| ITF W60 Biarritz | 06/06 08:00 | 54 | Alyssa Reguer v Alexandra Osborne | 5-7,0-6 | |
| ITF W100 Surbiton | 05/31 10:00 | 54 | [349] Eden Silva v Alexandra Osborne [361] | 6-4,7-5 | |
| ITF W100 Surbiton | 05/29 14:50 | 54 | Andre Lukosiute v Alexandra Osborne | 7-5,4-6,9-11 | |
| ITF W25 Netanya | 05/24 10:30 | 25 | [384] Joanna Garland v Alexandra Osborne [361] | 6-2,6-4 | |
| ITF W25 Akko | 05/18 08:15 | 25 | [384] Alexandra Osborne v Viktoria Morvayova [443] | 6-4,1-6,6-7 | |
| ITF W25 Nottingham | 05/09 14:05 | 54 | [350] Mana Ayukawa v Alexandra Osborne [380] | 6-0,6-2 | |
| ITF W25 Nottingham Qual | 05/08 12:00 | 54 | Amy Leather v Alexandra Osborne | 6-4,0-6,5-10 | |
| ITF W25 Nottingham | 05/02 11:05 | 54 | Alexandra Osborne v Emma Wilson | 4-6,6-4,7-10 | |
| ITF W25 Nottingham | 05/01 10:25 | 54 | Alexandra Osborne v Paulina Jurkowska | 6-2,6-2 | |
| ITF W60 Canberra | 03/29 23:00 | 25 | [202] Olivia Gadecki v Alexandra Osborne [396] | 6-3,6-3 | |
| ITF W60 Canberra | 03/28 00:25 | 54 | [446] Destanee Aiava v Alexandra Osborne [396] | 6-1,6-4 | |
| ITF W60 Canberra Qual | 03/27 04:15 | 54 | Sienna Leeson v Alexandra Osborne | 4-6,0-6 | |
| ITF W60 Canberra | 03/21 00:35 | 54 | [251] Hiroko Kuwata v Alexandra Osborne [405] | 6-1,5-7,10-6 | |
| ITF W60 Canberra | 03/20 01:30 | 54 | [153] Jessy Rompies v Alexandra Osborne [405] | 2-6,1-6 | |
| ITF W25 Bendigo | 03/06 23:00 | 54 | [277] Rutuja Bhosale v Alexandra Osborne [408] | 3-6,6-3,10-4 | |
| ITF W25 Bendigo | 03/05 23:00 | 54 | Milan Krish v Alexandra Osborne | 1-6,0-6 | |
| ITF W25 Bendigo | 02/28 07:00 | 54 | [212] Erika Sema v Alexandra Osborne [408] | 6-4,6-1 | |
| ITF W25 Bendigo | 02/27 03:30 | 54 | Darcy Parke v Alexandra Osborne | 4-6,2-6 | |
| ITF W25 Canberra | 02/15 01:55 | 25 | Yui Chikaraishi v Alexandra Osborne | 2-6,6-1,6-0 | |
| ITF W25 Canberra | 02/08 23:00 | 25 | [259] Priscilla Hon v Alexandra Osborne [415] | 6-1,7-6 | |
| WTA Sydney | 01/09 00:00 | 14 | [87] Elena Gabriela Ruse v Alexandra Osborne [418] | 6-3,6-0 | |
| WTA Melbourne 1 | 01/03 02:40 | 14 | [96] Danka Kovinic v Alexandra Osborne [418] | 6-2,6-1 | |
| ITF W25 Naples | 11/15 14:30 | 54 | Alexis Blokhina v Alexandra Osborne | 6-4,7-5 | |
| ITF W25 Daytona Beach | 11/08 16:00 | 54 | Anastasiya Antal v Alexandra Osborne | 6-4,7-5 | |
| ITF W25 Orlando | 11/01 14:00 | 54 | Lia Karatancheva v Alexandra Osborne | 7-6,7-6 | |
| ITF W80 Tyler | 10/26 14:55 | 54 | Alexandra Osborne v Katarina Kozarov | 2-6,2-6 | |
| ITF W80 Tyler | 10/25 17:10 | 54 | [421] Elvina Kalieva v Alexandra Osborne [481] | 7-6,2-6,4-10 | |
| ITF W60 Rancho Santa Fe | 10/11 17:35 | 54 | Alexandra Osborne v Ashley Lahey | 4-6,4-6 | |
| ITF W25 Redding | 10/06 23:20 | 25 | Dalila Jakupovic v Alexandra Osborne | 6-0,6-3 | |
| ITF W25 Redding | 10/05 19:00 | 54 | Alexandra Osborne v Isabelle Bahr | 6-2,6-1 |