Round: 44 Ground: Hardcourt indoor
| ATP Paris MD | 2016/10/30 08:00 | Julie Tringa v Akiko Okuda | 2-6,1-6 |
| ITF Women Saguenay Qual | 2016/10/15 14:00 | Steffi Carruthers v Akiko Okuda | 6-4,6-3 |
| ITF Women Hilton Head | 2016/10/04 13:30 | Akiko Okuda v Alexa Bortles | 7-5,5-7,5-7 |
| ITF Women Hilton Head | 2016/10/02 14:30 | Akiko Okuda v Yang Pang | 6-2,6-2 |
| ITF Women Charleston | 2016/09/28 15:40 | Elizabeth Mandlik v Akiko Okuda | 6-4,6-3 |
| ITF Women Alphen AD Rijn | 2016/09/05 08:00 | Akiko Okuda v Sviatlana Pirazhenka | 4-6,1-6 |
| ITF Women Schoonhoven | 2016/08/30 08:00 | Laura Heinrichs v Akiko Okuda | 6-0,7-6 |
| ITF Women Schoonhoven | 2016/08/29 08:00 | Annelou Nab v Akiko Okuda | 2-6,6-3,3-6 |
| ATP Paris MD | 2016/10/30 08:00 | Jane Wasserson v Annie Donaldson | 4-6,4-6 |
| ITF Women Antalya | 2016/10/24 07:00 | Annie Donaldson v Viktoriia Kalinina | 6-3,3-6,4-6 |
| ITF Women Lagos | 2016/10/19 07:30 | Ayla Aksu v Annie Donaldson | 7-6,6-2 |
| ITF Women Antalya | 2016/10/17 07:30 | Kate Uzhylovska v Annie Donaldson | 5-7,5-7 |
| ITF Women Antalya | 2016/10/16 07:30 | Annie Donaldson v Zeynep Oyku Sarli | 6-0,6-2 |
| ITF Women Antalya | 2016/10/11 07:30 | Annie Donaldson v Agnes Bukta | 3-6,1-6 |
| ITF Women Antalya | 2016/10/10 07:30 | Annie Donaldson v Soumeya Anane | 6-3,6-2 |
| ITF Women Sozopol | 2016/09/30 22:00 | Annie Donaldson v Maria Vittoria Viviani | 2-6,4-6 |