Stadium: V3 Round: 54 Ground: Hardcourt outdoor
| ITF W25 Evansville | 2019/07/25 15:00 | Alexandra Osborne v Katharine Fahey | 5-7,6-4,2-6 |
| ITF W25 Evansville | 2019/07/24 17:45 | Andrea R Villarreal v Alexandra Osborne | 6-4,4-6,1-6 |
| ITF W25 Evansville | 2019/07/23 16:15 | Alexandra Osborne v Lauren Proctor | 6-2,6-0 |
| ITF W25 Gatineau | 2019/07/18 14:00 | Carson Branstine v Alexandra Osborne | 6-4,6-2 |
| ITF W25 Gatineau | 2019/07/17 14:00 | Olivia Tjandramulia v Alexandra Osborne | 6-7,2-6 |
| ITF W25 Gatineau | 2019/07/16 14:20 | Carson Branstine v Alexandra Osborne | 6-1,6-0 |
| ITF W25 Gatineau | 2019/07/15 13:00 | Mia Kupres v Alexandra Osborne | 2-6,2-6 |
| ITF W60 Honolulu | 2019/07/08 23:10 | Katie Volynets v Alexandra Osborne | 6-1,7-5 |
| ITF Women Fort Worth Qual | 2018/07/30 17:00 | Nina Khmelnitckaia v Liga Dekmeijere | 6-1,6-2 |