Round: 25 Ground: Hardcourt outdoor
| ITF Women Waco Qual | 2016/11/08 16:00 | Caitlin Whoriskey v Nicole Melichar | 2-6,6-1,6-4 |
| ITF Women Waco Qual | 2016/11/07 18:00 | Caitlin Whoriskey v Jessica Hinojosa Gomez | 6-2,6-3 |
| ITF Women Toronto | 2016/11/01 17:50 | Caitlin Whoriskey v Elise Mertens | 0-6,4-6 |
| ITF Women Poitiers | 2016/10/25 10:05 | Caitlin Whoriskey v Fiona Ferro | 6-3,1-6,3-6 |
| ITF Women Poitiers Qual | 2016/10/24 08:30 | Susanne Celik v Caitlin Whoriskey | 3-6,1-6 |
| ITF Women Poitiers Qual | 2016/10/23 11:55 | Caitlin Whoriskey v Virginie Razzano | 4-6,7-5,6-3 |
| ITF Women Poitiers Qual | 2016/10/22 09:25 | Caitlin Whoriskey v Greet Minnen | 1-6,6-4,6-3 |
| WTA Luxembourg Qual | 2016/10/17 08:00 | Caitlin Whoriskey v Tereza Smitkova | 5-7,2-6 |
| ITF Women Canberra | 2016/11/05 00:00 | Risa Ozaki v Jennifer Elie | 3-6,6-1,6-0 |
| ITF Women Canberra | 2016/11/04 01:25 | Jennifer Elie v Eri Hozumi | 7-5,6-3 |
| ITF Women Canberra | 2016/11/03 00:55 | Julia Glushko v Jennifer Elie | 6-7,2-6 |
| ITF Women Canberra | 2016/11/02 00:50 | Jennifer Elie v Ayaka Okuno | 6-0,6-2 |
| ITF Women Bendigo | 2016/10/26 01:35 | Jennifer Elie v Katarzyna Kawa | 4-6,3-6 |
| ITF Women Cairns | 2016/10/12 00:00 | Jennifer Elie v Seone Mendez | 2-6,6-7 |
| ITF Women Toowoomba | 2016/10/07 02:05 | Jennifer Elie v Asia Muhammad | 3-6,3-6 |
| ITF Women Toowoomba | 2016/10/06 01:55 | Eri Hozumi v Jennifer Elie | 5-7,1-6 |