Stadium: Court 7 Round: 45 Ground: Hardcourt outdoor
| Honolulu, Simples W-ITF-USA-20A | 2019/07/08 23:10 | Katie Volynets v Alexandra Osborne | 6-1,7-5 |
| Shreveport, Singles Qualifying W-ITF-USA-19A | 2019/06/25 20:30 | Alexandra Osborne v Elie, Jennifer | 0-6,4-6 |
| Denver, Singles Qualifying W-ITF-USA-28A | 2019/06/19 16:00 | Alexandra Osborne v Mihalikova, Tereza | 2-6,6-3,4-6 |
| Denver, Singles Qualifying W-ITF-USA-28A | 2019/06/18 16:00 | Alexandra Osborne v Riedmiller, Anna | 6-2,6-2 |
| Denver, Singles Qualifying W-ITF-USA-28A | 2019/06/17 16:00 | Alexandra Osborne v Able, Emerald | 6-2,6-1 |
| ITF W25 Sumter | 2019/06/10 13:30 | Allie Gretkowski v Alexandra Osborne | 6-0,6-3 |
| Bethany Beach, Singles W-ITF-USA-17A | 2019/06/05 18:30 | Alexandra Osborne v Fahey, Katharine | 6-7,1-6 |
| Bethany Beach, Singles W-ITF-USA-17A | 2019/06/04 13:00 | Alycia Parks v Alexandra Osborne | 3-6,3-6 |