| ITF - Swan Hill W25 | 02/28 02:30 | 25 | [381] Ya Yi Yang v Alexandra Osborne [282] | 1-6,6-2,6-3 | |
| ITF - Swan Hill W25 | 02/21 04:45 | 25 | [268] Joanna Garland v Alexandra Osborne [280] | 6-1,6-4 | |
| ITF - Burnie W25 | 02/06 00:45 | 54 | Alexandra Osborne v Lily Fairclough | 6-7,6-3,1-10 | |
| ITF - Burnie W60 | 01/30 23:00 | 25 | [271] Alexandra Osborne v Arina Rodionova [315] | 4-6,1-6 | |
| WTA Adelaide 2 | 01/07 06:45 | 14 | [277] Alexandra Osborne v Katerina Siniakova [49] | 0-6,4-6 | |
| ITF - Tyler W80 | 10/25 18:25 | 54 | Katarina Kozarov v Alexandra Osborne | 6-1,7-5 | |
| ITF - Tyler W80 | 10/25 14:50 | 54 | Rhiann Newborn v Alexandra Osborne | 4-6,1-6 | |
| ITF - Las Vegas W60 | 10/11 16:55 | 54 | Alexandra Osborne v Solymar Colling | 1-6,3-6 | |
| ITF - Redding W25 | 10/05 23:50 | 25 | [331] Himeno Sakatsume v Alexandra Osborne [293] | 6-1,7-5 | |
| ITF - Redding W25 | 10/04 16:00 | 54 | Alexandra Osborne v Prathyusha Rachapudi | 6-4,6-4 | |
| ITF -Templeton W60 | 09/27 19:20 | 54 | [359] Robin Montgomery v Alexandra Osborne [296] | 7-5,6-1 | |
| ITF -Templeton W60 | 09/26 21:05 | 54 | [489] Jada Myii Hart v Alexandra Osborne [296] | Retired | |
| ITF - Berkeley W60 | 09/20 16:45 | 54 | [383] Robin Montgomery v Alexandra Osborne [296] | 6-2,6-1 | |
| ITF - Berkeley W60 | 09/19 17:00 | 54 | [198] Rebeca Pereira v Alexandra Osborne [296] | 6-4,2-6,5-10 | |
| ITF - Praga W60 | 08/29 09:20 | 54 | [431] Luisa Meyer Auf Der Heide v Alexandra Osborne [307] | 6-3,7-6 | |
| ITF - Praga W60 | 08/28 11:40 | 54 | Yukina Saigo v Alexandra Osborne | 2-6,6-3,4-10 | |
| ITF - Prerov W60 | 08/22 13:10 | 54 | [303] Alexandra Osborne v Oana Georgeta Simion [454] | 5-7,2-6 | |
| ITF - Ourense W25 | 08/17 11:50 | 25 | [407] Maria Mateas v Alexandra Osborne [304] | 6-2,6-0 | |
| ITF W60 San Bartolome De Tirajana | 08/08 16:00 | 24 | [434] Rutuja Bhosale v Alexandra Osborne [307] | 7-6,6-1 | |
| ITF - Foxhills W25 | 08/01 09:00 | 54 | Alexandra Osborne v Hibah Shaikh | 1-6,6-7 | |
| ITF - Foxhills W25 | 07/31 10:40 | 54 | Alexandra Osborne v Lara Bakhaya | 6-1,6-3 | |
| ITF - Versmold W100 | 07/06 11:35 | 25 | [145] Julia Grabher v Alexandra Osborne [351] | 6-1,6-0 | |
| ITF - Versmold W100 | 07/04 10:00 | 54 | [314] Ekaterina Reyngold v Alexandra Osborne [351] | 6-7,7-6,10-5 | |
| ITF - Versmold W100 | 07/03 08:00 | 54 | Paula Rumpf v Alexandra Osborne | 1-6,3-6 | |
| ITF - Montpellier W60 | 06/29 08:30 | 25 | [351] Alexandra Osborne v Margaux Rouvroy [490] | 2-6,1-6 | |
| ITF - Montpellier W60 | 06/27 09:50 | 54 | [387] Audrey Albie v Alexandra Osborne [351] | 5-7,7-5,7-10 | |
| ITF - Montpellier W60 | 06/26 11:20 | 54 | Amandine Monnot v Alexandra Osborne | 6-0,5-7,8-10 | |
| ITF - Ilkley W100 | 06/13 09:50 | 54 | [354] Alexandra Osborne v Diana Marcinkevica [308] | 7-6,1-6,8-10 | |
| ITF - Ilkley W100 | 06/12 10:00 | 54 | [239] Christina McHale v Alexandra Osborne [362] | 6-7,4-6 | |
| ITF - Biarritz W60 | 06/06 11:30 | 54 | Sara Cakarevic v Alexandra Osborne | 6-1,6-3 |