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