20 | Nika Radisic v Georgina Garcia-Perez | 3-6,0-6 |
| ITF W60 Szekesfehervar | 2019/10/17 09:00 | Nicoleta-Catalina Dascalu v Georgina Garcia-Perez | 7-6,7-6 |