Round: 54 Ground: Hardcourt outdoor
| ITF Women Sozopol | 2016/09/24 22:00 | Annie Donaldson v Maria Vittoria Viviani | 0-6,2-6 |
| ITF Women Sozopol | 2016/09/24 22:00 | Annie Donaldson v Maria Vittoria Viviani | 0-6,2-6 |
| ITF Women Bol | 2016/05/09 08:30 | Vivian Wolff v Annie Donaldson | 6-0,6-1 |
| ITF Women Bol | 2016/05/08 08:00 | Nanette Nylund v Annie Donaldson | 4-6,5-7 |
| ITF Women Bol | 2016/05/07 08:00 | Annie Donaldson v Elvira Edstrom | 6-0,6-2 |
| ITF Women Bol | 2016/05/03 07:00 | Polona Rebersak v Annie Donaldson | 6-2,6-2 |
| ITF Women Sozopol | 2016/09/28 22:00 | Maria Vittoria Viviani v Alena Fomina-Klotz | 1-6,1-6 |
| ITF Women Sozopol | 2016/09/26 22:00 | Maria Vittoria Viviani v Ivon Mihaleva | 6-2,7-6 |
| ITF Women Sozopol | 2016/09/24 22:00 | Annie Donaldson v Maria Vittoria Viviani | 0-6,2-6 |